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Date: Tue, 19 Nov 2002 03:08:09 GMT
From: aussiegirl <aussiegirl@quickhosts.com>
Subject: The Dressmaker (TG)
THE DRESSMAKER
By Jennifer Bowman
Copyright Jennifer Bowman, 2002
PROLOGUE
I had been on my own, now, for around three months, ever since my husband
Stephen, whom I had encouraged to wear a dress, (I wrote about us in 'My
Husband, My Wife') decided he liked men more than he liked me. I guess it
was my own fault; not only had I encouraged him to wear a dress, but I'd
also called him - her - Sandra. And taken her out, as Sandra. And.... well,
anyway....
Although I still missed her - it's so difficult, even now, to think of
Stephen as anything else but 'her' - and had decided to be more careful in
the future in my choice of men, I had also decided I still liked them in
dresses. For me, and for many of my girlfriends, there was - is - something
incredibly sexy about a man in a dress. And the more feminine the dress,
the more sexy he is. It's not just the dress, it's everything about having
him dressed as, in fact being a woman; the lace bra and nickers, the torso,
his body and particularly his legs with no hair, the legs in nylons -
stockings, not panty hose - and a garter belt, high heels, a wig but,
preferably, his hair grown then cut in a female style, the make-up, the
perfume. And sometimes, in fact many times, at night in everything except
the outerwear and nickers, with everything hanging around. Well, you get
the idea.
And now, three months later, I'd enrolled in a dressmaking class. I'd done
some dressmaking when I was a kid; now, as an adult, it seemed the right
thing to do, especially as I now had no reason to be home for dinner each
night. It was also a means of getting me out of the house, and stop me
feeling sorry for myself.
My sex life was somewhat lacking and my vibrator was getting a lot of use
and, I suppose, deep down, I was hoping one of the other girls in the class
might have an eligible brother or her boyfriend or husband might have an
interesting mate. When I enrolled I had no thought of there being men in
the class. But there was.
There was only one and his name was Robert and was he gorgeous. Not tall
for a guy, maybe 5'5" or so, but slim, great ass, olive skin tanned by the
sun, long honey blonde hair tied back in a pony tail, beautiful green eyes,
long eye lashes and lips.... oh, those lips. I could imagine them gliding
over my body and then his tongue flicking out and licking, licking....
I could also imagine him in a dress; and with his tanned olive skin I
thought he would look absolutely yummy in either a white or pale yellow
sundress with matching strappy sandals. As I write this I can fell myself
getting wet, just describing him.
I had become friendly with some of the other women in the class and one
day, in a fit of despondency, I'd told them about Stephen/Sandra. They were
amazed, a couple of them because they thought I was making it up - "No guy
would ever do that" they said - and the others because they'd wanted to
dress their boyfriends and either hadn't had the courage to broach the
subject or didn't know how to go about it so he would accept it as
naturable. I told them that my mother had taught me, as a child, that the
way to a man's heart was through his stomach. I'd discovered that a much
more effective way was via his dick. "Give him what he wants and that's
having his dick handled. Control his dick and you control him".
Several days later we were having lunch and the subject of Robert came up -
"....why did we have a guy in a dressmaking class....", ".... he must be
gay...." and so on. I was pretty sure he wasn't gay, just a guy whose
feminine side was, perhaps, a little more pronounced than most men and a
guy who was also very creative; someone who, under different circumstances
might have gone into advertising or the film or television industries. Then
someone asked me if I thought I could get him into a dress. I wasn't sure,
because Robert and I weren't an item - had we been, it would have been easy
- but I thought it would be a challenge and said so.
"Can we help?" .... "Yeah, what can we do?" the other women asked.
I thought about it for a moment or two and then said "Well, what do you
think about this?"
CHAPTER 2
Saturday, three days later, at my place, the door bell rang. It was
Robert. He had arrived before the others, just as the girls and I had
planned. He'd brought a bottle of wine and I got him to put it in the
refrigerator. The weather was heading toward summer and I was wearing a
sundress, not unlike the one I had imagined Robert wearing, with a scoop
neck that fell open when I bent over. Robert was wearing a loose fitting
shirt and shorts which showed off his legs to perfection.
We stayed in the kitchen while I fiddled with the food and I noticed
Robert's eyes kept straying to my cleavage so a couple of times I bent over
a little more than I needed to, to give him a better look. I caught him
looking a couple of times and he looked away quickly.
"It's OK, Robert. I don't mind you looking. In fact I'd be worried if you
didn't. It's natural; women look at men, men look at women. It's easier for
men because of a woman's shape, but women fantasise about men just the way
men fantasise about women. Well, maybe not quite the same way" and I smiled
coyly at him and turned away.
There was silence for a moment or two then he said
"Actually.... I... um... I've fantasised about you, Jen. Not.... you
know.... not sexily or anything, just.... um.... would you like to go out
with me sometime?"
I looked at him quietly then "Yes. Yes I would Robert. I'd like that very
much. In fact, I've fantasised about you, too, and I have to confess it was
sexily".
He blushed and I walked over to him and kissed him lightly on the
lips. Then went back for seconds, this time not so lightly. The kiss was
surprising, our lips touching lightly then much more passionately. Almost
instantly we were breathing heavily, our pelvises pushing hard against each
other. We broke apart and then went at it again, suddenly ravenous for each
other. I was quite surprised, because this was not part of the plan the
other women and myself had put together.
By now my hands were undoing his zip and then I had his penis in my hand
and I had it outside his pants and I was stroking him as we kissed and my
other hand went inside his pants searching, searching and I found his balls
and he felt wonderful. By now we were both breathing quite hard and I broke
away from him and looked down at what I was doing. He looked fabulous and
he felt even better. I continued to look at his cock and watched myself
stroke him and then my knees were bending, bending and I was sliding down
his body and he was moaning and I was closer and he was quivering and then
I was there and I took him in my mouth, put his beautiful, wonderful cock
in my mouth and started to suck.
He was squeaking and he had his hands on my head, lightly, and then I was
licking under his cock and then his balls and then I had him in my mouth
again and then I heard Alison:
"Jen, are you there? The door was open so...... so what do we have here?"
"Mmwof,mlnoi".
"Jen. Didn't your mother teach you not to speak with your mouth full?"
I released Robert's cock and giggled. "We, ah, we got a bit carried away".
Robert, by now quite embarrassed and red in the face, was trying to stuff
his cock away, not an easy task in his condition, when Alison said
"Robert. You can leave it out. I've seen it now. And now I've seen it, I
want it" and she walked, strode over to him, her eyes on her goal and
grabbed his cock.
