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Date: Tue, 29 Feb 2000 15:35:14 PST
From: Aleisha James
Subject: "A Summer in Satin"
A Summer in Satin
by Aleisha James
We rolled over so that Sally was on top, her knees clutching
at my sides. She reared back as I continued to move my hips
rhythmically. Her long blonde hair cascaded down her back as she
looked up at the ceiling before falling forward to kiss me as I
raised my face to meet hers. Grunting with passion I strained to
reach her magnificent breasts with my lips. She placed one hand
under her left breast and lifted it towards me. Her nipples were
fully erect and she moaned as I flicked my tongue over her
protruding teat.
Her satin soft skin felt warm and sensual beneath my lips and
hands. She began to gasp for breath as our motion quickened.
Suddenly she rolled over, taking me with her. Now I was back on
top, and she threw her hands out to her sides, grasping and
tearing at the sheets as our beast with two backs neared climax. I
drove into her with increasing force, my own passion beginning to
overwhelm me. She shuddered and cried out just as I came! I
continued pumping for several strokes, and then, exhausted,
lowered my body on top of hers.
We lay in each others' arms, as I gently kissed the sweat from
her neck. She held me tight when I tried to roll off, and we laid
still for several minutes.
She let me roll off the second time I tried and I looked at
the clock. It was almost 2:30: I had a class at 3:15.
"Time to go!" I said as I climbed out of bed and walked to the
bathroom.
"I just have time for a shower before heading to class"
She slowly followed me into the bathroom and sat on the toilet
as I opened the shower door and turned on the water.
I waited for a moment, until the water was warm and then
entered the shower. I had barely gotten my hair wet when I heard
the shower door open and sensed her climbing in with me.
We kissed, with water running over our faces and bodies. She
picked up the soap and gently washed me all over. I found myself
getting hard again, and she playfully squeezed my cock while
kissing me warmly.
What with me taking my turn soaping her as well and each of us
drying the other with a towel, it was past 3 o'clock by the time I
left her apartment. I was going to be late for class, but it was
well worth it. Indeed, I spent most of my time in class wondering,
not for the first time, how it was that she had chosen me as her
boyfriend.
Sally Green could have had almost any man she wanted. She was
an extremely intelligent young woman who was even more beautiful
than she was smart. I, on the other hand, was perhaps as smart as
she was, but nobody would confuse me for a male model or a jock.
We were almost the same height. She stood maybe an inch
shorter than my 5ft 7inches and when we wrestled as part of our
sex play I found that she possessed nearly as much strength as I
did. She had been a swimmer when she was in high school and she
had the broad shoulders typical of women athletes. The nearest I
had come to being on any school team was playing chess in the
chess club. Not that I hadn't tried. But I simply lacked the
physique to compete athletically.
I would never had had the courage to ask Sally out. It was she
who asked me for a date, and I had come close to turning her down,
fearing that it was some kind of joke. But she convinced me that
she was more interested in a man's intellect than in his physical
appearance. She also told me that I was mistaken to think that
beautiful women always had it easy when it came to dating. Most
men felt they had no chance, so they never dared to approach her,
while most of those who felt able to do so were egotistical jerks
in whom she had no interest. Men whose egos were all wrapped up in
how virile or masculine they were held no interest for her.
So she had learned that if she liked someone, she often had to
make the first move.
I was so happy that she had done so. We had been dating for
six weeks now, and had gone to bed for the first time three weeks
ago. Now we had sex almost every day, and I was happier than I
could remember. I suspected that my marks would suffer; I could
hardly remember the last time I had puled a long study session,
and finals were coming up soon. I should have been worried, but I
wasn't.
What did have me worried was that summer vacation would start
right after the exams were over. Sally had told me that she would
be spending the summer in Europe with her parents who had a place
in the south of France. They planned to be there for almost six
months, although Sally would return early to return to school in
the fall. There was no way that I could go, even if I were
invited. So I would be apart, and who knew whether her attraction
to me would survive.
She assured me that she was falling in love with me and that
we would be together again in September. I needed her so much that
I pretended to myself as well as to her that I believed her. It
was the only way I could contemplate the coming void in my life. I
believe that I was by then addicted to her. Perhaps that is what
infatuation is: physical addiction.
Whatever it was, we continued to see each other and make love
throughout exam time. We were able to slow down enough to do some
studying and I felt that I had probably scraped through all my
courses, although with much lower marks than I had expected just
two months ago.
Sally hardly spoke about her impending trip to Europe during
those last few weeks. Then on what was going to be our last night,
after one of our best sessions of love-making, she turned to me
and looked me in the eyes.
You would have had to be there to appreciate my situation. I
had been experiencing a mixture of warm contentment and mild
depression. My beautiful lover was lying next to me, our mingled
perspiration cooling on our skin. I could feel one of her breasts
pressing lightly against my chest, and her left arm lay across my
body. Her blue eyes looked into mine from a distance of maybe six
inches.
"Baby, I'm not going to Europe" she said.
Hope flared inside me like a match in a darkened room. I
looked back at her, my body tensing as I waited for the rest of
it.
"I'm staying at home. I'll have the whole place to myself. I
want you to come stay with me"
It was a fantasy come true. An entire summer with Sally; just
the two of us in what I understood to be a palatial country
estate. Did I mention earlier that her parents were rich?
"I'd love to Sally, but I've got to work this summer. I can't
afford not to work if I want to come back here in September"
Did I mention earlier that my family was not rich?
"You don't have to, darling" she said. "We normally pay
several people to look after the house in the summer. There's a
couple who look after the inside of the house and two fellows who
look after the outside, the garden and the pool and so on. Nothing
special; we use contractors from the village to do most of the
work. It's just that Daddy doesn't like to let things slide over
the summer. I've got you an outside job"
I looked at her as my inner world brightened with every word I
heard.
"That is, if you want to spend time with me" she pouted.
Sally pouting is an awesome sight, and my doubts vanished.
I pulled her towards me and kissed her passionately. I felt my
body respond and within moments we were making love again.
So it was that I arrived at the Green estate one late May
morning. Sally had driven up earlier while I stayed behind to
smooth over my dropping my summer job and to try to get my deposit
for the summer rent back from my landlord.
She must have been waiting for me because she greeted me as I
climbed out of my car, which I had parked next to her new-model
Mustang at a parking area to the left of the circular driveway.
I kissed her and then looked at the imposing residence where I
was to spend the next few months.
It looked older than I had expected, more like what I imagined
an English manor might look like than a California mansion. Ivy
clung tightly to the faded red brick facade, and wisteria, or some
similar vine, wrapped around trellises beside the upper windows.
Broad, curved steps led to the enormous doors, while the house
stretched out in either direction for many feet. I was to learn
that there were over fifty rooms in this gigantic structure,
although many of them were closed in the absence of the family.
There were several suites of rooms for visitors, which Sally told
me were rarely used.
"It's way too big. I think that's why my folks spend so much
time abroad. They should sell it but Daddy says they'd never get
enough for it"
She led me inside, where we were greeted by a woman
apparently in her mid fifties, with short gray hair and a navy
blue suit with a knee-length skirt.
"This is Mrs. Jansen" Sally said as she introduced us.
"Mrs. Jansen and her husband will be looking after us this
summer"
"Pleased to meet you" Mrs. Jansen said, extending her hand for
me to shake.
Wow! I thought to myself. This is like something out of the
Lifestyles of the Rich and Famous. Domestic servants!
I kept those thoughts to myself and said hello to Mrs. Jansen
while looking about me.
The inside of the house was as impressive as the outside. The
entrance led into a large, high lobby, with tiled floor and
expensive looking paneling on the walls, which in turn were
covered with elaborately framed paintings. Vases of freshly cut
flowers added both color and fragrance to the space. A wide spiral
staircase led upwards at the right rear of the entrance, will open
double doors on either side led into rooms which I could barely
glimpse. A hallway extended back into the house to the left of the
spiral staircase.
"Mr. Hutcheon will be able to handle his own bags, Mrs.
Jansen" Sally informed her.
"Very well, Miss Sally" she replied, turning to walk down the
hallway.
I turned to look at Sally, and she embraced me. After a long,
lingering kiss, she told me that I had better get my bags from my
car and she would show me where I would be staying.
After I had retrieved my two bags, she led me up the staircase
and down a long hallway punctuated by doors on either side. There
were two doors at the end, facing each other. She opened the one
on the left and let me enter first.
It was a large, airy room decorated in a somewhat spartan
fashion. A King-size bed took up much of the space at the far end,
and there were two antique-looking dressers, with brass handles on
the drawers.
The floor was hardwood, but was covered by a large rug, which
from its rich colors and elaborate design I suspected was Persian.
To my left, as I walked in, were a series of closet doors and in
the corner was a doorway which I saw led to a full bathroom. Two
large windows allowed ample light into the room and gave a view
out of the front of the house. I could tell that I was in a room
on the far left corner as one looked at the house from outside. I
put down my bags and walked to the nearest window. I could see the
well-tended driveway, the manicured lawns and the heavily treed
wooded area through which I had driven minutes before. There was
no sign of any other habitation.
I turned back to look at Sally, who was still standing in the
doorway.
"Do you like it?" she said.
I was wondering where she was staying, because there was no
sign of her presence in this room. I knew, from having spent a
great deal of time in her apartment that she tended to fill up her
bedroom with her belongings.
"It's great" I said.
"But what?" she asked, coming over to me and giving me a
gentle kiss.
"You look disappointed"
"Well, where's your room?" I asked. I tried without success to
keep my tone light.
"I'm right across the hall, silly" she said. "we can't live in
the same room; not with Mrs. Jansen here. She's known me all my
life and I love her, but we have to keep up appearances. Besides I
had to promise Daddy that I'd never let a boy sleep in my room!"
"Oh" was all I said.
"Come on" she said, pulling me by the hand.
"I'll show you where you'll be spending most of your nights"
I was able to laugh along with her as she led me across the
hall into her room.
"What are you going to tell Daddy?" I said.
"Don't worry about that. You'll understand soon enough" was
her cryptic response.
There was no mistaking the two rooms; they couldn't have been
further apart in appearance, even though her room was laid out as
the mirror image of my.
Where my room had hardwood and a rug, the floor of her room
was covered by an expanse of deep plush carpet, creamy-white on
color. Our beds occupied the same space, but hers was something
out of a fairy-tale. It was an enormous four-poster canopy bed,
with heavy silk the same color as the carpet hanging in flounces
from the corner posts and forming a cream-white tented roof over
the bed. The heavy silk was lined with gold-colored lace along its
edges, which hung in scalloped curves from what I assumed were
railings hidden beneath the silk, running around the exterior of
the bed from the tops of the posts.
The bed itself was covered by a snow-white satin bedspread,
and pillows were heaped at the head. Two stuffed teddy-bears
leaned against the pillows. They looked somewhat the worse for
wear, but were obviously much-loved reminders of her childhood.
The rest of the room was just as lavishly furnished. Where my
room featured two antique dressers, she had one long low dresser
and two taller ones, all in a deep, polished mahogany. Two
armchairs, upholstered in the omnipresent cream silk stood facing
each other across a low, circular glass-topped table on which a
vase of flowers rested. The windows were curtained with delicate
sheers and heavy drapes in a light gold which matched the lace on
the bed canopy. Broad sashes in the same heavy silk held the
drapes back from the windows. Sunlight filters by the sheers gave
a warm feeling to the room. I could make out through that
diaphanous material, long, sloping lawns ending in a formal
garden.
Mirrored closet doors lined the wall to the right of the
doorway and a private bathroom opened off the room much as mine
did.
"Isn't this gorgeous?" she asked. I nodded mutely.
"I asked Daddy if I could have a room like this, and he had it
done for me when I was twelve. It's absolutely perfect!"
"Now, come on and I'll show you the rest of the house and then
I'll take you outside. That's where you'll be working!"
She showed me room after room, and I knew that I was seeing
only part of the house. There was a huge formal living room, with
several couches and a gigantic fireplace. The grand piano which
stood at one end of the room looked tiny in that space. We poked
our head in her father's study; a very masculinely-furnished room
in dark woods and rich leather. An impressive computer setup was
the only concession to the late twentieth century in that room.
The kitchen was Mrs. Jansen's domain, although I learned that
Mrs. Jansen served as cook only in the absence of the family. The
family had a full-time cook who traveled with them whenever they
went away for an extended period.
I was getting overwhelmed by the number and the sumptuousness
of the rooms and it was with a sigh of relief that I followed
Sally out into the garden at the back of the house. As we set
foot out of the kitchen, we walked across a large stone patio and
down a short flight of stairs to the lawn. To my left I saw a
white trellis fence, through which an open gate revealed what
looked like an Olympic size swimming pool, surrounded by the usual
collection of loungers and chairs. Several tables stood shaded
against the noon-sun by colorful umbrellas. Large potted plants
added varied green to the blue of the water and the grays and
whites of the concrete decking and the furniture.
The pool looked inviting, but Sally tore me away from it,
saying that I had to learn where everything was.
It didn't take long before I realized that no one man,
especially someone with no experience, could possibly look after
the outside of the house and I expressed my doubts while Sally was
showing me through the equipment building. There were two new John
Deere lawn tractors, and a variety of add-on attachments. There
were gas-powered weed-eaters, ladders, a wide variety of garden
implements, rolled up hoses, and a bewildering selection of
fertilizers, pesticides, herbicides, and other chemicals. The
controls for the sprinkling system would not have looked out of
place in a chemical refinery!
"There's no way I can handle all this, even if there are two
of us. I wouldn't know what I was doing" I said.
"Don't worry, honey" she replied.
"I only told you that you would be doing the outside work
because I didn't want you to feel that you were going to be free-
loading. I know how proud you are of working your way through
school. You will have to do some of the work, but we have two
full-time men to do most of it. They're not here today, because I
wanted to tell you after you saw how big a job it was. I didn't
think you'd understand until you actually saw the property"
I was relieved to hear this news, although slightly perturbed
that she had misled me.
After a further tour of the premises, during which I became
even more relieved that I was not going to be solely responsible
for their upkeep, we returned to the kitchen, where Mrs. Jansen
fed us a late lunch.
The rest of the day passed quietly, and we had an informal
dinner, before retiring to be. I was disappointed when Sally
kissed me goodnight outside of our doors. Her body language made
it plain that I was not invited in.
I tossed and turned for a long time before finally falling
asleep.
It was just after 3 am, according to the luminescent clock
face on the night-stand when I awoke to the sensation of someone
sliding into bed with me. I could tell immediately that it was
Sally, her scent alerted me even before she whispered to me.
I was sleeping in the nude; a habit which Sally had encouraged
in me. She was wearing something very silky and I enjoyed the
sensations I felt as she snuggled up to me. I got an immediate
erection and pressed hard against her.
"Mikey likes it" she said, with a low laugh.
"You're right" I replied. "Mikey really likes it"
She pulled me close and kissed me hard on the lips.
"Let's see how much Mikey likes it" she said, letting go and
sitting up in bed.
She pulled her baby-doll nightie over her head and handed it to
me. I could barely make out what she was doing in the darkness.
"Put this on for me, sweetie" she said, her voice light.
I felt an unaccustomed fear in my stomach, but I wasn't about
to argue with her. I was so horny, so addicted to her that I would
have done anything she asked.
It took me a few seconds to get the silky garment the right
way around and then I lowered it over my head. I could smell her
scent as the deliciously cool fabric covered my face. Sally helped
me pull the nightie down, with its spaghetti straps lying over my
bare shoulders and the lace hem just below my crotch. My erection
looked very much out of place, straining upwards against the
feminine material.
Any doubt I had about what I was doing was swept away when
Sally hugged me close and plied me with kisses. She lowered one
hand to my groin and began stroking my penis through the silk. I
have never been so aroused. I pushed her down and climbed on top
of her. She was already wet, and ready for me. I plunged inside
her and began moving up and down in that age-old motion.
My orgasm was everything I could have wanted, and I collapsed,
shuddering, on top of her. She held me close, stroking my back
through the silk of my nightie, until I was still. Then I rolled
off of her and we lay in each other's arms. I remember her
whispering her love to me as I fell asleep.
I awoke to the light streaming in through the open windows. I
had neglected to close the drapes the previous evening, but there
were no streetlights or other sources of illumination outside this
remote house to have kept me awake, and it had been a cloudy
night, even though there was no sign of rain.
I lay in bed, feeling contented, even though Sally was no
longer there. She must have left before I awoke.
Perhaps I had heard something from the hallway, perhaps that
had been what awoke me. In any event, I had just woken when the
door opened and Sally bounced in.
She was glowing with happiness, and she looked fit and
energetic in a trim, dark blue running outfit. Her bare legs were
well muscled, yet very shapely, and her shoulder length hair was
tied back in a ponytail. Circles under her armpits and beneath her
breasts showed that she had been exercising, as did the towel
flung casually across her shoulders.
"It's time to get up, sleepyhead. I've brought us some
breakfast" she said as she came over to the bed to kiss me good
morning.
I struggled to sit up as she pulled back the covers. I noticed
Mrs. Jansen looking into the room, carrying what I assumed was a
breakfast tray and it was only then that I realized that I was
still wearing the nightie from last night.
I tried to pull the covers back down, and to lower myself out
of sight, but Sally's grip was too strong. I was fully revealed
from the waist up!
Mrs. Jansen appeared to take no notice even though she was
looking directly at us. She placed the tray on a table and asked
whether that would be all.
Sally thanked her and said that we'd call if we needed
anything else. Mrs. Jansen left, leaving me red-faced with
embarrassment.
Sally was completely unfazed.
"Don't be a wuss" she said. "Mrs. Jansen's seen almost
anything you could imagine.. Seeing you in that pretty little
nightie won't bother her at all!"
I started to take it off, but Sally sat down beside me and
began kissing me, while again stroking me through the silk. Her
proximity caused an immediate and noticeable reaction.
"See.. Mikey really does like it!"
I tried to protest that my reaction had nothing to do with how
I was dressed: that it was her body that elicited my response, but
she shushed me firmly. There was nothing for it but to carry on as
if there was nothing strange going on. I even kept the nightie on
when I went to the bathroom to pee and clean my teeth before
eating.
"Make sure to sit down when you pee!" I heard her call out. I
couldn't tell if she was joking, but I wasn't about to comply with
that request.
We sat with our knees touching as we ate the breakfast which
Mrs. Jansen had provided. I was horny all the way through and was
delighted when Sally climbed into bed and motioned for me to join
her. Our sex was urgent but brief. She was as ready for me as she
had been last night
I went to shower, relieved to take off the nightgown. I took a
long time, as I usually did, The water pressure was surprisingly
strong and there seemed to be an infinite supply of hot water.
Sally was waiting for me as I strode back into my room, stark
naked.
She had her hands behind her back as she stood near the door,
clad in a pink housecoat, with a towel wrapped turban-style around
her hair. She had evidently been showering as well.
"Honey, would you do me a favor?"
"Of course" I answered, more quickly than I should have in
hindsight.
'Wear these for me, will you? I was so turned on last night,
that I just know that the thought of you wearing these all day
will make me so horny for you tonight"
I looked at what she held in her outstretched hand, but I
think I knew what it was before my eyes even registered.
She was holding out a pair of panties. Not a pair of plain
cotton panties, such as she sometimes wore, but a pair of bright
red, silk panties with scalloped lace trim at the waist and around
the leg openings.
She approached me, her tone imploring me to agree.
"Come on, humor me, darling. You won't regret it. And nobody
will know!"
I should have refused, but I couldn't deny Sally anything. I
took them and quickly pulled them up my legs. My penis made an
unsightly bulge, and I was alarmed to see that it began to grow as
I adjusted the silken panties about my waist.
She stood close and kissed me while her hand stroked the front
of my panties. My immediate erection threatened to poke a whole in
them. She knelt in front of me and pulled the waist down, exposing
my rock-hard penis. She took me into her mouth and sucked hungrily
while she stroked my ass with one hand and my balls with the
other. This orgasm was weaker than my last two, but nevertheless I
felt my knees weaken as I came.
She licked me off, and then daintily pushed my now flaccid
penis back between my legs before adjusting my panties.
"Now we've made you look better" she said, before turning to
leave.
"See you downstairs, sweetie" she said over her shoulder.
I finished dressing, choosing a pair of blue jeans and a
casual shirt. I brushed my hair and put on a pair of running shoes
and then went downstairs.
That morning was spent with Curt and Joe, the two brothers who
were responsible for most of the outdoor work. They were almost
like twins, both well over six feet in height and strongly built.
The day was looking to be warm, and they wore cut-offs and tee-
shirts, which revealed heavily muscled legs and arms.
They seemed friendly enough, but they also seemed to go out of
their way to show how much strength was required to perform some
of their work. It was as if they were showing that no academic
nerd like me could or should compete.
I found the experience somewhat intimidating and was relieved
to hear Sally tell me not to pay any attention to them.
'They're nice guys, and their bodies are unbelievable. But I
don't think there's anything between their ears, honey. Not like
you at all! Don't let their macho bullshit get you down. I don't
love you for that side of you"
The unspoken thought occurred to me that it was just as well,
since I was wearing some distinctly non-macho panties. My cheeks
flushed as I imagined what Curt or Joe would say if they found
out.
I was permitted to ride one of the lawn tractors, since the
back lawn needed cutting. It took me more than an hour before I
was finished, and I had to empty the large grass clippings basket
several times. I found it awkward to remove the first time, and it
was while I was struggling with it, sweat from the hot sun beading
on my forehead and making my shirt stick to my back, that Curt
came over and helped.
"Let me" was all he said, as he undid the clips which secured
the basket and effortlessly lifted the fully loaded container off
of the tractor. I found, when I did it the next time, that it must
have weighed seventy-five pounds, but he handled it as if it were
empty. More intimidation!
I realized that jeans and shirt were inappropriate for work
outdoors. Not only was it too hot, but I was also getting my
clothes dirty. But I had not brought any work clothes with me,
which I now realized had been a stupid mistake.
Sally saw how hot I was when I came in after finishing the
back lawn. She asked me how I was making out and I confessed that
I needed to get some more appropriate clothing.
'I need shorts, or cut-offs or something. I'm overheating in
these jeans"
She looked me up and down and then told me to wait there,
because she had thought of something.
She left me at the kitchen table where we had had lunch the
previous day. It was only a few minutes before she returned,
barely enough for me to finish the glass of water I had poured
while she was gone. She had a pair of cut-off jeans and a tee-
shirt in her hands.
"Here, Mike. Try these, I think they'll fit"
I took them and looked them over. They seemed about the right
size. I wasn't happy with the color of the tee-shirt, which was a
faded-out pink, but I thanked her and went to go upstairs to get
changed. She stopped me, telling me not to be silly, and to get
changed right there.
I looked around and saw that we were alone. So I placed the
clothes on the table and pulled of my jeans and shirt as quickly
as I could, worried that someone coming in would see my panties. I
had placed my jeans on the chair where I had been sitting and was
stepping into the cut-offs when Mrs. Jansen walked briskly into
the kitchen.
Not again! I thought to myself. Sure enough, she walked over
to us, looking at us all the time. I pulled the cut-offs up as
fast as possible, but in my haste I over-balanced and nearly fell
to the floor. She had to have seen my underwear; the lace trim
made it impossible to confuse them with anything male.
Once again she displayed no reaction at all, but merely
inquired whether we would be in for dinner. Sally assured her that
we would be dining at home tonight, and she nodded and left.
I finished dressing and Sally gave me a quick peck on the
lips, telling me that I looked great. She even patted my butt as I
turned away to go back out where more lawn-mowing awaited me.
I was tired and sore by the time I finished, and noted with
envy that neither Curt nor Joe seemed at all put out by their much
heavier workload. At one point I thought I saw them looking at me
and laughing, but when I looked again, they were deep in their
work.
I climbed the stairs, heading for my room to shower and
change. Sally intercepted me and told me that we should shower
together, and that we would use her bathroom.
Even though I had had three orgasms in the previous sixteen
hours or so, my body still responded to her. She wouldn't let me
in her room right away.
"You're too dirty, and sweaty to come in here" she said.
She told me to strip in my room, adding that I should take off
my panties as well, since they were probably 'yucky' as well after
the long day.
I did so with relief, which lasted only until I saw the label
on the cut-offs. The jeans from which they had been made were
labeled Jordache, and I knew that Jordache made only girls jeans.
No wonder Curt and Joe had been laughing. I had been wearing a
pink tee-shirt and girl's jeans. Thank god they didn't know about
the panties!
Just then, Sally poked her head into the room and held out a
housecoat, which she told me to put on before crossing the hall to
her room. The housecoat fit well, but the color was a pale yellow,
and it had small ruffles of lace around the collar and the cuffs
of the sleeves. It was definitely not a man's garment.
Once inside her room, she led me into the bathroom and we
climbed into the shower. Her naked body always took my breath
away. I took hold of the soap and gently washed her body, kissing
and nibbling as I did so. She in turn washed me, and seemed to
especially enjoy washing my penis, squeezing it gently in her hand
as she smiled at me, water running down our faces and over our
eyes.
We took turns drying each other with the beach-size fluffy
towels. I had hoped that we would have sex before going downstairs
for dinner, but she steered me away, with the promise of 'later'.
As I was leaving she handed me another pair of panties; these
in ivory silk with white lace. I took them obediently and headed
back to my room.
Dinner was excellent, although I was finding it difficult to
concentrate. The combination of her promise and the feel of the
fresh panties combined to keep me excited all meal.
I met Mr. Jansen for the first time that evening. He acted as
butler, bringing us each plate as we made our way through the
meal. Sally's manner towards him was friendly but both he and she
acted as if they recognized that there was a true 'Upstairs-
Downstairs' difference, or barrier, between them. She seemed more
distant to him than she had been to his wife.
The meal drew to a close and we went to the 'media room' to
watch a movie. I would have preferred to head straight to bed, but
Sally said that she felt like watching a comedy. She fussed over
what seemed like an enormous selection of DVD discs before firing
up the gigantic screen. I had never been in a real home theater
before and was amazed at the quality and size of the picture as
well as the concert hall feel of the sound.
She had selected Victor/Victoria, an old gender-bending
romantic comedy with Julie Andrews and Robert Garner.
I felt a trifle uncomfortable since I thought that this was
too close to what was going on here. In the movie Julie Andrews is
a woman who plays a man dressing as a woman. I was a man wearing
at least some woman's clothing, and I felt awkward. Was Sally
trying to prove a point?
I was thankful when the movie ended, although Sally had seemed
impervious to my discomfort. We walked upstairs, hand in hand and
she allowed me to accompany her into her bedroom.
I helped her undress, as I had so many times in the past, and
she in turn helped me. She turned away before I was completely
naked and she climbed into bed. I finished undressing, taking off
my panties as the last item, and then I climbed in after her.
She had satin sheets and they felt smooth and silky against my
bare skin. I was looking forward to making love on these sheets,
but she rolled away when I moved towards her.
"What's wrong" I asked, concern mingling with frustration in
my voice.
She said nothing. I stroked her back, hoping for a response
but she remained silent and unresponsive.
I looked around, as if perhaps I could find a clue somewhere
in her room. My eyes lighted upon a gorgeous pale blue nightgown,
in gleaming satin, with froths of pale cream lace at the bodice
and hem.
I lay there for a moment as I thought back to last night. I
made up my mind. She had been so excited by my wearing feminine
articles of clothing that perhaps she would respond to my wearing
that confection of satin and lace. It should at least be good for
a smile.
I climbed back out of bed, but she didn't even look at me. I
picked up the nightgown, wondering at it's lightness and the feel
of its fabric. I pulled it over my head, taking care with the thin
straps which rested over my shoulders. It was almost the same
length as the one she had me wear last night, but it felt even
more delicious against my skin. My already erect penis rose even
higher as I stepped back towards the bed.
She rolled over to look at me as I climbed back in. Her eyes
widened and she spread her arms to take me into her embrace.
"Oh, Darling. Thank you.. thank you" she said as she smothered
me in kisses.
Our sex started fast and furious but then she pushed me back
and asked me to slow down. She wanted us to take our time, to make
love with tenderness and feeling.
"Not like some macho yob" she said.
"I want you to love me tenderly. Imagine you're a girl.. make
love slowly, sensually"
I was frantic with desire, and acting like a girl was the
furthest thing from my mind. Yet I knew I had to seem to comply,
to keep her happy and anything that would prolong sex with Sally
was okay with me.
She slowed me down, at one point easing my cock out of her and
whispering to me that I should learn more about foreplay.
"When women make love to each other" she said, her lips close
to my ear "they use their lips, their tongues and their fingers.
Let me show you how"
She proceeded to take my hand in hers and guided me over her
labia and her clitoris. She showed me how to use my fingers to
stimulate her and then she urged me to go down and worship her
with my mouth.
By now the sheets and bedding were thrown back and I clambered
over her to place my face between her thighs.
I buried my face in her warm, moist and fragrant pubic hair,
my lips searching out her clitoris. At the same time I felt her
lips close around my penis and we were soon fully engaged in
soixante-neuf!
Her sweat-slick body was heaving rhythmically beneath me and I
was nearing orgasm when I felt her hand roam towards my arse.
Suddenly, just as we were each reaching climax, she probed my
rectum with her fingers. I came spasmodically, almost pulling away
from her mound in reaction to the unexpected invasion of my body.
I had never felt anything like it, and I couldn't have said
whether I liked it or not. It was too intense and too wrapped up
with my orgasm.
We lay motionless for a while and then she crawled around so
that we lay side-by-side. She smiled at me, thanking me for the
best sex yet.
I sat up and thought about removing my nightgown, but I
suspected that she would disapprove. Satiated with sex, I felt an
overpowering desire to please her, so I snuggled up to her and we
fell asleep in an untidy array on the disordered bed.
It was again daylight when I woke. Mrs. Jansen was knocking on
the door, which she opened and entered, carrying the usual
breakfast tray. Sally stirred beside me and asked Mrs. Jansen to
put the tray on the table and we'd bring it down when we were
finished.
This was the third time Mrs. Jansen had seen me wearing
feminine clothing and as always she gave no sign of any reaction.
I guess I was becoming inured to the experience, since I made no
move to cover myself.
I did mention to Sally that Mrs. Jansen seemed completely
undisturbed by seeing us in bed together.
'She's been with us longer than I've been alive. She knows
everything about me, and so long as I keep up some appearances, I
can get away with anything! That's why you have to have your own
room, but so long as you want to, you can spend every night in
here with me"
"Baby, you know I want to!"