"OhmyGod" she said when she realised what she had in her hand. "It's a
monster. You certainly weren't standing behind the door when these were
handed out. Let me look at you...... My God.... Robert, you've just got to
take all your clothes off..... My God, oh, just let me look at you".
The others had, by now, arrived and, hearing the commotion in the kitchen,
had joined us, they too telling Robert he had to take his clothes off. "All
of them, Robert, all of them. Here, let us help you".
And somebody said "I wish my boyfriend....."
And somebody else said "Imagine that inside you....."
And somebody else "Imagine it inside me. I want it inside me!"
And somebody said "Yes, please...."
Robert, poor guy, was standing there, stunned, not knowing what to say,
what to do.
"Rob", I said, "it must be great to have all these women lusting after your
body".
"Well....um.... I guess it is" and he smiled and let the girls undress him.
Naked, he was just as I had imagined him, but his cock was amazing. Most
guys, naked, are not the prettiest sight, with their dangly bits, well,
dangling. But Robert was different, perhaps because he wasn't dangling. Far
from it.
His cock was stiff and proud, perhaps half as thick as my wrist and about
three hands long. In fact Alison said "I'm going to rub that, but I'll need
a hand, it's so big. Who wants to help?"
"Um, girls" I said. "What about you take Robert and get out of the kitchen
and go and play while I get lunch".
And Alison, stroking Robert as she walked backwards, guided him into the
lounge. Catherine and Linda followed, all saying they wanted to help.
And they did, they were all over him. Taking it in turns, they stroked his
cock and his balls and ran their nails over his nipples and stroked his
chest and somebody, I think it was Catherine said "Look, he's getting wet,
don't stroke his dick any more or he'll spurt everywhere, but we'll keep on
doing everything else. Keep him enjoying himself. You are enjoying
yourself, aren't you, Robert?"
He moaned.
"I guess that means 'Yes'" said Linda.
And they continued teasing him, running their nails over his balls and his
nipples and then later I said:
"Lunch is ready, everybody. Come and get it". And they left Robert and I
watched as his hand moved to his dick.
"I want to come, God I want to come, can somebody get me
off. Pleeeeeease?????????? Pleeeeeaaase"
"No Robert. We don't want semen and sperm for lunch. Maybe after lunch if
you're good, but certainly not before. Now, leave your dick alone and come
and join us. Oh, and don't worry about changing, you can stay as you
are. We want to loooookkk at you while we eat and think what's going to
happen this afternoon. Now, be a dear and serve the wine, will you?"
As he stopped alongside each of my friends, they each gave his balls a
stroke, "Just to keep him on the boil" Linda said. I thought it was
interesting, watching them.
Whoever was stroking was talking to us but ignoring him but the others were
watching all the action as female hands circled his balls and cupped his
balls and stroked his balls. And when he moved to the next girl to serve
her wine, the same thing happened. I thought it was also interesting that,
although they gave his dick one or two strokes, they each concentrated on
his balls. It wasn't planned, it just happened that way, as if they all
realised that if they stroked his dick too much he'd come and if they
stroked his balls he'd have much more to give us when we did, finally, give
him the release he so much craved.
Lunch was an education for Robert; when he was serving drinks we were
stroking his balls, when he was sitting, Linda and Alison, sitting on each
side of him, were stroking his glans and Catherine had her leg extended
under the table working his balls with her foot. The poor guy was having
trouble concentrating.
After lunch I said "Now Robert. What about you show us what you can do with
that cock of yours."
"Do? What do you mean? Do you mean you want to f....?"
"No, no. I want, we want you to stroke yourself. Show us how you tame that
monster. What do you do when you're on your own? Do you do it standing up?"
"Lying down."
"Well then, down you go".
And so he lay on one of the couches and started stroking himself. I was
pleased to see that he was doing it slowly but it wasn't long before he
started picking up speed.
"Slow down" I said. "It isn't a race. You don't have to be first past the
finishing post..... Keep on doing that and you'll come. Do it like we've
been doing..... slowly. Imagine you're with your girlfriend. How do you
like her to stroke you? Yeah, yeah, I know. Fast when you're coming. But
what about earlier, when you start. Don't you like her to tease you?"
"Uh, huh".
"Well, imagine it's her stroking
you.... slowly.... slowly.... ssssllllooowwwlllyyy... That's better. Isn't
that better?"
"Uh, huh".
"Now.... leave your dick alone and just play with you balls. I want to look
at it waving around while you're stroking your balls. And put on a good
show for us. Do lots of different things to them... stroke them lightly,
stroke them hard, pull them like you'd pull your cock. I want to see if you
can come without pulling your dick. Wouldn't you like to see if you can
come without stroking your dick?"
By now he was, once again, breathing heavily.
"Now...." I said ".... I want you to give your cock two strokes, one up,
one down, one up and one down. And that's all..... Oh, that's so good. Now,
keep doing that until we tell you to stop. About thirty seconds lightly on
your balls, then two strokes, thirty seconds, then two strokes. Oh, this is
just so good."
And it was. Watching Robert stroke that wonderful penis was quite
exhilarating.
"Do you want to come yet?" Linda asked.
"Getting close".
"You can go faster if you want".
And he did, his hand stroking the whole length of his cock. And his pelvis
started to rock and move up and down and it looked like he was fucking his
hand and the end of his dick was wet, starting to drip and Linda said "My
God, he's going for gold" and Catherine said "STOP. Robert. Stop. Right
now. Stop".
"But... but..."
"It's all right. I want to do it for you. Here. Let me stroke you. Somebody
want to help?"
And Catherine started stroking but very slowly, excruciatingly slowly and
Linda joined her and the two of them stroked Robert and I joined them and
started working his balls and they were stroking him and I was squeezing
him hard and Catherine was rubbing her legs together and Robert was moaning
now and his hips were bucking, trying to pick up speed but Catherine and
Linda wouldn't let him and his breathing was ragged and still they stroked
and still I squeezed and pulled and then it was time.... to stop, otherwise
he would have come everywhere.
"What about tomorrow? Would you like a repeat tomorrow?"
"Huh, huh, huh, wh... what about.... aren't you going... huh...".
"No, Robert, we're not going to get you off today. But tomorrow, if you're
good... well, that's another story. What do you think? We play with you
tomorrow just like we did today. We get to enjoy your dick and you get to
enjoy our hands. And if you don't play with yourself tonight you might be
able to come three or four times tomorrow. What do you think?"
"Oh, God, yeeesssss, yes please."
"And Robert. Don't wear too many clothes".
CHAPTER 3
The following day Robert arrived early. Maybe he thought I was going to
suck him again. I would have, too, but I had different things in mind.
"Ready for another session?"