We laughed together and then settled down to breakfast. Sally
complimented me on how well the nightgown fit and how good it
looked on me. She reached over several times to stroke me through
the material and I have to admit that it felt good.
She paused, with a piece of toast halfway to her mouth.
"There is one thing that I'd really like you to do before
getting dressed. It would make me feel so much happier next time
we make love"
"What's that, honey?"
"When we went down on each other, I found the hair on your
legs really bothered me. I just don't like the bristly feel. Would
you be a dear and shave all over for me."
She must have seen the look of doubt on my face.
"Don't worry about what anyone else thinks. You know I love
you. And everyone knows that we're lovers so even Curt and Joe
can't say that you're gay or anything. Besides, we'll tell them
it's because you're a swimmer. Lot's of boys on my old swim team
shaved all over; it cuts down on water resistance"
The sinking feeling in my stomach warned me that this was
getting too weird, but I couldn't say no to her. So I showered
alone, taking almost half an hour to shave myself all over,
leaving only my scalp and my pubic hair. I even shaved my armpits,
although she had not directly asked me to do so. I hoped that
she'd find my decision to be something she should reward.
I had gone back to my room to shower, and afterwards I walked
into my bedroom. There on the bed were some new panties and a silk
camisole, both in the same pale blue as my nightgown.
I mentally shrugged and put them on. I was used to wearing
panties now and automatically pushed my penis back between my legs
before putting on the Jordache cut-offs from the previous day. I
saw that the pink tee-shirt had gone, replaced by what I thought
at first was a clean white shirt. But then I found that the
buttons did up backwards, and there was a delicate pattern
embroidered on the front of the collar. I guess it was one of
Sally's blouses. It fit well except that it was loose around the
chest.
I looked in the drawers where I had placed my underwear and
socks, and was relieved to see my shorts all in place. My socks
were, however, missing. I searched around, but could only find a
pair of white socks, with little lace ribbons around the top. I
had little choice so I put them on, thankful that today was a
Saturday, so I wouldn't be working outside, and Curt and Joe
wouldn't see me.
I ventured downstairs, feeling a little silly in this get-up.
Mr. Jansen was replacing a light bulb in the hallway leading to
the media room where I had decided to check out the sports on
television. He nodded acknowledgment of my presence but otherwise
had no reaction. I was beginning to wonder whether there was
anything which might strike them as strange. Evidently the sight
of Sally's boyfriend starting to dress like a girl wasn't it!
I had settled into a comfortable chair, with a soda I had
taken from the fridge which the family kept in the media room when
Sally walked in. She stopped and looked me over, and then let out
a long wolf-whistle.
I blushed and bridled.
"Is this what you want?" I said, standing and doing a
pirouette. "Are you trying to make me look like a girl?"
"Honey, you look wonderful! You know that your cute butt was
one of the things that most attracted me to you? You look just
sensational!"
Her evident pleasure in my appearance overrode my momentary
anger, as I think she knew would happen.
We embraced and she ran her hands over my buttocks and then
over my back. I have to admit that I was really starting to like
the feel of contact through silk. It seemed that I was having
erections almost all the time, and this moment was no exception.
It actually felt sore as it strained to pop free from its position
between my legs, and I was glad that I had silk panties on to
prevent it from chafing.Sally made me move over to a loveseat and
she sat down beside me. We watched television for a while, but
then Sally protested that this was too boring. Besides, she
pointed out, it's a warm sunny day, ideal for lounging around the
pool.
"Let's get changed and go to the pool"
I guess I should have expected what happened next. Sally
wouldn't let me wear my own swimming trunks. She said that they
covered too much of my body. She wanted me to tan over a much
greater area, so she made me wear a bikini bottom from one of her
swim-suits. She teasingly suggested that I wear the top as well,
but I was able to resist.
I objected to the bikini bottom on the basis that my genitals
would protrude, and that there was no way that they could be
hidden. That was when she sprung her next trap. She produced what
she told me was a gaff; something which female impersonators wore
to conceal their gender. My protests were overridden and all too
soon I had put it on. It was initially very painful, but even I
had to admit that it made an incredible difference to the way the
bikini fit.
"You look great" Sally enthused. "We all have to suffer a bit
to look so good"
She made me sit down while she brushed and combed my hair. I
had always liked to let my hair grow long, and had not even had it
trimmed in a couple of months. Sally had always told me how much
she liked long hair on men, and I had got into the habit of
wearing it in a ponytail. I usually used a rubber band to hold it
in place.
Sally spent several minutes working on my hair and then I felt
her pull it back into a ponytail and fasten it with something. It
felt like there was something bigger in my hair than a rubber
band, so I reached up to feel it, while looking at my reflection
sideways in the mirror.
She had placed a soft pink velvet scrunchie in my dark brown
hair, which she had pulled tightly back, except for the hair at
the very front of my head. That had been brushed down, with a part
in the middle, so that it hung in wings on either side of my face.
I was shocked at how feminine I appeared. All I lacked were
breasts, and that thought confirmed my rejection of Sally's
suggestion of wearing the bikini top!
I began to walk down the hall to the stairs, but Sally wasn't
through with me yet. She almost dragged me into her room and
opened her closets. She had rack after rack of shoes, and she
quickly selected a pair of open-toed sandals which she insisted I
try on.
"They're maybe a size too big for me, but I think they'll be
perfect for you. It's such a shame not to find a use for something
I've spent money on"
Sure enough, they fit. They had only a two inch heel so I had
no trouble adjusting my stride, although I felt as if my butt were
sticking out even more prominently than usual. She confirmed my
fears by patting me on the bum, and laughing about how good I
looked.
I tried to put a good face on it all, even though I was
cringing inside. Sally seemed to see nothing unusual at all, and I
was so much under her spell that I didn't have the heart to
disappoint her. After all, I consoled myself, no-one who saw us
making love would question my manhood. Few men ever got to bed
such a magnificent woman, and it was me who drove her crazy, not
some macho hunk!
Sally handed me a small, wicker bag containing suntan lotion,
sunglasses, and a couple of paperback novels and she led the way
out to the pool, carrying two beach towels.
The concrete deck was covered with some kind of decorative
mosaic, featuring either dolphins or killer whales, I couldn't
decide which. Sally indicated two adjacent loungers. I was amazed
to see a telephone on the nearby table, until Sally explained that
it was really just an intercom so that we could ask for drinks or
snacks to be brought out. I was gaining an appreciation of what it
meant to be rich, and thought that I could get used to this.
Sally stretched out, tummy down. She asked me to apply lotion
to her back and legs, and I was happy to oblige. Her skin was soft
and warm beneath my fingers and she murmured appreciatively as I
worked the thick liquid into her pores. I took special care in
caressing her long, smooth legs, and I admired the trim
musculature of her powerful thighs. I undid her bikini top, and
let the straps fall to her side while I admired the swell of her
breasts, compressed as they were by her weight.
I then lay down while she returned the favor. It felt great to
be lying by the pool with the woman I loved while she rubbed my
back and my legs. I enjoyed the feeling of her stroking my shaven
legs. I felt my cock stir in its constraint as she rubbed lotion
into the skin between my thighs, working her way with strong,
assured hands towards my ass.
I had to agree with her when she leaned close and whispered in
my ear that there were advantages to having smooth skin and
wearing a bikini.
After completing her ministrations, Sally pulled out the two
books and offered me my choice. I saw that they were both romance
novels, with bright covers depicting attractive young women with
sad expressions and, in the background, a handsome man. I shook my
head, but Sally told me not to be so macho.
"Read one before you criticize" she said.
"Did you know that most of them are written by men. You've
always said you might want to be a writer some day. You might
learn a lot. Besides, women read more than men, so any successful
writer should study what women read"
I reluctantly chose one of the books at random and we each lay
down to read, lying on our stomachs.
It was about an hour later, when I had put the book to one
side and was just lying there, soaking up the sun, when Sally
announced that she had to go in to use the little girl's room. I
grunted my acknowledgment and closed my eyes.
A few minutes later, I felt a shadow fall across my body and I
rolled over just as I heard a male voice.
"Excuse me, miss" I heard.
"Do you mind if we have a quick swim? Miss Sally usually says
it's OK"
I squinted up at the large silhouette that was all I could
make out, but as I did so I realized in horror that it was Curt
standing there. And he had addressed me as Miss.
I suppose it was a natural mistake, since seeing me face down
all of the clues would have shouted 'girl' rather than boy. My
long hair was in a pony-tail secured by a girl's scrunchie and the
wings left free hung down beside my face in an undeniably feminine
fashion. My bikini bottom was from a girl's swim suit, and my
shaven, oiled legs hardly looked male at all.
I think Curt noticed his mistake just as I recognized him. I
still could make out no real detail of his expression, but he
seemed to straighten up and step back as he apologized, confusion
evident in his voice.
"I'm sorry, Mike. I didn't recognize you, looking like that"
I could feel the heat in my cheeks as I sat up, instinctively
reaching for the book which had been lying by my side. It fell off
as I turned and Curt bent down to pick it up. I saw him glance at
the title before he handed it back to me. His whole body language
expressed his surprise and nervousness. Yet at the same time, and
only increasing my shame, I was aware of a distinct, and large,
bulge in the front of his shorts. Whatever he had seen, or thought
that he had seen, had obviously interested him.
"Hi Curt!" I heard Sally call as she strode back into the pool
area. She walked briskly by him and leaned over to kiss me quickly
on the cheek. She stood, her left hand resting possessively on my
bare shoulder as she told Curt that he and his brother could
certainly go for a swim in the pool.
"Just don't splash us girls!" she said.
I turned away, unable to even look at Curt or to protest out
loud in his presence. I felt humiliated. How could she do this to
me?
She bent over again and whispered in my ear.
"Honey, I'm just teasing you. The boys know how crazy I am
about you. They won't mind, and besides, you do look awfully cute"
I muttered something under my breath and picked up my towel as
I stood. I hurried inside, fighting back tears.
Sally followed me, calling out my name, but I did my best to
ignore her. I walked past a startled Mrs. Jansen and climbed the
stairs to my room. No sooner had I closed the door and thrown
myself down on the bed than Sally came in and sat down beside me.
She stroked my back while murmuring assuring words, about how
she loved me and thought that I was a sexy man.
I turned my tear-streaked face towards her and she leaned over
and kissed the salt from my face. We hugged as I asked her what
was going on. Why was she making me look this way?
"Honey, I love you! I just think that we should be able to
express our feelings without worrying about what other people
think. I find hairy guys a real turn-off. I think that men who are
able to be in touch with the feminine side of their personality
make much better lovers. I want you to learn to be a better lover,
because I want to be with you for a long, long time!"
I replied, drying my eyes with the back of one hand:
"So you're not just playing some trick on me?"
"Of course not, honey. I told you: I love you. And, besides,
no-one's ever going to find out that you spent some time this
summer learning to accept the feminine side of yourself. We'll be
lovers all summer and when we go back to school, all those macho
guys will be jealous of you. Just wait and see"
"But it's not right. Curt even thought I looked like a girl!
He's going to think I'm gay, and so will Joe"
"Sweetheart, don't worry about what they think. I've known
them forever, and I'll have a talk with them. Besides, whose
opinion is more important to you: mine or theirs?"
There was only one answer I could give to that.
She lay down beside me and we snuggled. My gaff kept my penis
from reacting, but I didn't feel especially sexy anyway. I needed
comforting more than anything else, and Sally provided that for
me.
She rolled off the bed and told me to come along as she led me
back into her bedroom. She told me that while it was too nice a
day not to keep our swim-suits on, perhaps we should cover up a
little before having lunch out by the pool. She passed me the
camisole I had worn that morning and I pulled it on, with only an
inner sigh. I went to put on the blouse, but she stopped me.
"Here, wear this. I think it's much cuter" She was testing
me. She had handed me a floral print vest, with lace trim and
small pearl buttons. It was clearly made to be worn open, and when
I put it on, my silk camisole was plainly visible. There could be
no pretending to anyone. She also took away the denim cut-offs
which could have been taken for boy's wear on casual viewing. The
pink wrap-skirt she gave me to wear over my bikini bottoms left
almost nothing to the imagination. I was glad for the gaff, since
I any bulge would have looked at of place. She made me wear pink
socks as well.
Sally watched me closely as I dressed, and I did my best to
act as if I were okay with this, even though my mind was in
turmoil. I was in so deep, and I was still so physically attracted
to her, that I could see no easy way out. What she was asking of
me was unreasonable as hell, but the way she described it, and her
attitude as she did so, made it seem absolutely normal.
I stood before her, undergoing her inspection. She grimaced
and pulled me over to a padded chair in front of a vanity. Before
I could react, she was beginning to apply makeup to my face.
'Shush!" she said, gripping the back of my neck with one hand
as I tried to pull away.
I sat rigid, eyes closed, not daring to look in the mirror as
she worked on my face. I felt some form of cream being applied
over my entire face and beneath my chin. Then came a series of
feathery touches around my eyes. Pressure over my cheekbones told
me that something was being placed on my cheeks. Then I felt what
I knew had to be lipstick, accompanied as it was by her directions
to part my lips for her. I was then told to bite down, with my
lips only. I felt a kleenex between my lips and then I was told
that I was ready.
I opened my eyes.
A young girl looked back at me, her eyes widening as I took in
the image before me.
I had known that my current hair-style was somewhat feminine,
what with the long, wispy tendrils of hair hanging in front of my
ears, and framing my oval face, while most of my hair was pulled
straight back into a pony-tail secured by a scrunchie. But now my
own face added to the lie!
My eyes seemed huge, and my nose appeared to be much smaller
than my self-image told me it should be. I had always felt that my
nose, with its upturned button look, had been an attractive
feature for me, but now it truly did look cute. My lips seemed to
have almost doubled in thickness, a cupid's bow of a pink which
matched the color of my scrunchie. My cheeks gave off a faint
healthy glow, and my skin appeared smooth and flawless.
Sally leaned over my shoulder, placing her head on a level
with mine. We looked at each other, our eyes locking in the
mirror. She smiled.
"See what I mean, honey? Anyone who looks like you do has a
strong feminine side. You look so cute I could eat you up!"
She kissed me on the cheek, and then, as I turned towards her,
on the lips.
Sally had always been a good kisser, but we had never kissed
like this. We stood, our lips breaking apart momentarily as we
changed position. She was on fire, holding me tighter than she had
ever done, and taking charge. Her tongue forced my lips apart and
then she filled my mouth. We were gasping and moaning and ripples
of heat swept through my body. Her hands were all over me,
caressing and rubbing my buttocks one moment and the next pinching
my nipples through the silk of my camisole.
We broke our embrace, but our eyes never left each other's as
we hurriedly took off the clothing we had just put on. She stooped
me from taking off my camisole, but otherwise we were naked as we
tumbled onto her bed.
She insisted in being on top. My penis, somewhat sore from its
confinement and the unusual amount of use it had experienced in
the last couple of days, was soon rock hard once more. She lowered
herself onto me, already wet and ready. She made me lie still as
she rode up and down.
Then, when I could only barely restrain myself from moving
with her, she rolled off me and lay down beside me, with her back
against my side as she reached under the bed. I could not see what
she had picked up, and before I could gain a better view, she had
thrown herself around so that her groin was against my face. Her
scent filled my head and I knew what I was to do. I buried my face
in her fragrant pubic hair and began lapping at her clitoris. I
felt her mouth close on my penis and I thought that we were going
to repeat our last sexual experiment. I was wrong.