"God, yes. I've dreamed of that happening, two or three women playing with
me, but I never thought it'd happen. Probably most guys have thought the
same thing. So, yea, I'm ready".
I went to him and cupped his groin. He was right, he was ready.
"OK, clothes off, then into the bathroom. We're going to give the others a
surprise".
Naked he came to me with his penis, magnificently proud, leading the way.
"I'm going to trim the hair around your balls and cock so we can see you
better".
I positioned him over the toilet so that his hair dropped into the bowl
started work. Ten minutes later he was ready, his balls almost bald and the
hair around his cock trimmed short and cut into a heart shape with the
bottom point of the heart pointing at his dick.
"The girls are due in about two minutes, so there's just two more things I
need to do" and with that I tied a pink ribbon with a bow tight around his
balls so they jutted forward and tied a yellow ribbon with a bow tight
around his cock. "Now go and let them in" I said.
The girls were very pleasantly surprised when a very naked - except for the
ribbons - Robert opened the door.
"Look, presents for us. Robert, you shouldn't have".
"I wonder what he's wrapped up for us. I wonder.... if we felt around
before we unwrapped them, do you think we could guess what he got us?"
"Mae West once said 'A hard man is good to find'. Boy was she right".
And then the day was a repeat of the previous day although, with the amount
of dripping Robert did the previous day, I had decided to catch all his
juices in a small cup.
And later, much much later, Linda got a pair of pink satin nickers from her
purse and started to rub Robert's cock with them.
"What does that feel like?"
"Huh... huh... ni... nice..."
"You like the feel of satin around your cock?"
"Ye... huh... huh... eahhh".
And then, again, it was time for lunch and again we stroked his balls while
he served the wine and again we fondled him and stroked him and then
Catherine stroked his glans with a fingernail and he yelped so she did it
again and his eyes were closed and he was stating to fuck the air and she
got a fork off the table and dragged the points along his cock and then she
started jabbing his cock with the fork and rubbing his glans with her thumb
nail and his passion was wild and his breathing was wilder.
"I think we should stop for desert, girls" I said.
"No, no. Don't stop. Oh God, this is so good, keep jabbing me with that
pointy thing. Oh God, don't stop..."
"We have to stop, Robert, otherwise the desert will spoil. You'll just have
to wait a while".
"Oh, nooooooooooooooo"
"Oh yes".
"Ohhhhh....Well, can I..."
"No! Most definitely not".
Following desert Linda asked "Ready to resume training, Robert?"
"Um, yeah".
"You sound doubtful".
"No, no. I'm not doubtful, just exhausted. I feel like... my balls feel
like they're so full they'll explode".
"Would you like us to empty them?"
"God, yes".
"OK, then we will" and Linda started stroking Robert again with the satin
nickers. She'd made no more than fifteen strokes when she said
"Robert. I've been thinking. You said a little while ago you liked being
stroked with these nickers. It would make it easier for us and a lot more
pleasurable for you if you put them on. Then we can tease you everywhere
you're wearing satin. Lift your leg".
And he did Linda helped him into the nickers and the girls all looked at me
in amazement. I just grinned back at them as if to say "See, I told you
so".
"But what about the cup?"
"Don't worry about it now, but I'm sure we'll find a use for it before the
afternoon is out".
And so the afternoon continued, with Robert wearing satin nickers while we
each stroked his body. I have no idea how he was able to put up with it,
because every time he was close, we stopped. Then started again when he had
calmed a little. We even let him play a little with himself, but I'm not
sure he was happy because, wearing the nickers, he couldn't get a good
grip.
And then it was time, but before we let him we stopped again and let him
calm down, although I'm sure he really wasn't at all that calm.
"Robert," Linda said hesitantly, "ummm, I've been
thinking. You... ah... look so good in those nickers, would
you.... ah.... would you.... um.... let us put a matching bra on you? Just
while we're playing with you...." she added quickly. She looked at us and
grinned slyly.
I think Robert was so far gone that, although he heard Linda, he really
didn't hear her, for he just said "OK".
And Linda didn't wait. She again went to her purse and this time took from
it a pink satin bra which matched the nickers.
"Sit up" she did and Robert did and we helped him put on the bra and then
we let him go onto his back again.
And then we started again, stroking and playing with him and teasing him
through the satin nickers and stroking his breasts through the bra and he
was leaking again and the nickers were sopping and we told him how good he
looked in the bra and nickers and told him we thought he should wear them
all the time he was with us and somebody said, I think it was Catherine who
said "He looks so good in them, I think he should wear them all the time,
not just when he's with us" and she emphasised the "all".
And still we worked on him, playing with his dick and his balls through the
satin nickers and stroking his breasts through the bra and then Catherine
took his cock from the nickers and started to stroke it and Robert squeaked
when she touched it and then sucked his breath in magnificently and then he
was groaning and pumping and Catherine was stroking and I was pulling his
balls - hard - and the others were stroking his breasts and pinching his
nipples and whispering in his ears and Linda grabbed the cup and he was
pumping and he was pumping and then he was coming, oh my was he coming and
he didn't stop, couldn't stop coming and he was coming, spurting, shooting
everywhere, filling the cup and somebody said "OhmyGod, what a gusher. If
that was oil we'd be rich"and his cock was red and still he came and
finally he slowed and Catherine was still stroking, but slower now, and I
was still pulling his balls, but gently now and slower they stroked and
gently I squeezed and then he was calm and Linda scooped some of his cream
off her hand and said "Open wide" and he did and she fed him and continued
to feed him and then it was over, he was finished, he was empty, his balls
were empty and he gave us one long, long contented sigh then smiled and
said "Oh my God, I've never never felt like that before. Oh my God. All
those hands. Oh my God."
Robert relaxed and we all relaxed and Linda said "Are you ready to go
again?" and Robert said "Give me a couple of minutes" and we laughed. We
had a fair idea of how he felt.
"Sit up now and drink this" Allison said and fed him his juices.
"So, big boy.... same time next week?" This from Linda.
"If I've recovered", he said and licked his lips.
"Oh you'll recover all right. But no doing it on your own between now and
Saturday otherwise you won't have as much juice to give us and it you wont
feel anywhere as good as you did today".
"I know".
"How did it feel with the nickers on?"
"Wonderful, absolutely fan-bloody-tastic".
"And the bra?"
"The bra? What bra?" and he looked down. "Wha...."
"You said you'd like to wear a bra...." Catherine said, stretching the
truth a little "... so we put one on you".
"And because you said you'd like to wear a bra we said you could wear the
bra and nickers whenever you were here, because you looked so good in
them. Don't you remember?"
Robert, hesitantly: "No, I don't".
"Well, you did. Come on. Pull the nickers up and come and look in the
mirror".