I was really getting into eating her out when I felt a
pressure around my sphincter. I squealed in reaction. This was not
a finger! It was something far bigger. I tried to move back, but
she tightened her thighs around me and I was powerless: trapped by
her thighs around my head and her mouth around my penis.
The pressure mounted and then I felt whatever it was enter me.
It hurt and the pain mounted as she pressed what I guessed was a
dildo deeper into me. I stopped working on her and I know that she
merely held me in her mouth as we both focused on this new
development. She moved slowly, for which I was grateful. I could
sense my insides moving, relaxing as I accommodated this invasion.
Finally it was all the way in and she stopped. The pain had begun
to fade, to be replaced by a not-uncomfortable full feeling.
Then she began to suck me again, slowly, as she pulled the
dildo back out, also very slowly. The pain returned, but with it
was a faint feeling of pleasure.
I began to lick her again, tentatively, as she sucked me and
moved the dildo back and forth. I found my hips moving, whether
because of her fellatio or the dildo I could not say. The pain
eased again and the pleasure increased.
She began to moan form between her lips, and I did as well, my
mouth buried deep within her bush.
I felt her body arch away from mine, my rampant penis cooling
in the air as her saliva evaporated after she let it out of her
mouth. She was devoting all of her attention to fucking my ass
with her dildo!
We were both breathing in gasps. Sweat was soaking my body,
and slicking hers. Our passions suddenly exploded. I ejaculated in
great, body-wracking spasms, even though I had little sperm left
in me. She howled like an animal, far louder and less controlled
than I had ever heard her before.
I felt spent as I collapsed on the bed. Her dildo was still
inside me and I quivered as she pulled it out. She crawled around
to kiss me on the lips and whisper to me.
"That was the best sex I've ever had, honey. And you're no
longer a virgin, little girl"
I smiled at her, too exhausted and too sated by sex to argue.
We rested for a while and I believe I even nodded off for a
few minutes. I was feeling hungry when we stirred from the bed and
mentioned that maybe it was time for lunch. Sally agreed, but
insisted that we get dressed as before. My camisole was clammy
with drying sweat, so she made me select a replacement from one of
her lingerie drawers. I chose one in champagne silk, with a pretty
lace-trimmed bodice. She nodded her approval and complimented me
on my choice.
We showered before dressing and as I was about to leave the
bathroom, she sprayed me with perfume.
Putting on the gaff was easier this time and soon I was ready
to have my makeup, which had been badly smudged during sex and
removed in the shower, replaced. This time I watched as she told
me what she was doing and why.
'You'll be doing your own makeup soon" she said.
I had a warm, sore feeling in my butt. I felt almost as if I
were going to be passing a turd; it was as if I couldn't keep my
sphincter tight. I was abruptly conscious of what had just
happened and how I looked and smelled. Yet I also felt at peace
with myself. Perhaps I was beginning to come into contact with my
feminine self.
It was in that frame of mind that I meekly accepted the pair
of shoes which Sally handed me. They were white, with a two inch
heel and a small pink bow at the front. I felt my butt sticking
out a little as I walked towards the door, with just a trace of
sway in my hips.
That feeling of calm acceptance, and inner warmth remained
with me as we walked downstairs, where we found Mrs. Jansen making
up a plate of sandwiches. She smiled at us.
"You look very nice, Miss Michael" was how she greeted me.
'Miss Michael'!
Sally tightened her grip on my hand as Mrs. Jansen spoke, and
I lowered my head, feeling a blush spread to my cheeks and an
involuntary smile to my lips.
"Mrs. Jansen, I think that Michael would like to take the boys
their lunch" Sally volunteered.
"I..I don't think so" I stammered, but to no avail as Mrs.
Jansen handed me a fully loaded tray, smiling brightly.
"here you go, dear" she said, as she led the way to the French
doors leading to the patio. She held them open as I walked
through, my heart in my throat. If Curt and Joe had had any
questions about my masculinity, this wasn't going to help!
I felt nervous, embarrassed, humiliated, ashamed and secretly
thrilled as I minced carefully over the paving stones which made
up the surface of the patio. I could not see where I was stepping
and I was unaccustomed to working as a waitress, especially
wearing heels, even these modest ones.
So it was with a mixture of relief and increased shame that I
saw Joe coming to the open gate, reaching out to take the tray
from me. I thought that he had not recognized me because his
expression was so casual and accepting. But then, as he took the
weight of the tray onto his strong arms, he turned his head
towards the pool and called out to Curt.
"Michael's brought us lunch! You should come and thank her!"
I was rooted to the ground. He had recognized me and, what was
much, much worse, he had referred to me as 'her'"
I wanted to flee, but I couldn't control my body. I remained
motionless, save for a trembling which seemed to pass over my
whole being. Curt came into view, his broad shoulders and well-
muscled chest covered with beads of water, glittering in the sun.
His wet hair was plastered to his forehead and his brown eyes
seemed to see right through me as he approached, his white teeth
gleaming in a broad smile. My eyes flickered of their own accord
towards his groin. I remembered, with a shudder, my earlier
impression that he had been turned on when he had seen me lying on
the lounger. I tore my gaze away as soon as I realized where I was
looking, but not before I could see something stirring beneath his
wet, tight swimming trunks.
Curt came up to me, standing several inches taller than me
even though he was bare-foot and I was wearing heels. He looked
down at me as he took my right hand in both of his. He pressed my
hand gently.
"Thank you, Michael" he said. For one awful moment I thought
he might be about to kiss me, but if he had that intention,
something changed his mind. He released my hand and he and his
brother walked over to one of the pool-side tables where they sat
down to start eating. They paid no more attention to me, which
both relieved, and for some bizarre reason, irritated me.
I walked back to the kitchen where I saw that the two women
had been standing by the open doors, watching my adventure.
Sally pecked me on the cheek.
"See, that wasn't bad, was it?"
I could only lower my head and nod. Tears were welling in my
eyes, and Sally noticed them.
"Quit being such a baby, Michael" she said.
"I had hoped that you'd accept the inevitable and that we
could be girlfriends all summer, but I can see that you need more
training. So today, you can help Mrs. Jansen. She's going to move
your new clothes into our bedroom. You won't be using that old
room again, but of course that means that you won't need any of
those old, boy clothes"
I looked at her, and then at Mrs. Jansen. Their expressions
held no sign of uncertainty, and I lacked the resolve to put up
any fight. The repeated assaults on my self-image had taken their
toll; I was no longer certain who or what I was.
Mrs. Jansen gave me an apron to wear as we did the dishes. She
rinsed the plates and I loaded the dishwasher, under her careful
scrutiny. Then we went into one of the small rooms at the back of
the house where several large plastic bags and a number of
cardboard boxes awaited us. She loaded my arms with as much as I
could carry and she took the rest. We walked upstairs to Sally's
room, which I gathered was now my room as well.
We placed our burden on the bed and Mrs. Jansen directed me to
start opening the packages while she pulled open two drawers in
one of the dressers.
"These drawers will be for your lingerie, Miss Michael" she
said.
The use of the feminine 'miss' still caused a ripple of
anguish, but given the way that I had failed to make a stand so
far, there was little I could do. I mentally bit my lip while
smiling in apparent compliant acceptance.
The packages contained a profusion of silk, satin and lace.
There were about a dozen panties, all in pastels, and all with
lace trim. Seven of them, in different shades of peach, yellow,
light blue, and so on, had the days of the week embroidered above
the left leg opening. Mrs. Jansen showed me how to fold them
neatly and then watched with approval as I placed them in the
upper of my two lingerie drawers.
Then came the bras. Several were heavily padded, while the
others were lighter constructions. This was too much for me.
"Why do I have to wear bras? I don't have breasts" I asked.
"My dear, that's why you need the padded bras to start with.
You may find that the other bras become more appropriate as the
summer goes along"
I chose not to think about the implications of that last
remark. I was having enough difficulty coping with my life as it
was now.
I continued my task, unpacking, folding and storing full
slips, half-slips, camisoles, teddies, garter-belts, and nylons in
a wide range of colors. There were even several nightgowns and
negligees. I noticed that the labels were all in French. Sally had
spared no expense: there must have been thousands of dollars of
lingerie in my two drawers, which were fully packed by the time we
were finished.
Mrs. Jansen walked to the closets which filled one wall.
"Miss Sally had me remove some of her clothes, ones that she
rarely wears, so that you'd have space for your new clothes" she
said, opening a mirrored door to reveal an array of expensive-
looking garments neatly but densely hung on hangars.
She pulled some of them out towards us, leaving them on their
hangars. I saw blouses, skirts in various lengths and styles,
maybe a dozen dresses ranging form a plain sundress to two long
formal gowns, but I saw no pants, even though Sally herself often
wore jeans or slacks.
I commented on that absence and was informed that as a young
lady learning to accept her femininity, it was inappropriate for
me to wear pants.
"Maybe later, when you are at home in skirts, Miss Michael"
was the only consolation she offered.
I was relieved when she closed the closet door, thinking that
I would now be left alone to gather my thoughts. But my hopes were
dashed as she led me into the bathroom, after first directing me
to bring along one of the padded chairs from the bedroom.
She sat me down in front of the bathroom vanity.
"Now, young lady, it's time you learned to use makeup
properly"
What could I do? Each step of the way had perhaps allowed me a
tiny chance to stop; to protest and to refuse to go any further.
What had started in an accommodation of Sally's sexual pranks had
bit by bit reduced me to this. I had already meekly served food
and drinks to two young men with whom I was supposed to work. They
had seen me in a camisole and skirt, with make-up and women's
shoes. I was now known in the house as Miss Michael and had just
finished putting away my own lingerie. Sure, I knew that I was
still Sally's boyfriend: our sexual activity had been at an
unprecedented level. But everyone else must think I was a
transvestite or worse. I was in so deep that backing out now would
undo none of the damage in the eyes of the others.
Sally had pointed out that this was just for the summer and
that by fall we would return to school where no-one would have any
knowledge of how I ad spent my summer. All they would know is that
I had spent all summer with a wonderful, gorgeous woman of the
kind most guys could only have in their fantasies.
There was no point, or so it seemed, to making a fuss now, and
risking losing Sally. Besides, I had given up my other summer job
opportunities. If I pissed her off now, she might make me leave
and I'd have nowhere to stay, and no job lined up. I needed all
the money I could make if I wanted to return to school.
So I went that next step along the path which Sally had mapped
out for me.
We spent the next two hours with Mrs. Jansen painstakingly
instructing me how to use makeup. My first task was to shave with
a new blade, taking great pains to do so without nicking my skin
while removing as much trace of stubble as possible. Mrs. Jansen
pronounced herself satisfied only after she ran her hand over my
newly-shaven skin. I then had to rub a creamy lotion into the
skin, which she said would moisturize it and help to make my pores
seem smaller while softening my skin. I would have to use the
lotion every day, she said. She showed me how to do my eyes
dramatically, for romantic evenings, and how to use just a touch
of eyeshadow for less elegant occasions. She had me practice
applying lipstick and lipgloss, until I was able to make my lips
look fuller and more alluring than I would have imagined. Powder
and foundation could be used to minimize the apparent size of my
nose and soften the contours of my chin. Painful minutes with
tweezers left me with sculpted eyebrows which arched in thin lines
over my eyes. I was astounded at how much larger my eyes appeared
after she was finished.
I learned how to apply mascara without scratching my eye-balls
or speckling mascara under my eyes, and how to apply color to my
cheekbones to make them seem more prominent.
By the time we were through, my skin felt dry and tight, from
the repeated removal of the makeup and its reapplication. Mrs.
Jansen made me do one more complete 'run', telling me to imagine
that I was going out on a date, and wanted to look as sexy as I
possibly could.
I concentrated so hard on each step that I was unaware of how
I appeared until I was finished. I looked into the mirror and felt
something quiver deep inside me.
I was beautiful! The young man who had arrived at Sally's home
just two days ago was nowhere to be seen. In his place was a young
woman whose oval face oozed sensuality. Her full, generous mouth
gave promise of delights to come, while her wide-open eyes seemed
to dominate her face, combining the innocence of a young girl with
the sexual come-hither appeal of a fully sophisticated woman.
I sat entranced, barely aware of Mrs. Jansen's hand on my
shoulder and her approving smile in the mirror.
I did not see her leave. I merely sat looking at my
reflection, my right hand rising of its own volition towards my
face. It was as if I could only accept who I was becoming by
seeing more evidence, from the reflected motion of my arm, that it
was truly my reflection that had captivated me.
It may have been just seconds, or it may have been hours for
all I could tell, before Sally walked softly into the room behind
me.
She came up behind me and leaned forward to kiss me on the
cheek. I felt the warmth of her body and the softness of her lips
as if I were still in a dream. Our eyes met in the glass of the
mirror and her smile elicited a similar response from me.
"Michael, you're even prettier than I would have thought
possible" she said.
I nodded my agreement and, finally able to tear my eyes away
from my image, I stood and held her in my arms. Our kiss was long,
and lingering, but with none of the ardor with which I normally
kissed her. It just somehow seemed right to be soft and gentle,
and it was even more of a turn-on for me than usual. My penis was
straining against my gaff, but even that felt all right.
We broke and both turned to look into the mirror, concerned
that our lipstick might be smudged. I saw her looking at me and we
burst out laughing together. We held hands as we left the bathroom
and went downstairs.
Mr. Jansen was cleaning a pair of shoes at the kitchen table
as we walked in. He had been talking to his wife, who was busy
preparing vegetables, presumably for our evening meal. He looked
up as we walked in, and I thought that I caught a note of
disapproval in his glance, before he quickly looked away.
That look brought me back to earth. I had been gaily walking
into the kitchen, holding Sally's hand, as if we were two young
girls in love with each other and with life. But I was in fact a
boy, a boy who was dressed as a girl. A boy who had just finished
doing his makeup as best as he could, trying to make himself look
sexy and desirable. Desirable to men!
My smile vanished and I could feel my shoulders slump. Sally
drew ahead of me, and it was my slowing that caused her to stop
and turn to me. I felt tears well in the corners of my eyes, and I
sniffed in an effort to avoid crying openly.
She embraced me, looking over my shoulder in the direction of
Mr. Jansen. I could not see the expression on her face, but I
suspect that she looked angry. I heard Mr. Jansen push back his
chair, the legs making an unpleasant scraping sound on the tiled
floor. He must have left because when Sally released me, with
soothing words, he was nowhere to be seen.
Mrs. Jansen came over to us and told me not to worry about
him.
"Harry's not a bad man, Miss Michael" she said.
"The real problem is not that he doesn't like you. It's that
when he was younger he had a thing about boys in dresses. He
thinks I never knew about that part of his life. I know that my
generation seems really old and stuffy to yours, but in our time
we were pretty wild. I think Harry is worried that he might really
like you, and he doesn't want me to notice. So he's going to be
all gruff and disapproving, at least until he gets used to you"
I was shocked. Mr. Jansen was gay? He was acting this way
because he was afraid that he might get aroused by me and wanted
to pretend to dislike me instead?
The image of Curt looking at me, and the movement I had seen
in his groin, flashed before my eyes. Curt had clearly found me
sexually desirable, and that was when I had had on only a trace of
makeup and had been making no effort to move in a feminine manner.
Now Mr. Jansen was going to react to me the same way!