And we all told him how good he looked in bra and nickers and some men just
couldn't wear them at all, but he looked so good.... and so on.
By now he was standing in front of the mirror in my bedroom looking at
himself and Linda was behind him, with her hands around his body.
"Don't you think you look good in bra and nickers?" she asked. "In fact,
now I look closely, if you undid your pony tail - like this - and filled
these out...." and she patted the bra "... I reckon you could pass for a
girl. What do you think, girls?"
"A very sexy girl" Catherine added. "Don't you think so?"
"Well, no, I don't...."
By this time I had grabbed a dress from my wardrobe and was holding it in
front of Robert. "What do you think.... no, not that one, maybe this
one...." and I grabbed another from my wardrobe and held it in front of him
and said "Oh yeeees, this is you, this is very definitely you".
I think Robert was a bit confused about all this with five young women all
telling him good he would look as a girl, but we were so excited I could
see he was getting into the swing of things.
"Try it on, Robert, see if it fits" Linda said.
"Yes, Robert try it on. Let's see if we were right".
"Yes, Robert, try it on. Please".
"Please, Robert, please".
And so, reluctantly, he did. I'm sure that, had he thought of a reason he
thought we'd agree to he'd have tried to get out of putting on the
dress. I'm also sure he put it on to stop an argument, but, for whatever
the reason, he put it on.
And when it was on, when he was wearing my dress, well, actually a dress we
had bought specifically for Robert, guessing at his measurements, when it
was on we again told him just how good he looked in it.
"Would you wear the nickers and bra and the dress just for us next
Saturday, Robert? Please? Put them on when you get here. Robert? Please?
While we play with you" and I gave his crotch a friendly rub.
He looked at himself in the mirror for what seemed like five minutes but
was probably no more than thirty seconds then said "Weeeelllll, OK. But
only for you and only here".
"Oh Robert, thank you so much" we chorused. "Thank you so much. Only here"
we assured him, but I knew that, now we had him this far, there would be no
turning back.
CHAPTER 4
Things remained pretty much the same for the next two weekends - we played
with him all day Saturday and brought him, many times, as close to climax
as we could without him actually coming. We also made him play with his
dick and his balls, stopping him at the crucial point. Sunday was a repeat
of Saturday, except that on Sunday we did let him come.
There was, however, one minor change. Robert came to my place on Friday
nights instead of Saturday mornings and I enjoyed his tongue - oh, how I
enjoyed his tongue. We were at it, or rather he was at me most of Friday
night and again on Saturday morning before the other women
arrived. Following these sessions I was pretty exhausted, although probably
not as much as he after we girls had finished with him, but I was never too
exhausted to supervise him trimming the heart or to put the ribbons around
his balls and cock and made sure he changed into what he called his "girls
gear", the bra and nickers and dress. I suspect that, not only was he
servicing me on Friday nights and Saturday mornings with his tongue, but
also servicing the others on the other nights of the week. He certainly
seemed exhausted at college, but the extracurricular work didn't appear to
interfere with his studies.
During each Saturday session we collected his juices in the cup then fed
them back to him; Sunday we did the same, but also collected his semen
which we also gave him to drink. On one occasion he even mentioned he
tasted like strawberries. We told him that was probably because he had
eaten strawberries the previous evening; every session after that he
commented that "I taste like honey" or "I taste like cinnamon" or whatever.
The others were quite excited by this, mainly because they didn't think
we'd be successful in getting Robert into a dress. One day before class we
were all talking, in his absence, about him, and Linda said "If he likes
semen so much, do you think he wants someone else's?"
"What do you mean?" asked Catherine.
"I guess I was thinking aloud but.... It seems he's OK wearing girls undies
and a dress so I guess I was wondering how he'd like to be like a real girl
and suck a cock".
"Funny you should say that" I said, "because that's part of the
training. There's not much point in getting a guy to become a girl if he,
or she doesn't suck cock and then swallow".
"Wow. He's going to freak out".
"Maybe not. He hasn't freaked out yet, has he?"
The following Sunday we upped our training schedule.
We'd spent the previous day and the Sunday morning in the usual way,
bringing him to a peak then taking him away, bringing him up then taking
him away, each time getting closer, but being careful to keep the best
until Sunday afternoon. It was during the break that Allison said "Robert,
you know how great looking we think you are in girls gear.... well, I
think.... we think.. you should go the next step and wear make-up for
us". And she emphasised the 'for us'.
Robert's reaction was predictable.
"No way" and he continued in this vein for what seemed like several
minutes.
"Oh" we all said sadly. "And we all enjoyed so much playing with you, just
as we think you enjoyed us playing with you".
There was silence as he digested this, then "What do you mean?"
"Well" I said, "we had the impression you were happy being a girl for a few
hours each weekend, wearing lingerie and a dress and having your clit
stroked. You even said you liked drinking your semen and you even tasted
like strawberries or honey or whatever. But I guess we were wrong".
"No, no.. You were right. I did, I uh do enjoy it".
"So why won't you wear make-up for us?"
"Well I.... ahhhh.... I.... it just isn't right".
"What do you mean 'It isn't right?"
"Well, I'm a guy".
"Yes, but you're dressed like a girl. And girls wear makeup. So you should
wear make-up too".
As an argument, I didn't think it was very persuasive, but there was
silence for some time while Robert thought about it. Eventually he said
"Yes, OK. But only here".
"Where else?" I asked innocently.
"Cath" I continued, "you're the make-up expert. Why don't you take Robert
into my bedroom and make him up. He can learn properly later. Oh, and
there's an old wig of mine on a foam head on the top shelf of the
wardrobe. You could try that too. I don't know how it'll be; I had it in a
play I was in a few years ago. It'll give us some idea of how he'll look
when his hair grows and then we can style it one weekend." Better yet, I
thought, he can have it done at my hair dresser's. But I didn't mention it
aloud.
And with that Catherine and Robert went off to my bedroom leaving Alison,
Linda and myself to discuss a new name for our new sister. Roberta seemed
to be the obvious choice with Bobbi for short.
Catherine, meantime, had apparently told Robert that had he decided not to
wear make-up, we were going to stop the weekend fun for him and, even
though we knew how excited he must be 'after we played with you all day
yesterday and this morning', he just would have missed out not only 'now,
today' but also in the future.
An hour later they came back into the lounge with Bobbi beautifully made up
and sporting a magnificent erection inside her nickers. "Been enjoying
yourselves I see" I said.
They giggled. "Nothing like that. The more makeup Cath put on, the harder
Robert got. I think she's going to enjoy being a girl" Linda said.
The make-up job was amazing and the wig certainly suited him and Catherine
told us that Robert couldn't get over how much like a girl he looked.
He told us "If I didn't know it was me, I'd think I was a stunning young
woman. Pity I don't have any boobs".
"Oh, don't worry about that, Robert. We'll fix that later. And talking of
Robert.... With you looking like that, we can't continue to call you
Robert. We've decided you'll be Roberta and for short, we'll call you
Bobbi. Oh, and we'll refer to you as she, not he."
I could see he... she was stunned by this so I quickly suggested we resume
our rubbing and stroking. She was, obviously, happy to let us.
Later we called another break and we discussed other changes that needed to
be made - legs to be shaved, more underwear and dresses to be bought,
weighted bra inserts and so on.
"Before you go home, we'll give you a list of things to buy". And before
she could comment further, we started again, but this time, after we had
started fondling her, Catherine started whispering "Bobbi, let your
imagination run wild.... imagine you're a beautiful young woman.... and you
are.... and you're lying alongside your lover... and he's stroking your
clit.... lift your bum so I can put this pillow under you.... that's the
girl...." and while Catherine was whispering, we were all stroking,
somewhere.
During all this activity our dressmaking teacher, Kate, arrived and came
tip-toeing into the room. We grinned at her and she got straight to work,
taking Bobbi's cock from me and caressing and stroking it. And then Alison
was teasing Bobbi's anus with her finger nails and Bobbi was squealing and
then there was lubricant on Alison's forefinger and she was teasing Bobbi's
hole and then she was inside, gently, slowly, just a tiny way inside and
Bobbi was squeaking and still we all worked on her and still Cath whispered
and Ali was further inside and Bobbi was thrusting and moving her hips - I
had no idea if she wanted more of Ali's finger or if she was fucking Kate's
hand - but it didn't matter, and Ali was further in, all the way in and she
signalled to Kate to stop stroking and Ali was stroking Bobbi's prostate
and soon Bobbi was dripping into the cup, oh was she dripping and no one
was stroking her cock, just her balls and prostrate and it was pouring out
of her, she was filling the cup nicely with her juices and still she thrust
and still she worked Ali's finger.
"Do you think we should let her come?" I asked.
The others thought about this and then it was "Yes" and Kate went back to
Bobbi's cock and Linda was on her balls and Ali was still inside her and
Bobbi was coming, she was flooding the place and I was collecting it all in
the cup and she was so noisy I swear she could be heard three suburbs away.
And then there was no more to come, but still she pumped, then gradually
she slowed and finally she stopped and with a deep, deep sigh she stopped.
"Bobbi, beautiful Bobbi, sit up and drink this" Kate said and put her arm
behind Bobbi's shoulder and helped her raise her head so she could drink
more easily. She started to drink, then stopped as she realised the voice
she had heard was different than those she had been hearing all day. Her
eyes opened and she stared at Kate and then, quietly, very quietly she said
"Ooohhhh, shit".
"It's all right, Bobbi", Kate said. "In fact I think it's wonderful you've
decided to be a girl, to be just like us, don't you girls?" she asked us.
"But I haven't decided to be a girl. I'm just dressed like this for a bit
of fun".
"But surely that can't be true", Kate said, "You're so beautiful. You're a
beautiful young woman. Haven't you seen yourself in a mirror?"
I noticed that Allison had started to fondle Bobbi's clit again.
"Well, yes....."
"And don't you think you're a beautiful young woman?"
"Well...."
"Besides, now I've stroked you to climax and fed you your drink, which by
the way you couldn't get enough of..." - Bobbi colored at that - ".... and
seen you like this, you don't have much choice. In fact, you've solved a
problem for me. You remember I said earlier in the year that everyone in
the class had to make a dress and someone else in the class had to model it
at the end of the year.... Well, I was worried what we'd do because I
thought there'd be someone without a model to wear their dress. I shouldn't
have worried, because you can be the model; now everyone's dress will have
a model".
"Now, wa......"
"And besides, if you put up a fuss and refuse, then I'll just have to fail
you at the exams. And tell the others in the class you like to dress in,
well, dresses. And I'm sure that will get around school and you know what
the guys will say.... So you don't really have a choice, do you? Well,
actually, you do have a choice. You can wear a dress... or not. So.... what
do you say.... Bobbi?"
I could see Bobbi was stunned by this conversation, so I took her clit from
Allison and started to stroke her again. "No, let me", Kate said. "I
enjoyed getting her off so much, I want to stroke her again".
"Got me oooo..... oooooohhhhhhhh".
"You know, Bobbi", Kate said, as she continued stroking, "I didn't think
I'd ever say this, but.... You do have a nice cock.... sorry, girls, a nice
clit. Oh, by the way, I like the heart, especially as it's pointing to your
clit. Good one, Bobbi.
"And besides, we'll all help you be the best girl you can possibly be. You
wouldn't want anyone to know you were really a guy, would you? Next week,
when you've had your body waxed and you've got some new lingerie and
dresses, you better start coming to class as Roberta. Your hair is almost
long enough to style so don't worry until it is; if anyone asks just tell
them that last time you had it cut you decided to have a boy cut because
the weather was so hot. So.... what's your decision? To be girl, or not to
be girl? That is the question".
There was a long pause and I'm sure Bobbi's decision wasn't made any easier
by Kate stroking her clit. I suspect Bobbi was quite distracted. But
finally she said "Can I change my name from Bobbi to Ellie?"
"Of course you can" I said and with that comment from Ellie, Kate started
stroking Ellie's clit very fast and as Elli came Kate said "That was your
reward for making the right choice. Now you'll be able to continue to enjoy
us enjoying you and you won't be sorry. Being a girl is just so much fun;
wearing pretty dresses and lingerie, changing your look with make-up,
wearing a bikini - which reminds me, no, no we'll talk about that later".
A little while later I said "Now, I need to measure you so I can start
planning what I'll make for you for the end of the year. Oh Ellie, this is
so exciting. It's like having a sister who's just arrived who we have to
teach. This is so good, isn't it, girls? Now... what's your bust?....."
As I wrote the measurements down I said "We'll need to take these
measurements to a lingerie shop and get a the salesgirl to fit you. Oh,
and....."
"Pardon?"
"That's right. You need to start getting used to wearing girls clothes and
you'll need some shape, so you'll need a bra. And some nickers. Make sure
you get some lacy, feminine ones. Oh, and talking of nickers, now you're
one of the girls, here's a gift for you" and I gave Ellie the parcel I'd
bought earlier. "We were hoping you'd say 'Yes'."
"Now you'll need to take these measurements and go and buy some bras and
nickers and so on. NO, I've changed my mind; one of us will come with you
to make sure you get what suits you. Cath will go with you for make-up and
Linda will go with you for dresses and skirts and blouses and Ali will help
you with shoes and a handbag and I'll take you shopping for lingerie."