Sally smiled at me.
"Honey, there's nothing to worry about. Mr. Jansen wouldn't
try anything.
You'll be doing your own makeup soon" she said.
I had a warm, sore feeling in my butt. I felt almost as if I
were going to be passing a turd; it was as if I couldn't keep my
sphincter tight. I was abruptly conscious of what had just
happened and how I looked and smelled. Yet I also felt at peace
with myself. Perhaps I was beginning to come into contact with my
feminine self.
It was in that frame of mind that I meekly accepted the pair
of shoes which Sally handed me. They were white, with a two
inchfriends here in previous years. None of them as pretty as you,
sweetheart"
"Other girlfriends? You.. you mean like me?" I stammered.
"Oh no! No. I mean real girls. I've always liked girls and
boys.. and I think you are the ultimate.. with you I get the best
of both worlds!"
My knees trembled and I felt sick to my stomach. I reached for
a chair and stumbled into it. I thought wryly that my whole sense
of self was going to collapse. The hammerblows seemed never-
ending. My Sally was gay herself. I had never subscribed to the
idea that people could be truly bi-sexual. Either you were, like
me, normal or you were deviant in some way. Men who liked men,
even or especially men who looked and acted like girls, or girls
who liked girls were gay!
Now I was trapped in a house full of gays. My own girlfriend,
with whom I had had such great sex, had, it now appeared, wanted
me more as a girlfriend than as a boyfriend. I realized what
should have been obvious from the first night I had spent here.
She was far more turned on by me in lingerie than when I was a
naked man.
I held my head in my hands, the tears now streaming down my
face. I could see myself in my own mind. What I saw didn't help at
all. I knew that I looked like a young, flat-chested, woman
sitting at a kitchen table, crying her heart out. The very act of
crying was reinforcing my surrender to femininity. I should have
been screaming in anger, tearing off these clothes and washing off
this makeup. I should have been storming out of the house, yelling
insults and swearing revenge. Instead, I was acting just like she
wanted me to: like a girl.
Despite my inner despair, the feel of her comforting arms did
help me relax. She whispered sweet nonsense into my ear until my
shoulders stopped shaking. Mrs. Jansen silently offered me some
kleenex, and I equally silently took them and dried my eyes.
Sally let go of me and sat across the table. She rested her
chin on her hands, her elbows on the smooth brown table. I noticed
the grain in the wood, and the freckles on her forearms. Blue
veins formed fine tracery beneath the pale skin. The early evening
light had a warm, golden quality to it that added depth to the
colors in the room. I noticed all of this as if from a distance.
My intense emotions of a moment ago were gone. I was drained,
exhausted and unable to muster any more resistance.
Sally looked at me for a while, while my gaze moved slowly
from table surface to her face and back. Neither of us spoke,
while Mrs. Jansen continued her meal preparation in the
background. The sound of a knife cutting vegetables and the smell
of fresh herbs gave an impression of normalcy utterly at odds with
the drama which had reached a critical point in this room.
"I'm okay, now" I finally said, essaying a brave, small smile.
"Good, honey" she said.
"I know that I've put you through a lot in the last couple of
days, but please believe me when I say I love you, Michael"
I nodded.
"And I love you, Sally"
"I wouldn't let anyone else do this to me" I added, with a
forced chuckle.
She said that we should let Mrs. Jansen finish making dinner
in peace and that we should get changed for dinner. Besides, my
makeup needed fixing.
"Do you think that you can handle that yourself?" she asked.
I said that I could and on that note we returned to our
bedroom. We were a more somber couple going upstairs than we had
been going down, but another watershed had been reached in those
few minutes. Any chance of me regaining my male self in the
foreseeable future had vanished.
It took me several minutes to repair the damage I had caused
to my makeup and when I came back into the bedroom, Sally was
stripped to panties and bra. She was standing in front of our
dressers, putting on a garter-belt.
I was struck, as I always was, by her physical beauty. I knew
that with my makeup, I was a pretty girl, at least from the neck
up. But my body, even though short and slender, was still a boy's
body while she was all female, with small but pendulous breasts
and a narrow waist flaring into wide hips in a classic hourglass
figure. Her posture as she bent her head over and fastened her
garter-belt in front of her before turning it around her waist to
have the hooks in the back was a breath-taking example of the
feminine format its best. I stopped in my tracks to admire her,
until she, the garter-belt in place, looked up at me.
"Come on, Michael" she said, with a smile.
"You've got to get dressed as well. I thought we'd go formal
since this is such an important night for you. Dressing up is so
much fun. I've wanted to share this fun with you ever since I got
to know you!"
Her open acknowledgment of her plans and her deliberate
seduction of me should have infuriated me, but I had already come
to grips with it. I was still feeling drained, although the sight
of her near-naked body was restoring some of my sense of well-
being.
I removed my shoes and socks, undid my skirt and removed my
vest and the camisole. Now I was wearing only panties.
Sally was sitting on the bed, about to put on her stockings.
She paused to watch me, and I knew that my next move was important
to her. The expression of hopeful optimism tinged with nervous
apprehension sent a rush of compassion and love through me. Yes,
she might be a pervert. Yes, she had been playing mind-games with
me, but I knew that she loved me and I loved her. I wanted to make
her happy.
So I opened my top lingerie drawer and selected a padded bra.
I held it up for her inspection and asked her if she would mind
helping me put it on.
"It's my first bra, Sally, and I could do with your help."
The wide smile on her face as she put aside her stockings to
come to my assistance was justification for the little lie which
my willing selection of a bra represented.
She showed me how to put it on, telling me that as with a
garter-belt, it was easiest to put it on backwards so as to fasten
it in front of my body and then turn it around. She said that if I
actually had breasts, I could fit them into the cups as I turned
it around.
She helped me adjust the shoulder straps so that the heavily
padded bra gave me the appearance of possessing small breasts at
the right height.
She watched me select a garter-belt which matched the bra and
she left me to put it on as she returned to the bed and pulled one
stocking up a smooth, shapely leg. I finished adjusting the
garter-belt and watched as she fastened the tabs of hers to the
top of the stocking. I knew that I was about to repeat that
performance myself, so I paid close attention. My inner self noted
that I was focused more on how to do it than on the sensuality of
watching her do it. I was thinking as a girl, about to get dressed
up for the first time rather than a s a male watching his
girlfriend perform a very feminine act.
I chose a pair of white nylons which I saw, as I pulled the
first one up my leg, had floral patterns woven into the gossamer
fabric. The coolness I experienced as I rolled the nylon up my leg
was a new thrill for me. It really was fun getting dressed! I felt
only a minor pang of guilt as I admitted that to myself.
I stood after fastening both stockings to my garter-belt and
felt for the first time the delicious tug of each stocking against
the tabs when I walked to the dresser to select my slip.
Sally told me to think about what gown I wanted to wear to
dinner. My slip should let my dress hang properly, but should not
itself be visible. If I were to chose a backless evening dress,
then I would want a half-slip. She suggested that I wear the black
gown she had bought for me. I opened my section of the closet and
took it out.
It was a floor-length sleeveless dress in black silk, with a
low-cut bodice and a waist gathered by a satin belt. The bodice
itself had several flounced layers of black silk, while the skirt
flared at the hips and then fell in a narrowing sheath, split on
the right side by a slit which came up to the knee.
Sally suggested that I chose a full slip with a corresponding
slit, so that anyone watching would get a glimpse of my leg when I
walked, rather than a expanse of slip.
I combed through my lingerie until I found the one she was
talking about. It too was black, with lace bodice and trim.
The nightgowns and camisoles I had worn previously had not
felt very special. I had worn them to humor Sally, and I had
consciously been a boy pretending to be a girl. Now, after Sally's
intense barrage of manipulations and surprises, I had been beaten
down into accepting that for now I was to live as a girl. Perhaps
that explains why the slip felt so good against my skin as I
pulled it over my head, taking care not to let its silk touch my
face, and thus disturb my freshly-repaired makeup.
Or perhaps it was the combination of the slip against my
stockings which sent electric chills through my body as I adjusted
the slender spaghetti straps of my slip.
I walked back to the closet, reveling at the combination of
never-before experienced sensations. The rug felt deep and plush
beneath my stockinged feet. My legs felt cool and alive as they
passed through the air while I walked. My slip swished against my
thighs, and my nylons tugged against their tabs. I felt the
unfamiliar tightness of the bra straps and the weight of the
padded bra on my chest. I could feel my makeup, and faintly taste
to strawberry flavor of my lipstick.
Sally helped me put on my dress, and without her I could never
have done up the back buttons, which were tiny black pearls.
"One of man's best uses" she commented as she fastened them.
"If you don't have a man in your bedroom, then you need a
maid!"
She left me standing in front of the closet, looking at my
reflection, as she struggled into her dress. It was identical to
mine, except that she wore white where I wore black. I fastened
the buttons in the back of her dress and as I did so I asked her
whether this meant that I was her man or her maid. She laughed and
said that I could be either or both; she preferred both!
We stood side by side and I was surprised to see that we could
have been mistaken for sisters. She was light, and blonde while I
was darker skinned and my hair was almost black. However, that
contrast, emphasized by my choice of black and hers of white,
served to heighten the similarity rather than diminish it. We were
almost exactly the same height and our shoulders were the same
width. Hers were wide for a woman, which came from her background
as a competitive swimmer, while I had always been lightly built
for a man. Our breasts seemed much the same size, although of
course mine were illusory while hers were, as I knew so well, very
real. The biggest difference was in our hips. She had the classic
hourglass flare while my dress hung a little loose around my
slender hips. I ran my hands down the sides of my dress as I
realized this.
'Don't worry, honey" she said. "we can always fix that if you
want"
She must have been a mind-reader to have picked up on that
thought.
She then brought out several matching pairs of shoes in white
and black. All of them had heels taller than anything I had yet
worn. I chose a simple pair of open-toed heels with no back, held
on by delicate ankle straps secured by tiny buckles. Standing in
them was an adventure, especially in deep carpet. Sally had me
walk back and forth for several minutes before she agreed to let
me wear them. They did have the highest heels of the group; maybe
5 inches. I felt as if I were about to topple forwards and had to
learn to walk on the balls of my feet. I noticed that my butt
seemed to protrude more than it had before, and a sideways glance
in the mirror showed that I now filled out the rear of my dress in
a very appealing manner. I thought for a second about what Mr.
Jansen, or (worse) Curt might think if he could see me now. Then I
realized, with a shiver, that Mr. Jansen probably was going to see
me like this, in just a few minutes.
Sally offered me a choice of jewelry including some gold clip-
on earrings. As I pondered my choice, turning one pair over in my
hand, she told me that tomorrow she would have my ears pierced so
that we could share earrings. I made my decision and she showed me
how to fasten them to my ears. They pinched as they went on, and I
had a new feeling to add to my growing list of 'firsts' as I felt
their weight pull on the lobes of my ears. I turned my head from
side to side to admire the gleam of glow against my hair. But then
Sally told me to take off my scrunchie. I did so and she spent the
next several minutes brushing out my hair. She tried brushing it
into a couple of different styles but finally told me to put it
back into a pony-tail.
"We have to get you to a beauty parlor" she said.
"Your hair is long enough and thick enough to do something
pretty, but it really needs styling"
We went down to dinner, with Sally following me as I climbed
gingerly down, clinging to the handrail as I teetered on my heels.
I think we were both relieved when I made it to the bottom without
falling. The heels were challenging by themselves, but the fact
that I was wearing a floor-length evening gown as well made it
almost impossible. I could hardly see my feet at all.
The dinner table was resplendent in white linen, silver
cutlery, and bone-china settings.
Mr. Jansen was there, and I can only assume that his wife had
given him a lecture about being polite, since he greeted us with
respect and held out my chair first. I tried to avoid looking at
him, but I was acutely conscious of his presence as he pushed the
chair in beneath me as I sat, smoothing my dress beneath me as
Sally had cautioned me to do.
He did the same for Sally and then picked up the linen napkin
and spread it on her lap. He moved around towards me and I came
close to panic. I began to reach for my own napkin, in an effort
to forestall him. He was too quick for me. He unfolded it with a
flourish and, leaning forward slightly, so close that I could
smell his masculine aftershave and sense his body-heat, he spread
it expertly on my lap. His face was close to mine and I could have
sworn that I heard him whisper in my ear as he straightened.
It was so quick that he was standing well back before I
realized that he had said "You're adorable"
Blood rushed to my cheek as I absorbed this remark. I turned
my head to snatch glance at him but he was looking towards Sally
with a calm, deferential look as he asked "Ladies, will you start
with some wine?"
His manner was so much that of a maitre d' that I had to look
at Sally and then stifle a giggle. The humor of the situation
struck me all at once, and I almost burst out laughing. Maybe I
could handle this girl thing for a while. It might be fun to
torment Mr. Harry Jansen. He might find me adorable and maybe he
would fantasize about me when in bed with his wife. That didn't
make me gay! Maybe I should play along; even flirt a little. I
decided that I would ask Sally about that when we were alone.
Sally ordered a Chardonnay for our endive salad, which was
served in small but exquisitely presented portions. We sipped our
wine and took small bites of our salad as we chatted. Sally did
most of the talking, and was full of compliments about how I
looked and how well I was adjusting. She spoke of her plans for
the summer, which seemed mostly to consist of staying at home and
having a good time with me.
She did talk about getting me into town where I could get my
hair done and maybe go shopping to buy my own clothes. Shopping
was a major joy for girls, and I had to learn to enjoy it if I was
going to truly get in touch with my feminine side. I played along,
aware all the time of Mr. Jansen's presence as he came and went
with dishes, wine and so on. I Smiled and laughed and talked about
how much I was enjoying my clothes, and how much fun O was going
to have as a girl. Sally looked surprised, but I winked at her and
nodded in the direction of the departing Mr. Jansen as he removed
our salad plates. She got the message and waited until he was
coming back in before asking me whether I thought that Curt or Joe
were attractive men.
I almost choked on my wine when she said this. I couldn't help
look at Mr. Jansen and was pleased to see that his face had turned
almost white. It was with obvious strain in his face that he asked
whether we wished a different wine with the soup.
Sally told him that we'd like a Merlot, and as the door swung
shut behind him we burst out laughing. I am sure that he could
hear us, and it must have hurt him cruelly to know that we were
having fun at his expense. It served him right for whispering in
my ear!
Sally sobered.
"Really, Michael. Do you think that they are cute? I know
you're not gay, but think as a girl for a moment"
"Well, I guess they are. They're both big, strong guys, with
good bodies."
I felt uneasy talking about them in this way, dressed as I
was. The memory of Curt as I had thought he was going to kiss me
sprang into my mind, and I blushed as I realized that that might
not have been as unpleasant as it should have been.
Sally noticed the color in my cheeks and she laughed as she
pressed me to tell her everything.
"C'mon" she said. "We're girlfriends and best girlfriends. We
tell each other everything. Boys don't do that but girls do. You
have to learn that: we're much more emotionally open and honest
with each other than boys are allowed to be. You think one of them
is really cute, don't you."
I lowered my face and shook my head in a gesture of denial.
"And I bet it's Curt" she added triumphantly.
I looked up.
"OK, yes. Curt's a good-looking man. There, I've said it. And
I think you prefer Joe. That's why you've raised this with me,
isn't it?"
"Honey, you're the only boyfriend or girlfriend I want. But
you are right. If I didn't have you, I might go for Joe, and if I
did that, you'd have to keep Curt happy, or it wouldn't be fair. I
think both of you would like that.."
"Sally!" I exclaimed. "I'm not gay, and I'm not going to
become gay"
"Don't be so prissy, Michael" she said.
"I'm not talking about being gay. I'm talking about enjoying
normal human feelings and reactions. I love you the way you were
and the way you are now. If I had sex with Joe that wouldn't mean
I love him; just that I think that the two of us would enjoy the
experience. We only go around once in life, and it's silly to deny
yourself, or anyone else, the chance to have enjoyment just
because of what so-called society thinks. And if you'd let
yourself react as a girl rather than as an uptight prissy wuss,
then if you liked Curt, and he liked you, why on earth wouldn't
you let it happen?"
That was the longest and most impassioned speech I'd heard
from her in a while.
"You mean you want sex with Joe?" I asked.
"No, silly. I'm talking hypotheticals here. I'm trying to get
you to loosen up, because sticking to an out-dated irrelevant
moral code where you allow others to dictate how you feel is
what's caused you all the grief you've experienced these past two
days. If you'd be honest, you'd admit that you like at least some
of being a girl. You like the clothes, I can tell. You like the
way you look. And I think that you could learn to enjoy some make
attention, without necessarily becoming a nymphomaniac!"
I thought about what she had said, and it seemed to make
sense. I was all dressed up, and it had felt good. I was having
fun playing with Mr. Jansen's sexual attraction towards me, rather
than getting all outraged about it. I don't think I could have
reacted to his feelings in this way had I learned of them two days
ago, so obviously I had gone through some changes already. Why not
go all the way; throw out my inner inhibitions, and let myself
enjoy whatever this summer had to offer?
I reached out and took Sally's hands in mine and looked her in
the eyes.
"Thank you, Sally. I'll try to follow your advice. And yes, I
think Curt is cute. I also think that he likes me. I think he was
getting an erection looking at me at lunch"
"How do you feel about that?"
"I don't know any more. It really bothered me when I first
noticed it, just as learning about Mr. Jansen's thing for boys in
dresses bothered me. But it's their problem, not mine. I'm not
attracted to men, so as long as I remember that I'm only doing
this for you, and only for a short time, then I don't see why I
can't have some fun with it!"
Sally's teeth gleamed white as she smiled at me.
"I'm so happy that you've come around. I was worried that
maybe I'd misjudged your inner strength. Not every boy would be
flexible enough and strong enough to let go of his macho image for
weeks at a time, if at all"
It seemed as if I'd made some kind of internal shift, so that
I was seeing things from a feminine perspective. Perhaps humans
were too bound up in their own sexuality; seeing themselves as
male or female, and never understanding the other's point of
view. We were like two different species, meeting only at the
boundary where sex happened. I was beginning to understand why
Sally might want a lover who had experienced life on her side of
the boundary. With the dawning of that understanding came a
physical relaxation and acceptance. I decided to enjoy my new
status as much as I could, with no reservations or guilt.
As with any truly enjoyable experience, the meal seemed to
last forever and yet be over all too soon. We had drunk too much
wine, especially since all of the portions had been very small.
Sally had commented that I had to stay on a strict diet if I was
going to be able to fit into all of the clothes she had already
bought for me, and those which she hoped to buy with me. I
expressed concern that she was spending far too much money on me,
since I was going to be a girl only until September, but she
pointed out that we were very much the same size and that almost
anything I wore would either fit her immediately or could be
altered very easily.
I only realized just how much wine I had drunk when I stood at
the end of the meal, to go to the little girl's room, as I
jokingly called it, before retiring to our room with my lover. The
room swam in my vision for a second, and Sally reached out for me.
Fortunately I regained my somewhat precarious balance and walked
very carefully indeed to the bathroom. I had to remember to keep
my weight entirely on the balls of my feet, which was difficult
since I have always been a heel-striker when I walk, wearing down
the heels of all of my shoes.
Taking a leak was a novel experience, one to add to my
catalogue. I stood in front of the toilet for several seconds,
wondering how best to go about it. I couldn't take my dress off
even if I wanted to, unless I tore it off. I couldn't quite reach
all of the buttons on the back, and my drink-dulled coordination
was such that I'm not sure I could have undone them all anyway.
The thought of redoing them afterwards was the final deterrent.
That left two choices. Hitch up my dress and slip, and pull down
my panties, and then somehow remove the gaff and then pee standing
up, or bow to the inevitable and sit down.
Of course I sat. I felt awkward and it was difficult to remove
the gaff when all fabric obscured my vision, but all was well and
I eventually stood, and smoothed my dress. A glance into the
mirror reminded me forcefully of how much I had changed, but now I
accepted my appearance. Indeed, it was so 'right' that I was able
to see myself more clearly than before even though I knew that I
had drunk too much to imagine I was sober. I was pretty, I thought
to myself, but maybe not as pretty as I had thought when I had
first seen what makeup could do for a girl or boy. I still had
some things to learn, and Sally was right about losing a few
pounds. My face would be more interesting, I thought, if my
cheekbones were more visible, and losing weight might help that
happen. I leaned close to the mirror to see whether any beard was
visible. Mrs. Jansen had made me shave extra close, and I still
hadn't got to the point of needing to shave every day. I was
satisfied that there was no tell-tale shadow to give away my true
gender.
I minced my way out of the bathroom to find Sally waiting for
me. She allowed me to walk by her before she entered the bathroom
and closed the door.
"My turn!" she announced brightly as she passed me.
"See you upstairs, honey"
I turned to head towards the stairs. The hallway leading from
the dining room to the entrance from whence the stairs led away
had several passages opening off of it, leading to various areas
of this enormous house. Mr. Jansen was standing at the next
passageway, obviously waiting for me. He smiled as I approached,
and gave a odd little bow.
For a moment a trace of my former fear surfaced, but it
vanished almost before it registered. I stopped in front of him
and thanked him for a wonderful meal.
"Please be sure to tell Mrs. Jansen how much we enjoyed her
cooking. She really knows how to make two girls feel happy"
I placed some emphasis on the words 'two girls' while watching
his expression closely. He flushed and looked away while visibly
exerting control. He must have come there hoping against hope to
see me as I left, and my speaking to him was probably part of a
fantasy for him, and now I was acknowledging that I had become
what for him was the ultimate object of desire. Part of him must
have realized that I was only making fun of him, yet I am sure
that part of him seized upon my words as a signal or message that
perhaps, unlikely as it might be, his fantasy could become
reality.
I left him there without another word. I was part-way up the
stairs, holding on to the rail because of my poor balance, when I
looked down. He was still standing at the corner. He had not
moved. His face was turned towards the floor. A pang of guilt
struck me, as I realized that deviant though he was, he was still
a human being, with all of the capacity for pleasure and heartache
that that implied. He had done nothing overt to me, other than to
pay what I'm sure he thought was a compliment, albeit one he
should never have volunteered. Yet I was making mock of him. I
resolved that I would be less cruel to him on the future.
When I got to our room I sat on the bed and took of my heels,
breathing a sigh of relief as I did so. I lay down with my back on
the bed and my stockinged feet on the carpet, waiting for Sally to
arrive.
She was there within a couple of minutes and we took turns
undoing each other's gown. I nibbled on her bare shoulders as I
helped her out of her dress. She arched her head back as I moved
my lips across her warm, satiny skin. I chewed lightly on her ear,
and turned her slowly around to face me. By now I was out of my
dress, but still wore my slip and the rest of my lingerie. I
pulled down her dress, so that the tops of her breasts became
visible. I gently moved the straps of her slip off of her
shoulders and reached behind her to undo her bra. I lowered first
one cup and then the other, revealing her firm breasts in all
their glory. Her nipples, centered in her wide brown aureoles,
were already erect before I began flicking my tongue across then
while looking up at her face. Her eyes were half-closed and she
murmured and moaned as I continued to suckle, nibble and kiss her
breasts.
Then she reached out and pushed me back a little. We took
turns undressing each other. She treated my nipples, small and
hard as they were, to the same attentions I had given her. It was
the first time anyone had ever sucked or nibbled on my breasts,
and the feel of her teeth biting at me was an extraordinary turn-
on. I became in a rush to get us naked, but she refused to hurry.
She made me kneel by her side to unfasten her nylons from her
garter-belt and then I had to slowly remove her stockings while
she sat on the bed, by now wearing only her panties. Unbidden I
took each of her toes into my mouth, one at a time, sucking
gently.
We reversed roles and she undid my garters and removed my
nylons, as I sat on the bed looking down at her with love and lust
co-mingled. She sucked my toes and kissed the insides of my legs,
moving slowly, slowly up to my panties. I was in a great deal of
pain by this time since blood had been trying to engorge my penis
for several minutes even though it was tightly bound by my gaff.
Sally must have discerned my discomfort since she beckoned
for me to stand. She pulled down my panties and helped me release
my penis, which instantly sprang to full attention.
She stood in front of me, so close that my penis was resting
in the vee formed by her thighs, touching the front of her
panties. We embraced, kissing passionately. We broke apart and
she took off her panties and told me to lie on the bed, as she
went into the bathroom for a second.
I was lying on my back, with my penis raised like a flag-pole
when she returned. She had two cylindrical objects, one in either
hand. They looked suspiciously like erect penises, even to the
color and the shape of the ends which protruded from her grip.
She sat down on the bed and held these two objects out for my
inspection.
"It's time you learned some more 'girl' secrets" she said.
"These are vibrators. You'll find out that we don't need men
in order to have a good time! We can play with these and have the
best of both worlds"
"What's wrong with this?" I asked, petulantly, while
indicating my cock, which had begun to flag with her words.
"We've decided to be girls together, haven't we?" she
replied.
"That means you have to learn to enjoy sex as a girl would"
Thus began my training in a different kind of sexual
relationship; one in which my penis was very much an afterthought
rather than, as I had thought in a self-centered manner, the main
feature.
She showed me, through placing my hands and through giving me
instructions, how to stimulate her manually and with my lips and
tongue. She licked and sucked on me as we lay together. Whenever I
neared orgasm, she would back off and slow down, just stroking me
softly. She had orgasm early, her body spasming as I lay between
her thighs, her fragrant juices flowing and the smell of sex
filling my head.
She told me that one of the joys of girl-girl sex was the
possibility of each partner having multiple orgasms.
"Men usually have one orgasm, often without caring whether the
girl has got off, and then most of the time they fall asleep!" she
said.
I thought with chagrin of how I had done just that several
times when we had first begun sleeping together.
"You may still only be capable of one orgasm at a time, or at
least you'll need a break before your penis can perform again.
That's why you have to learn sex as a girl"
She showed me how to use the vibrator on her. She was so wet
that it slid in easily and I could feel it's motion against the
palm of my hand when I pressed the button. She moved it in and
out, her hand guiding mine as I held it between her legs. She came
for a second time and lay back on the bed, breathing hard as I
rested on one elbow looking down at her.
She regained her breath and told me that now it was my turn.
She turned over and reached across to pull open a drawer on the
night-table beside the bed. I watched as she extracted a small
plastic jar of Vaseline.
"You'll need this for lubrication" she said.
I was hesitant. I knew what I had to do but I wasn't sure
that it was right. I remembered my decision as I had come
upstairs: I would try my best, and ignore my old inhibitions. I
took the proffered jar and twisted the top to remove it. I picked
up 'my' vibrator from the bed where it had laid during our sex so
far, and coated it with a generous layer of Vaseline.
With Sally sitting beside me, giving me advice and
encouragement, I placed a small pillow under my ass and spread my
legs. Operating by feel and with some help from Sally I placed the
tip of the vibrator against my sphincter. It felt cold. I
swallowed nervously and took a deep breath while trying to relax.
As I let out my breath, I pushed the vibrator inside. I felt
my sphincter muscles resist and than part and the vibrator was
inside. I had almost completely lost my erection while doing this,
but as I pushed it deeper into me, I felt it touch something
inside and my cock sprang fully erect.
"Way to go, honey!" Sally beamed.
"Now turn it on and move it slowly"
I did so.
Immediately my rectum, which felt disturbingly full, came
alive. The plastic vibrator buzzed and I could feel it
overwhelming me. I moved it back just a tiny amount and then
deeper into me. It may have been my prostate that it was pressing
against, but whatever it was, it was very stimulating.
Sally let go of my hand, where she had been guiding my
motions, and took hold of my penis. She masturbated me in time
with the movement of my hand. As I neared orgasm she told me what
to say out loud; what to cry out as loudly as I could, and I
obeyed, unable while in the throes of passion to think of anything
but this incredible pleasure I was experiencing.
So it was that anyone passing by the room, or standing with
his ear to the door, as I later learned Mr. Jansen was doing,
would have heard me scream:
"I love being a girl� I love being a girl"
Afterwards we lay still for a while, the vibrator now
quiescent in my rectum, and my cum sticky on my lower abdomen.
Sally herself seemed satiated and relaxed, her hands making slow
circles around my nipples as we lay together. She finally roused
the both of us and insisted that we shower, after first removing
our makeup.
After drying ourselves off, we chose matching red satin
baby-doll nightgowns and returned to bed, this time getting beneath
the covers.
As I drifted off to sleep I thought back on this eventful day,
and smiled as I thought of how tomorrow could not possibly bring
as many changes.
Next morning we were awoken, as had become customary, by Mrs.
Jansen bringing us breakfast. I no longer felt the least bit shy
about appearing before her in feminine attire, and I climbed out
of bed to head to the bathroom while she was in the process of
setting our breakfast tray on the table.
I wished her good morning and thanked her for bringing us
breakfast and she smiled as she assured me ("Miss Michael") that
it was no trouble at all.
It was fun getting dressed with Sally, talking about which
lingerie to wear. She suggested that given that it was a Monday, I
should wear my Monday panties, to which I promptly agreed. She
also said that since I was supposed to be working for the summer,
perhaps I should dress accordingly.
"I don't think I can work outside in a dress, and I don't seem
to have any boy's clothing left" I smiled, pretending to be upset
at this lack.
"We don't hire girls to work outside, honey. That's men's
work. That's why we have those two young studs, Joe and Curt. No,
your new job will be as a housemaid, assisting Mrs. Jansen. You'll
find a cute blue dress in the closet that will do perfectly"
Sure enough I found a modest looking medium blue dress, with
short sleeves, and a plain hem which came to about three inches
above the knee. It did look a bit like a uniform dress, especially
compared to the pretty pale yellow sundress Sally wore. I thought
about protesting but I had to accept that I was supposed to be
earning my keep.
I spent the morning learning how to dust; how to polish
silver; and how to iron clothes. Mrs. Jansen was a perfectionist,
but she was kind about correcting my mistakes, and rewarded me
with praise whenever I did something right. It did not take long
before each task fell into a rhythm.
I was in the kitchen helping Mrs. Jansen clean vegetables in
preparation for making soup when Curt knocked on the open French
door and came in, asking whether he and Curt could use the pool
while they had lunch. He promised that they would shower before
getting in the water. He was speaking to Mrs. Jansen and I thought
for a moment that he was going to ignore me completely. For some
reason, that annoyed me. Yesterday I had been embarrassed and
humiliated by his reaction to me, but now I looked for some
acknowledgment that he saw me, and that he found me attractive.
It came just as he turned to go. He looked at me and winked.
"You're looking especially pretty this morning, Miss Michael"
he said.