As Ellie unwrapped the gift I continued. "We'll tell the salesgirl what you
want and she'll help you. Oh, and we'd better tell her they're for you so
you can get the right size bra. If the salesgirl thinks they're for your
girlfriend, you won't get fitted and you won't get the right size."
"Fitted?" she squeaked. "For a bra? But...."
"Yes?"
"Nothing".
"And we'll get you a set of weighted breast enhancers. There's no point in
stuffing your bra with stockings. They're not the right weight and they'll
look lumpy and if you get the weighted ones it'll feel like you really have
got breasts which will help with your posture which will help with your
clothes and you'll pass more easily as a woman.
"You'll also need to have your body waxed. Your could use a commercial hair
remover but all they do is take the hair off at the skin so within a couple
of days you'll have stubble so waxing is definitely the way to go. Oh, and
some beauty salons don't wax the male bikini line so make sure you go to a
salon one who does. And make sure they wax your balls too".
During afternoon tea Ellie moved among us and we each teased her beautiful
clit through her new lace nickers and it wasn't long before she was quite
overwrought.
"Do you want me to stroke it?" she asked.
"Not yet" Linda said. "I want to play with your balls, see if I can get you
to come without touching your clit" and she started her game, each of us
watching mesmerised. She'd been working on Ellie for about fifteen minutes
when Ellie started to drip and as Linda continued to work her, she
continued to leak.
Alison joined them and said "Take off your knickers, Ellie so we can feel
you properly, then kneel on the table. You really like this, don't you?"
Alison continued.
"I do."
And as they continued to talk, Ali gently started to caress Ellie's arse
and Catherine joined them and started to collect Ellie's juices in the cup
then as she passed the cup to Ellie to drink, placed another cup under her
clit.
"What do you think about your drink?"
"I never even thought about it before, but gee, it makes me even more
excited than I am".
"That's what I like to hear" Catherine said, as she continued to feed
Ellie.
"Um, Linda, careful. We don't want her empty until we've each had a
turn". And Alison and I joined the others and stroked Ellie's body and
chest and Alison used her nails on Ellie's nipples and we each had a turn
on her clit. And then Ali continued to lightly stroke Ellie's arse and
Ellie was moaning quite loudly and Ali said "Open your legs, Ellie" and
Ali's fingers vanished in the crack of Ellie's bum. "Is that nice" she
asked, as she used her nails around the opening.
"Mmmhunhunhunhyeaaaahhhhsssss".
"I guess that's a "yes'".
I passed Ali the lubricant and she applied it liberally between Ellie's
cheeks and on her fingers and started to work her way in. "Relax, Ellie,
just relax" she cooed, and as Ellie relaxed, Ali entered her more and
more. And then Alison smiled and stood there, apparently not doing
anything, but in reality massaging Ellie's prostate.
"How's that, baby?"
No answer, but Ellie's dick was now leaking quite profusely and Catherine
now collected it on a plate and fed it to Ellie and Ellie licked it clean.
Ten minutes later, Ali asked "Do you want to come, Ellie?"
"Oh, God, yes. Yes, please, let me come, let me come".
"OK. Then you do it. Lie on your back and stroke your balls for us".
And as Ellie turned onto her back, Alli kept her fingers inside Ellie,
still massaging Ellie's prostate and Ellie did as she was instructed,
massaging and stroking and pulling her balls as her clit waved in the air,
all the while her breathing quite strained.
And then Linda, mercifully, decided to put her out of her misery. "You've
been a good girl Ellie, you can come now if you want. But stroke yourself
slowly".
As Ellie complied, she kept stroking her balls with one hand and her clit,
slowly, as instructed, with the other.
And they cheered her on "Look at her go...."
"Come on Ellie, come on, come, come...."
"She's going for gold...."
"Move, Linda or she'll shoot in your eye...."
And then it was time and as her hand started moving faster her body started
to move and her breathing became noisier and her body was moving on Alli's
finger and her moaning increased and her hand was faster and her body was
pumping and her hand was a blur and she was coming, oh was she coming and
she was flooding the room and the women were mesmerised as they watched her
finish her show for them and as her hand slowed and her breathing calmed
and her clit softened, she rested.
For some moments there was quiet in the room, and then a collective sigh.
"So, Ellie.... How do you feel?" It was Linda.
"Exhausted".
"Ready to go again?"
"You've got to be joking".
"Well, don't forget next weekend."
Elli raised her head.
"Both days? Saturday and Sunday?"
"Yep".
"Oh, my God."
"We're going back to our earlier routine. Play with you all day Saturday
and Sunday, come Sunday only. And t remember. There's one thing you can't
do and that's play with yourself. If you do we'll know and you'll be
punished. OK?".
"Yes. Sure".
She got off the table and stood naked before them. Their eyes didn't leave
her clit.
"And, Ellie, from now on you should call each of us 'Mistress'. Don't
forget to bring your purchases with you on Sunday. Your training to be a
girl will start properly with those things and progress from there. Now get
dressed and we'll let Jenny have her home back. And put your new knickers
back on. You have to wear them all the time now, and I mean to work as
well as here, so you better wash them when you get home so they'll be ready
for tomorrow. You'll need to wash them every night for the following day
until we get you your new ones. When you meet Mistress Catherine tomorrow
to buy your make-up she'll want to see visual proof you have your nickers
on."
"Come, on Ellie", Kate said. "I've heard you've got a wicked tongue. You
can stay the night with me".
CHAPTER 5
During the following week we each took Ellie shopping and each checked to
see she was wearing her nickers. By the time she arrived at my place for
our - my - regular Friday night licking, I could see she was quite excited.
The following morning, as we were having breakfast I asked her if she was
looking forward to dressing in her new clothes.
There was a pause while she thought about the answer and then she said "You
know, it's funny. When you all dressed me in the nickers and bra I went
along with it because it was sexy and erotic and I felt good, no, that's
wronh, I felt fantastic. Then when you all suggested I wear a dress and so
on I thought 'This can't be happening. Guys don't wear dresses', but I went
along with it, again because it was sexy and erotic. Now you're all going
to transform me into a woman.... well, almost a woman.... I am, I'm really
looking forward to it. I didn't think I would, but now, yeah, it's going to
be great, especially as you're all going to teach me how to walk and sit
and... everything. Yeah, it's going to be great".
I smiled at Ellie and thought 'Yeah, we are going to teach you how to walk
and sit and... everything'.
She continued "Can I get dressed in my new things now?"