He walked away and I found myself watching him as he left. He
walked with a very masculine gait; oozing male self-assurance.
"That young man!" Mrs. Jansen said. "He's getting quite above
himself, coming on to you like that. He knows that you belong to
Miss Sally, and here he is flirting with you"
She looked at me, and saw how I had followed Curt with my
gaze.
"And as for you, young lady, you put those thoughts right out
of your mind. He may be a very attractive young man, I'll give you
that. And you are becoming a very attractive young woman. But you
belong to Miss Sally as I said, so I hope you're not getting any
ideas about him!"
Her expression belied the harsh words she spoke. Clearly she
was amused by Curt's behavior and my reaction. As for me, her
words acted like a bucket of cold water thrown in my face. I
turned away from the doors and focused on my task, banishing the
sight of Curt from my mind.
Thus began a period of time during which I gradually lost
touch with my masculine identity. I worked about five hours a day
five days a week as a housemaid, under the direction of Mrs.
Jansen and spent the rest of the time as Sally's girlfriend. Warm
sunny days followed one after the other, and life took on a
routine in a manner which I would have sworn was impossible had
anyone suggested it earlier. Each morning we were woken by Mrs.
Jansen who invariably served us breakfast in our bedroom. Each
such meal was accompanied by glasses of fresh-squeezed juices;
orange for me and grapefruit for Sally.
Curt still flirted with me, but somehow I was never alone
with him. Neither he nor Joe ever came into any part of the house
other than the kitchen or the bathroom immediately off that room.
As for me, I only worked in the kitchen when Mrs. Jansen was
present.
Matters changed maybe a month after I had begun dressing as a
girl all the time. Sexually that month had seen a slow progression
to the point that Sally and I rarely had 'normal' intercourse
anymore. I was allowed penetration once a week, and then only if I
had been a 'good girl'. We still had sex every night, and several
times a week we had sex in the day as well, usually as I was
getting changed from my maid's outfit. Seeing me in those dresses
seemed to excite Sally for some reason.
Perhaps part of it was that I had begun to fill out those
dresses, and my other clothes, in what was to me a surprising
fashion. I had actually lost weight. Sally felt that it was
inappropriate for me to do any training or heavy work, but she
encouraged me to join her in aerobics. There were times when I
thought that she was imposing a double standard since she did do
weight training, but she explained that I had had too much
testosterone when younger, so I already had too much muscle bulk.
If I was to truly get in touch with the feminine side of my
personality, to become her perfect lover before resuming my male
life, then I had to learn to be a member of the weaker sex in more
ways than one.
It was for this reason that she and Mrs. Jansen carefully
monitored my food intake. I weighed myself each day and faithfully
recorded the changes on a note-pad kept by the scales for that
purpose. After losing eight pounds, I was surprised to find that
my padded bras were becoming tighter, while at the same time my
chest seemed different. My nipples seemed a little larger and were
definitely far more sensitive. Even the slightest brush against
them began to send tingles of electricity through me, while
Sally's teasing of them during sex became a highlight of our
evenings in bed.
There was no way to deny the changes even to myself. I was
developing breasts! By the end of the first month I had definite,
although small, breasts, with pert upturned nipples. Sally gave me
some new bras, with less padding, while deflecting my persistent
questioning. I knew that somehow I was being fed hormones, but
Sally would not comment and I was too humiliated to ask Mrs.
Jansen.
My breasts were not the only change. My waist became slimmer
while my butt seemed larger. I filled out my panties and saw that
I was developing a much more mature female appearance. Daily
application of lotion to my face seemed to inhibit what scant
beard I had been capable of growing, and my face seemed smoother
each day.
Meanwhile, I serviced Sally in bed almost entirely with my
mouth and fingers, while I had become so conditioned to being
fucked with the vibrator that I began getting an erection as soon
as Sally showed it to me. We each had our own vibrators which we
kept in the night-table beside the bed. It was this that
indirectly led to the next major change.
An old water pipe running along the inside of the wall in our
bedroom, up above the plaster, began to leak. Fortunately Sally
noticed the damp ceiling before any real damage was done, but the
plaster had to be removed and patched. This meant that we had to
move for one night and also that our furniture had to be moved to
facilitate access to the ceiling without exposing the bed to too
much dust, or having anyone stand on it while working on the
ceiling.
Sally thought that it would be too much for Mr. Jansen to do
all of this work himself and she would not let me help: such work
was man's work!
So it came to pass that Curt and Joe not only gained access to
the inner part of the house, they got all the way into our
bedroom.
Sally insisted that we be there while they were moving
furniture, to make sure that they did not ruin anything. She was
giving them directions while I stood around feeling useless and
ineffectual. I rarely felt any more embarrassment at being around
the guys while dressed as a maid, since it had become normal for
me. But my cheeks burned again, when the boys stumbled while
moving the night-table and the top drawer flew open. Two vibrators
spilled onto the carpet. I jerked awake, but Joe was too fast for
me. He reached down and picked them up, while both he and Curt
lowered the table to the floor.
He stood looking at these two phalluses with amusement written
all over his face. He held them out to Sally.
"Here, Miss Sally. I'm not sure what these things are but I
think that they belong to you and Miss Michael"
Sally burst out laughing.
"Joe, don't give me that bullshit! You know exactly what these
things are. They are what we girls use when there are no manly
studs like you and Curt around with the real thing!"
Curt was staring at the floor. I'm not sure which of us was
the more embarrassed, but it was evident that both Sally and Joe
saw the episode as hilarious. My heart warmed to Curt for the way
that he shared my reaction, while I felt a twinge of anger at the
other two for their shamelessness.
Indeed, Sally and Joe seemed altogether too relaxed and
friendly for my liking. I fussed around the room, casting tight-
lipped glances at Sally and trying to get in between her and Joe
as she led them from our bedroom to my old room, where we were to
spend the night. Sally noticed the way I was acting and sternly
told me to go help Mrs. Jansen with the laundry.
I left, grumbling to myself, and I was still in a bad mood
when we finally went to bed that evening. Sex had its usual
salutary effect, and soon I was screaming in pleasure once more as
Sally moved the vibrator in and out of my asshole while sucking on
my cock.
The next day was a Saturday and the guys were not working. It
turned out that Sally had invited them to use the pool all day and
they were already pool-side by the time we arrived there, carrying
our books and glasses of iced tea. I was wearing bikini bottoms
under a simple wrap skirt and a blouse with the ends tied around
my midriff, leaving my tummy bare. I had on only basic makeup; a
little eyeliner and some lipstick. Sally was in a bikini, which
emphasized her body while only pretending to conceal her
attributes.
I had no bra on under my blouse, and had expected to sunbathe
top-less. I knew that the Jansen's had the day off and I had
expected that Sally and I would be alone. It was with a mild shock
that I saw the two boys reclining in pool-side loungers when we
entered the enclosure.
They both stood when we walked in and complimented us on our
appearance while thanking Sally for allowing them to join us.
"That's ok, boys" she said.
"I think we needed some male company today. Two girls all by
themselves can get bored, you know"
She smiled at me as she said this, and I looked down at the
concrete deck in confusion. I heard Joe laugh, and I couldn't help
but sneak a peek at Curt, to gauge his reaction. He was pink-faced
and looking everywhere but me. Once again, I felt a warmth towards
him as I observed his response to this outrageous flirtation by
Sally.
We all laid down on loungers. I sat with my book in my lap and
tried to concentrate on reading. It was the third in a series
written by some hack romance novelist. Sally had insisted that I
read nothing but romance novels and several times a week she would
quiz me on the latest I had read. She always wanted to know
details of the clothes that the heroine wore, or how the heroine
had reacted to her first meeting with her eventual lover. She
would ask me to picture myself as the heroine and describe whether
I felt that the author's descriptions of her emotions and her
attraction to the hero were realistic. If so, why? What did I
think that I would have felt? And so on. It was all 'part of
learning to feel as a woman'; to help me understand Sally better,
or so she said.
Sally called out to me to stop being shy and take my blouse
off.
I looked at her, trying to plead with her through my eyes. I
did not want the boys to see my breasts. She ignored any message
she may have seen and repeated her command, while at the same time
removing the top of her bikini.
There was nothing I could do when faced with that example. I
removed my blouse, trying to turn my body so that neither Curt nor
Joe could see my chest. I laid back quickly, raising the book in
front of me like a shield.
I glanced over at the boys.
Joe was looking with undisguised admiration at Sally's
magnificent breasts; a gaze which Sally seemed to accept as no
more than her due. Curt, on the other hand, was trying to look at
me, while at the same time, trying painfully to avoid appearing as
if he were doing so. He looked so sheepish as my eyes caught his,
that I had to laugh.
With that laugh came a sense of release, and I sat up while
lowering the book.
'Let me have a full look' I thought to myself.
'Then he can look at Sally, and he'll lose interest in me!'
But he didn't.
Sure, he looked at Sally, but it was obvious that he preferred
looking at me. I felt mixed emotions as that realization dawned.
My mind flashed back to some of the questions Sally had pestered
me with about my books and the heroines' reactions to their men. I
realized that I was now in the same position as some of those
fictional women. Here was a man who was clearly attracted to me,
but who might be too shy to do anything about it.
Did I want him to do anything about it?
The question appeared with shocking clarity in my mind. I
didn't know the answer, or if I did, I wasn't yet able to admit it
to myself.
Despite my continuing confusion on that question, I resolved
to relax and act as if everything were perfectly normal. In fact,
when I decided that I needed some more ice tea, I stood and walked
over to where Curt was lying and asked him, in my best sultry
voice, whether he would like me to get him anything from house.
He had been lying with his eyes closed, soaking up the mid-
morning sun which was not yet so hot that we needed to take
advantage of the shade from the large, colorful umbrellas.
He opened his eyes and I saw with an inner thrill that his
glance flashed from my face to my breasts and then back. I could
not be sure but I thought that his pupils had dilated slightly as
he looked at me.
Perhaps there was an element of cruelty in my having come over
to him. Ordinarily it would have been Sally I asked, but she had
moved to a lounger next to Joe and they were lying side-by-side on
their stomachs, their heads turned towards each other while they
chatted quietly. I had felt somewhat jealous and I thought that by
paying attention to Curt, maybe I could make Sally realize that
she had been ignoring me.
Perhaps there had been some other factor at play as well. The
truth was, I realized as I watched the color come again to Curt's
cheeks as he realized that he had been ogling my breasts, and that
I had seen him do it, that I liked Curt. He was a pleasant young
man, and, I had to admit, a very attractive young man. If I were
one of the heroines in my books, I would have been in love with
him by now and would have been trying to find some way of getting
him to overcome his shyness. After all, as the girl I was supposed
to be the passive one while he was supposed to be the aggressor. I
had learned through my reading that sometimes the girl had to drop
all kinds of hints before the boy got the message. I knew from my
own experience that sometimes a boy might desire a girl but be too
afraid of rejection to make a move.
If that was the case with Curt, and if I wanted him to pay
more open attention to me, then I had to make him realize that he
need not fear rejection.
Finally, he stammered his thanks and asked for some ice tea.
"Are you sure you wouldn't like something else?" I asked,
smiling coyly at him.
"Perhaps a beer, or something?"
"N..no, thank you" he replied.
I leaned across him, my nipples coming within inches of his
face, as I picked up his empty glass from the table beside him. I
knew without any need to look that his eyes were on my breasts as
I did so, and I felt happy and content as I walked away towards
the kitchen, with an extra sway to my hips. I think that Sally and
Joe must have witnessed the end of this little by-play since I
heard the two of them laugh a out loud as I left, and they were
both watching with unfeigned attention when I returned.
I carried the two tall glasses of tea over to Curt,
condensation misting on the glasses. He was sitting up and he too
was watching me approach. I kept my eyes on his, daring him to
look away. To his credit he met my gaze steadily as I minced over
to him, every step exaggerating my femininity. The only flicker in
his gaze came when he looked at my breasts, which must have been
bouncing just a little with my steps.
I knelt beside him, our heads at a level, and handed him his
glass. He never took his eyes from mine as he accepted my
offering, and for several seconds we were frozen as in a tableau.
Our faces were perhaps twelve inches apart. I could see the
pores in his skin, and the individual roots of the hairs in his
eyebrows. His blue eyes looked out from a tanned face, whose
regular features seemed right off the cover of a romance novel. He
was no longer blushing and his expression was one of sincerity and
admiration. His left hand rested partly over my right as we both
held the glass; I about to release it and he about to take it. His
eyes flickered as they moved over my face. Now I was sure: his
pupils were dilated and I suspect that mine were too, since I saw
him with utmost clarity, as clearly as I had ever seen Sally while
we were making love.
I felt a pressure in my groin. Only my gaff was preventing an
erection and with that thought I broke our gaze and released his
drink while rising in one smooth motion to my feet. I could not
help but glance at his lap as I stood, and he, of course, was not
wearing a gaff!
His reaction to me, his desire for me was evident for all to
see. Even Joe and Sally must have been able to detect the enormous
bulge in Curt's bathing trunks. Now it was my turn to blush as I
realized that Curt was far better endowed than I was. His erection
looked much larger than my vibrator, and I wondered what it would
be like to be fucked by him.
I controlled the shiver I felt in my stomach as I returned to
my lounger, and sat down pretending that nothing had happened.
I looked over at Sally and she winked at me. I looked away,
blushing furiously. I guess I had no secrets from her!
The next time I looked up, Joe was oiling Sally's back,
kneeling beside her and applying lotion with firm, practiced
hands. Sally's head was turned so that I could see that her eyes
were closed but her mouth was smiling. She was enjoying herself,
and perhaps also anticipating the increasing warmth of the sun as
noon approached.
Curt must have seen my look, because he stirred and came
across to where I has half-sitting and half-reclining.
He seemed nervous, but determined. Perhaps the hero had
deciphered the heroine's hints, I thought to myself.
"Michael, would you like me to oil your back for you? With
your complexion you might get burnt"
I looked up at him, wavering between preserving my few
remaining illusions of maleness and surrendering to what was
becoming increasingly predestined. A groan of pleasure from Sally
tipped the scales.
"I'd love that, Curt" I said, making sure that our eyes met.
His were full of questions while I tried to assure him that I
would give him all the answers he desired.
I stood and led him back across the warm concrete deck to a
lounger next to his. I adjusted the back so that it lay flat and
spread a towel over it before lying on my stomach. Curt uncapped a
squeeze tube of lotion and began applying it to my back, starting
up by my neck. I had never had another man lay his hands on me,
and certainly would never have expected those hands to be
expressing warmth and desire. I consciously relaxed my muscles,
which had become tense in spite of or maybe because of my
determination to be for Curt what Sally was being for Joe.
It felt wonderful, lying there as his strong fingers kneaded
my back. He worked his way down my spine and then I felt him turn
his attention to my legs. His hands moved between my thighs and I
spread my legs apart a few inches to allow him access to the pale
skin of my inner thighs.
The gaff held my penis imprisoned between my legs and he must
have noticed the tell-tale bulge as he worked on my legs, but
there was no sign of any reaction from him.
His massage went on for much longer than was strictly
necessary for a full application of lotion, but I was not about to
complain. I felt myself relaxing more and more; there was a
feeling that whatever happened would be all right. I felt safe and
protected as I lay there under his hands.
Eventually he sat back and I rolled on my side to face him.