I thought not and told her that the others would want to be in on the
excitement. "But go and get them and bring them down to the lounge room so
you'll be ready. Oh, and while you still have time, go and put on your
ribbons. Your balls and clit look so good and feel so smooth since you've
had them waxed, I know the others are going to want to feel you too. Don't
worry about the undies and dress, just the ribbons. You wouldn't want to
welcome the others with nothing on, would you?".
She did as she was told and I was amazed to see how good she looked with
the ribbon around her balls causing them to jut forward. I had enjoyed her
smooth balls the previous night and I had this morning been careful not to
touch her parts because I didn't want her to have an erection, although I
knew it wouldn't take much for the erection to appear. She was so used to
our hands - and implements - that she was hard almost as soon as one of us
just looked at her genitals.
The others, when they arrived, weren't too worried about Ellie's erection,
grabbing her and stroking her balls as soon as they walked in the
door. They, too, were excited about how she felt with no hair except for
the heart over her dick.. She was soon dripping and, once again, the cup
was used to collect her juices.
"Let's see what you bought" we all chorused when everyone had arrived. It
was just like Christmas or a birthday with gifts going everywhere. And I
suppose it was a birthday, of sorts, as it was the day that Ellie finally
dressed completely as a woman.
She undid the boxes and opened the parcels and we ooo'ed and ahhhed and
said 'fabulous' and 'great' and 'wow' and 'you'll look wonderful in that'
and 'seeexxxyyyyy' and then Cath said "Well, aren't you going to put
anything on and model for us?"
She put on the bra and as she reached for the nickers I said "Now, Ellie,
you've got to do something with that dick of yours. You're dripping
everywhere so you must use a panty liner inside your nickers and you must
use one all the time so you don't stain your clothes. Although if anyone
notices, it'll just look like you've finished a hot session with your
boyfriend. And..." I continued before she could comment "... talking of
dicks, you've probably noticed that girls don't have them...." big grin
from Ellie "... so you've got to hide yours so there's no bulge, or as
little bulge as possible, in your nickers. Girls don't get erections
either, so, when you're wearing girls gear you can't have an erection
either. You can't walk down the street with a bulge in your
dress. Although.....".
"Walk down the stree...."
"A figure of speech. Don't worry Ellie. There's not a lot you can do with
your dick except put it between your legs but you've got to do something
with your balls, too. Now you can push them back into your body and then
pull your dick between your legs to hold your balls up or... you can pull
your dick between your balls so there's one on each side of your dick and
if you get it right, when you've got your nickers on it'll look just like a
woman's mound with a slight slit in the middle and two small mounds on
either side. Your choice, but either way you've got to hide everything. I
don't suppose you need to hide them when you're wearing a dress or skirt
but if you decide to go to the beach, then they need to be hidden, so now's
a good time to practise and get it right. Oh, and don't forget, when you
pee, you're now going to have to do it sitting, not standing. Now, put
these weighted inserts into your bra. They'll feel just like you have real
breasts and they'll even jiggle a little when you walk."
And so the day progressed, with each of us providing Ellie with necessary
information as she put on each new piece of clothing.
By the time she was dressed she was starting to look good. "Now for the
make-up" Cath said. "You know how the make-up lady showed you?" she asked
Ellie, then turned to us. "We went to the department store near where I
work to buy Ellie's make-up and the assistant said to me 'Is it for you or
is it for her?' and then she turned to Ellie who still had her guys clothes
on. And then she proceeded, in fact insisted she make up Ellie in the shop
instead of me. With thousands of people watching. Lucky they were all
women. I don't know what would have happened if there had been any guys
watching. Maybe Ellie's luck might have changed." and she grinned at
Ellie. "How embarrassing."
'Good act Cath' I thought, because that had all been set up by Cath the
previous day. The make-up artist was a friend of mine who had helped me
transform one of my earlier male - now female - friends.
While we were talking, Ellie was applying her make-up and when she had
finished Cath said "Now, let's style your hair".
Over the past few weeks I had noticed that Ellie's hair had been getting
longer.
"I talked to Ellie about growing her hair when I did her first make-up
session a few weeks ago... " Cath said "... and this is the result. Just
the right length".
And finally the transformation was complete. We were stunned. Ellie was
breathtaking.
"You look absolutely fabulous" I said. "Good enough to eat".
"Which you were doing so well when we arrived on day one" Cath said.
"Jealous?"
"Yep" Cath said, and grinned.
"You are going to drive the guys wild" I said. I don't think Ellie heard
me, but the others did, and they nodded their heads in agreement.
Following lunch, we spent the afternoon teaching Ellie female things - how
to sit, how to sit showing just enough leg, how to put on, and take off
false nails and nail polish and so on.
And then finally, for the others to leave. No one during the day had tried
to play with Ellie and I was sure she was confused because, on all previous
days, we'd been all over her.
As the girls said their farewells, and agreed to return the following day,
I asked Ellie if she would like to stay the night.
"That'd be great".
"But no sex tonight for you" I said. "We want you to get used to wearing
your new clothes, get used to being a girl. OK?"
She was obviously disappointed, and sexually frustrated. "But... ," I said
".... I know you like licking me, so if you want a special treat, I'll let
you lick me. Come on" and I led the way to the bedroom.
"Take your dress off so it doesn't get crushed." And as she did so I
continued: "Watching you all day becoming a girl I'm so horny I could fuck
a goat. So.... on your back, bitch, and lick me."
I was both needy and greedy, and as her tongue started warming me up, I
turned around to face her feet and changed my mind and said to her "Stroke
your dick, Ellie, stroke your clit". She needed no encouragement.
Her moaning and mine drove each other on; she was now used to controlling
herself and taking her time and she was controlling both herself and me and
then we were both going for gold and as we got closer our voices got louder
and we were yelling and suddenly I was in a rodeo and Ellie was thrusting
and the horse was bucking and I thought I was going to be thrown and I put
in the spurs and Ellie was spurring her horse and it was bucking and then
the bell was going and the final thrust from the horses and the ride was
over and the announcer was cheering and the crowds were cheering and I was
on a winner and one of the stablehands was interfering with my mount and I
batted his hands away and I was passing the finishing line and still
fighting the stablehands hands and I was calming and I was calming and I
was dismounting and the stablehand was gone and Ellie was still erect and I
felt a little sorry for her, not climaxing, but I knew tomorrow would make
up for it all. And so we slept.
The following morning I considered what the day would bring. During the
previous week the other women and I had discussed Ellie's training and had
decided it was time to move to the next step.
Ellie had become used to us working her prostate both with our fingers and
vibrators and providing her with progressively larger and larger toys in
her rectum. Her Sunday climaxes were monstrous, with semen flowing in
larger and larger amounts and, obviously, she was drinking more and more
liquid from the cup. In fact, on several occasions she had asked for
'...more, oh, God, feed me more, please, please, don't tease me
now.....'. On many occasions, unfortunately for her, the well was dry.