"Thank you, Curt" I said. "That was wonderful.. You have a
great touch"
He looked at me intently.
"I enjoyed it too" he said.
I felt a growing impulse to kiss him and I suspect that the
feeling was reciprocal. I parted my lips and raised my face
towards his, and he seemed about to lower his to mine, when Sally
interrupted.
"Michael, honey.. I need you inside, if I can tear your away
form Curt for just a minute"
I turned away and joined Sally as she led the way into the
kitchen. I wasn't sure whether I was relieved or annoyed that she
had interrupted me just when things may have been about to move to
another level.
Sally stood by the kitchen sink rinsing out her glass, but it
was obvious that she had brought me inside for some other reason.
I was soon to learn what that reason was.
She told me that she had been watching Curt and me all morning
and that she thoroughly approved of what she could see was
happening. She had know the boys for almost her whole life, and
she and Joe had been casual lovers for years. She had always liked
Curt, who was a year younger than his brother, but he had always
seemed to be in Joe's shadow. He had never had a steady girlfriend
and she had worried about him. She had never seem him react to any
girl the way he was reacting to me and she felt that he was the
perfect candidate for my first boyfriend.
I started to protest, but she put a hand to my mouth to
silence me while she told me that there was no use pretending that
I wasn't interested. Besides, I owed it to myself to experience
being a girl to the utmost!
Sally went on to say that she and Joe intended to take a walk
through the garden to a spot near the ornamental pool beyond the
formal garden. It was a favorite place of theirs for making love.
Their departure would also allow Curt and me to explore our
growing attraction for each other. Sally told me that she had
asked Mrs. Jansen to ensure that my prettiest babydoll gown was
lying on our bed if I wanted to ask Curt upstairs.
"And there's a jar of KY jelly next to the bed, honey"
I couldn't believe my ears, or my response to her words. My
girlfriend was telling me to take Curt to bed; to enjoy him as any
young, sexy woman would enjoy her manly boyfriend. She was
encouraging me to surrender completely, and my body was telling me
that I was thrilled to do so. My penis throbbed in time with my
racing heart and I felt faint.
"Are you sure about this" I asked.
"Yes, my dear. It's time that you stopped being Michael. You
don't even need to be Miss Michael any more. It's time for
Michelle to come out"
I smiled.
'Michelle'
It sounded so much better than Miss Michael.
We held hands as we walked out to the pool.
"Boys, I'd like you to meet Michelle. She's realized that she
truly is a girl. Something I think Curt, in particular, has known
for a long time!"
Joe and Curt stood and greeted me with "Hi Michelle!"
Sally walked over to Joe and took him by the hand.
"See you two later!" she smiled, as she led her companion out
towards the garden.
That left Curt and I standing awkwardly, some ten feet apart.
I could see that he still had an erection, and when he saw where I
was looking, it seemed that he came to some internal decision. He
walked over to me and took me in his arms. We were so close that I
could feel the heat of his sun-warmed body and smell the very male
scent of his sweat. His arms were strong and he towered over me. I
felt both helpless and protected in his embrace.
I looked up at his smiling face and this time I knew that
there would be no interruption of our kiss. I parted my lips
slightly and tilted my head back, proffering myself to him. He
lowered his face to mine and our lips met.
My experience with kisses, other than affectionate kisses with
female relatives, had been limited to kissing girls, and
especially Sally. Even though in many ways Sally had been the
aggressor in our relationship, I had until very recently always
been the one who pressed hardest, or whose tongue entered the
other's mouth first when french kissing. And Sally's mouth was
always soft, her lips yielding. Even in my recently-learned
submissive state, there had been nothing masculine about the way
in which she kissed me. To the contrary, she had been stressing
how important it was for us to exhibit tenderness and gentleness
towards each other even in the heat of passion.
So it was a surprise to me to feel the dry firmness of his
lips, and a further surprise to feel his tongue press against my
lips, forcing wide the opening which I had subconsciously promised
him when I had parted them.
The pressure of his arms held me captive as we embraced, his
erection pressing through his trunks and against my abdomen. My
blood was roaring in my ears and I was beginning to feel dizzy
from a lack of oxygen when he finally released me. He still held
me in his arms, although in a more relaxed manner, as he looked me
in the eyes, his flickering from one to the other as if he were
trying to see inside my soul. His expression suggested that a bomb
could have gone off immediately behind him and his concentration
on me would not have changed for even a micro-second. I felt then
as if I were his entire world, his only desire, and that feeling
struck a deep resonant chord within my very being. He wanted me,
and I realized at that moment the truth of something which Sally
had tried to explain to me earlier, but which had never made much
sense to me.
She had told me that a major difference between men and women
was that men wanted women while women wanted to be wanted by men.
It was the desire to be desired, to be in fact a sex object, that
in her view defined femininity. She acknowledged that that went
counter to the philosophy espoused by most feminists, and she
certainly acted in many regards as a feminist herself. But on the
sexual front, she claimed that any attempt to view men and women
as equals even to the extent of their basic desires was misguided.
Now I knew what she meant, as I enjoyed the thrill of
realizing that I was the object of Curt's sexual desire. My body
was telling me it wanted him, as I felt my nipples stiffen and my
penis strain even harder against its constraints, but even more
arousing to me mentally was the image I had of the two of us
entwined in each other's arms as we stood beside the pool. It was
as if I were standing to one side, as an onlooker. I could see in
my mind's eye my feminized self, with a cute bubble-butt and small
but pert breasts and long, styled hair leaning into the embrace of
this tall handsome blond man, well muscled and clearly in lust
with his girl. And the girl was me!
There was no need for words as we went inside. I held him by
the hand and shyly led him upstairs to what had been my old
bedroom, in which Sally and I had slept the previous night. The
bed had been remade, and I had an inner smile as I realized how
appropriate this bed was, compared to the larger, King-size bed in
the other room. I would make love to Curt in a queen bed.
Just as Sally had told me, Mrs. Jansen had left my babydoll
nightie on the bed covers. I picked it up and told Curt that I
would be right back. I left him standing by the bed so that I
could get changed in the bathroom, but he insisted on another long
passionate kiss before he let me go. I almost decided to just
strip and jump into bed with him right then and there, but I knew
that Sally wanted me to wear this nightie as I experienced my
first sexual act as a girl.
Once inside the bathroom, with the door closed, I quickly
brushed my teeth. I wanted to taste fresh and clean for him.
I removed my bikini bottom and thought about the gaff. I
decided that since he knew what I was, and since my penis was
still a major source of sexual pleasure for me, I should remove
it. My penis flopped in front of me as I released it, blood
pumping into it and rendering it semi-erect.
I turned to inspect myself in the mirror and decided to
freshen my lipstick, and as I finished, I was inspired to add a
touch of lipstick to my nipples. I peed as fast as I could,
sitting to do so of course. Then I dabbed perfume behind my ears,
in the hollow of my throat and just above my penis.
I donned my nightie, and the peach silk shimmered over my
body, the lace of the bodice gently scratching my sensitized
nipples. The hem just covered my penis, which was becoming more
engorged and which began to make a tent-pole shape in the front of
my nightie.
I opened the door and walked in, stopping as soon as I saw
Curt.
He had taken advantage of my absence to undress completely and
he was standing by the bed facing in my direction. I was
immediately struck by the size of him. And I don't mean his height
or weight!
Earlier indications of his size, from the bulge in his
swimming trunks, had not been misleading. His penis was standing
fully erect, its purple head bobbing in time with his pulse. He
was far bigger than I; probably at least nine inches long and
correspondingly thick. It was a good thing that Sally had
practiced me with the vibrator, and even so I knew that this was
going to hurt.
Even as that thought entered my mind I knew that I didn't
care. I wanted him, and I wanted him to want me. It was evident
that he did and the sight of my own modest prick rising to its
full size under my silk nightgown seemed only to turn him on the
more.
"Michelle, you're the most beautiful girl I've ever seen" he
said, his breath seeming to catch in his throat, his voice husky
with desire.
I crossed to him and did a spontaneous little curtsey.
"Why thank you, honey" I replied before standing on tiptoes to
kiss him on the lips. Just as I did so, I felt the tip of his
penis touch the silk covered tip of mine, and the sensation almost
caused me to cum right then and there.
Our embrace was long and passionate, as I clung to him as
closely as I could, reveling in the feeling of being his girl.
He picked me up as I held my arms around his neck and he
deposited me on my back on the bed, with him lying partly atop and
partly beside me. We kissed frantically as his hands roamed my
body. I felt him squeeze my breasts and a moan involuntarily
escaped my lips as I squirmed with pleasure. His hand moved lower,
caressing my stomach through the silk of my gown. Then he reached
my penis. Without pause, he took it in his hand, lifting the hem
of my gown in order to do so. He squeezed gently and more moans
were torn from my throat.
Curt released me and knelt beside me, so that his knees were
by my shoulders. I turned my head to look at him and saw his
immense penis just inches from my mouth. I felt my mouth go dry
and then, as I licked my lips, I felt it fill with saliva. I knew
what I had to do, and what my man needed for me to do.
Rolling onto my right side, I leaned over while raising my
head. I reached out with my mouth and gently kissed the end of his
penis, while looking up at him to judge his reaction. He lifted
his head towards the ceiling and let out a huge sigh. Reassured by
this reaction I scrambled to lie before him, on all fours, with my
head in his lap.
I opened my lips, forming as perfect an 'O' as I could with my
freshly lipsticked mouth. I took him slowly into my mouth,
marveling at the warm, velvety feeling of his cock as I surrounded
it with my lips. Sucking slowly, I moved my head back and forth,
taking as much of him inside as I could. He was huge, and I
couldn't manage more than about half of his length' the head
filling my mouth and hitting my palate at the rear. I remembered
that some girls developed a technique known as deep throat, which
meant overcoming my gag reflex, but I wasn't going to try that
yet.
I reached out and grasped the root of his penis with one red-
nailed hand while I maintained a steady back and forth with my
mouth. Then I pulled slowly back, keeping my lips closed tightly
as I let his penis come free from my mouth. I stopped my motion
with it just a fraction of an inch in front of me and I stuck out
the tip of my tongue and licked it, as if it were some wonderful
ice cream cone.
I knew that I was doing the right thing, even though on one
level my mind was telling me that I was acting like some terrible
pervert. Sally had trained me well, and I knew that from this day
forward there could be no turning back. I was learning what being
a girl truly meant. I was a sex object; my identity now revolved
around my ability to attract lovers through my femininity. It
mattered not whether my lovers were other girls or were men like
Curt. Being desired was its own reward! And I was proving to
myself that I could make a healthy, attractive man want me,
possess me, and take me. My surrender to him was in truth my
triumph over my upbringing and the social conditioning which had
made me believe that being male was the best thing in the world.
For me, at least, being feminine was far more rewarding.
"Oh God, Michelle!" Curt moaned.
"I have got to have you now!"
So saying he took hold of me and turned me around so that,
while still on all fours, my butt was facing towards him. I
insisted that he use some of the KY that Sally had told me about
before he began to fuck me with that enormous tool of his. I
watched over my shoulder as he slavered jelly onto his throbbing
penis. Fear mingled with desire as I awaited his entry into my
rectum.
"Be gentle, darling" I said, and he grunted in acknowledgment
as he positioned himself behind me.
I felt the firm, insistent pressure of his cock against the
rosebud of my sphincter. The muscle ring parted and I felt him
begin to enter me. The sensation was both familiar and novel,
feeling like the vibrator, but more alive and of course so much
larger. He moved slowly, allowing the walls of my bowel to adjust,
taking him in all the way. I could tell when he had reached the
level of my prostate because an incredible sweet delight flashed
through my body, wiping away the slight discomfort which his bulk
was causing.
Once he was all the way in, and I could feel his body up tight
to mine, he became to move back, slowly and slowly. I concentrated
on remaining relaxed, fearing injury if I tensed too much. He
pushed back in again, and once more pleasure flooded my senses as
his penis pressed against my prostate.
After the second penetration, he began to move faster and I
felt my hips begin to move in response to his thrusts, my body
seeking to let him in deeper with each stroke. Passion was ripped
from my throat as I moaned and called out to him to fuck me, to
fuck me and to never stop fucking me.
He called out my name repeatedly as he plunged into me and
pulled back, only to plunge again with increasing ferocity. Sweat
was coursing over my body and I knew from the sounds he emitted
that he was as far gone in lust as was I.
His strokes became more urgent, and more rapid. My own penis
felt harder than I had ever known it and just then I felt him
reach around to take it in one of his hands. He began to pump me
in time to his thrusts into my willing backside.
We came at the same moment. I swear that I could feel him come
inside me, in great fountaining spasms, while my own cock erupted,
spraying jism all over the bed cover.
He continued to pump away inside of me for several strokes
while screaming my name. Then he collapsed on top of me and my
knees and elbows gave way under his weight. I lay flat on the bed,
with Curt draped atop me and his deflating penis still buried
within me. I felt him lick the sweat from my neck and I had an
overwhelming need to hold him in my arms, to cuddle with him and
confirm to him my utter surrender. I stirred beneath him, but he
was too heavy for me to move. Fortunately he felt my movement and
he raised himself slightly, pulling free from my rear, before
rolling to one side. I turned where I lay and nestled in his arms,
burying my face in the hairs on his chest.
His arms enfolded me and we lay still for I do not know how
long. I felt him relax and soon he was snoring gently. I smiled to
myself as I held him close, and let myself drift off.
We were woken by Sally's entrance into the room. Perhaps I
should have been embarrassed. I was her boyfriend and here I was,
smooth-skinned body wearing makeup and a pretty peach silk
nightgown, lying in the arms of my male lover. But of course I was
exactly where she had wanted me to be, doing exactly what she had
planned for me.
That was my first but far from my last session of love-making
with Curt.
The rest of the summer saw us fall into a wonderful routine.
Curt and Joe ceased being 'the outside help'. They still worked on
the grounds five days a week, but they also stayed at the house
all the rest of the time.
Sally had my old room refurnished so that it truly did mirror
hers. I now had a very feminine room of my own, which I shared
most nights with Curt. We spent many hours exploring and deepening
our sexual desires for each other, while Joe and Sally did the
same across the hall.
There were still nights when Sally and I would be lovers, and
sometimes one or other of the boys would join us in bed. The
Jansen's seemed to take it all in stride and my position as
Michelle was accepted without a murmur.
I think I knew long before the end of the summer that I was
never returning to 'Michael'. Sally returned to school in the
fall, but I remained at home, working full-time as a maid while
living with Curt. Sally's parents had announced their intention to
stay in Europe, and the house was now entirely Sally's. My room
became mine permanently and Curt moved in to live as my husband.
I continued to take hormones but neither Curt nor Sally wanted
me to have an operation. Nor did Sally want me to lose my ability
to have erections, so we experimented with the level of hormones
that would best allow me to develop my femininity while preserving
some vestige of my original male identity. Curt seemed happy
enough, and I grew to accept that perhaps he had always been gay.
I did not consider myself to be his gay lover; as far as I was
concerned, I had become his girl, but I had been freed from my
earlier narrow preconceptions of sexuality so labels hardly
mattered any more. It was sufficient that we loved and desired
each other. My love for and obedience to Sally remained a central
and defining part of my being, and with both of them in my life, I
was happy and content.
Life was to contain more revelations and surprises for me as
well as new pleasures, but perhaps those matters can be told
another time. What do you think?
(the end)