When the others arrived on Sunday, Ellie was dressed and made-up as she had
been the previous day. We were all amazed how stunning she looked. During
a brief moment when Ellie was in the kitchen, we all agreed that the guys
would be chasing her and she would be able to pick and choose her lovers.
Our lessons in female deportment continued until lunch and during lunch we
asked her how she would like to have a 'lesbian lover'. She didn't
understand what we meant so Allie said "You're a woman now so you and one
of us make love. In fact, maybe you and all of us. What about it girls?"
I could see that Ellie was stunned; this was a departure from the previous
weekends when she had been the recipient of all the pleasure. Now she
thought she could use her clit to return the favour. "That would be
wonderful" she said.
We moved to the bedroom and the action commenced. Linda was Ellie's first
partner and while they both suckled each others breasts we each worked on
Ellie's clit. It wasn't long before both she and Linda were ready for
climax, and as Linda rode Ellie's tongue, we controlled Ellie so she
wouldn't climax too soon. We had also started working on her prostate,
opening her rectum with one of the larger vibrators.
During this time, Catherine had put on a strap-on dildo and as Linda was
coming, Catherine joined them on the bed, lying alongside Ellie. "Play with
me, Ellie" Catherine whispered. "Play with me. Stroke my cock for me".
Ellie's hand moved to her goal and as she touched the strap-on she started
to stroke it. "Oooohhhh, that feels so good" Catherine said. "Oh God, I
love my cock being stroked. I could take that all day. Could you stroke me
all day, Ellie?"
Ellie's reply was muffled as she still had Linda riding her tongue and by
now Linda was yelling and screaming as she climaxed. And as she climaxed, I
was interested to note that Ellie had not missed a beat as she stroked
Catherine's 'penis'.
And then, as Linda climbed off Ellie, Catherine moved up to Ellie's face to
replace Linda and Ellie's hand continued to stroke Catherine and as
Catherine settled on Ellie's chest she whimpered "Sweetheart, suck my dick
for me, oh, please my darling Ellie, suck my dick" and as Ellie lifted her
head to take Catherine's cock, Catherine slid the strap-on into Ellie's
mouth.
As she made love to Catherine's 'cock' I was amazed at how natural her
actions were; it was as if she had been sucking dicks since
puberty. 'Perhaps' I wondered 'it's because she really knows what she likes
therefore she automatically knows what guys like. Whatever.... she's very
very good".
And as Cath pretended to become more and more aroused as Ellie sucked her
'dick', Allison put on another strap-on and whispered to Ellie "I want to
fuck you. Can I fuck you, sweetheart?"
I was glad we had trained Ellie to take larger and larger toys and as Ellie
moved her head to accept the offer and said "Yes" around Catherine's cock,
Allie moved toward Ellie's arse and as she moved into place Ellie lifted
herself and spread her cheeks to make Allie's entry easier and as Alli she
entered her, the three women started to move as one and I grabbed Ellie's
clit and held on as she moved in my hand and as Ellie started to move more
quickly so Catherine and Allie moved to accommodate Ellie's needs and soon
she was moving faster, faster and she was moaning and I heard her muffled
voice say "God I love your cock, Peter, oooohhhh" and she was moving
faster, faster and my hand was still but she was moving in my hand and then
she was coming, she was spurting and Linda was collecting it all, Linda was
getting Ellie's semen and Catherine was dismounting and so was Allie and
Ellie was drinking and this was one of those times she wanted more than she
had given us.
"You know", I said, when everyone had recovered. "You would have enjoyed
yourself much more if Ellie had real breasts to suck on. Having your
breasts sucked is exquisite, isn't it, girls? And besides, I'm going to
have trouble designing my gown for you, Ellie, for the end of the year if
you don't have real breasts. I need to see your cleavage in my design so I
can't have a cleavage of false breasts, no matter how real they appear or
how much they jiggle when you walk. Tomorrow I'll get you some female
hormone tablets especially designed to increase bust size and you can start
taking them straight away. The sooner you start taking them the sooner
they'll start working, and that'll be good because your hair growth will
gradually slow and your figure will change so you'll look more and more
like a girl."
Ellie was quite pale by now so I continued "Or would you like me to speak
to Kate?"
There was silence for some time as Ellie silently debated if I was
bluffing, then finally she said "Ahhh that'd be great. I'd like that. I'd
like to have breasts, real breasts".
"That's good" I said "because from now on you're going to dress as a woman
as much as possible. You can wear your male clothes to class for another
couple of weeks while we make sure your femininity and female training is
up to scratch but you will have to wear your lingerie under your male
clothes. That's bra or torso and nickers, garter belt and stockings. And
some light foundation and make-up, just to get used to wearing it in
public. And wear your hair in a pony tail all the time. Each weekend you'll
continue your training and you'll wear different types of women's clothes
and change your hair style and make-up accordingly. Maybe you'll wear a day
dress or swim-wear or an evening gown. When you start going to class as a
woman you don't want to make a fool of yourself. And by then your breasts
will be starting to show and with summer coming, you can think about
wearing a bikini to the beach. Show off your boobs to all the guys".
I could see Ellie was stunned by all this but there were two more surprises
for her in store.
The first occurred one Sunday, three weeks later. We had spent Saturday in
what had become a regular routine; Ellie dressed fully as a woman and we
spent our time both training her how to act as a woman in public and
training how to be a woman in bed. I hoped the latter wasn't obvious,
because all we did was continue what we had done in the past, with more
concentration on the strap-ons, both orally and anally.
As we broke for lunch, the doorbell rang. "Get that for me, will you,
Ellie?" I asked.
As she opened the door to the remainder of the dressmaking class, she was
greeted with "Hello, you must be Ellie. We're friends of Jenny's from the
dressmaking class. Jenny invited us for lunch".
As our guests entered, Ellie turned to me and she was pale, almost white.
"It's OK" I whispered. "They don't know".
"Know what?"
"Nothing".
"No secrets, now Jen".
"Sorry. Can't tell. Yet".
Ellie's color was returning, and as we moved into the lounge room I
squeezed her hand and smiled at her.
Later, as we sat for lunch, and as Ellie poured the wine, Barbara, one of
the guests said "Ellie, how long have you known Jenny?"
Ellie looked at me and I said "Not long, actually, although I've known her
longer in another life".
"Another life? What do you mean 'Another life' Do you mean 'past life'?"
"Ellie's new".
"New?"
"Yes, she's a new girl".
"Jenny. Stop talking in riddles. What do you mean, 'another life' and
'she's a new girl'?"
"Weeeellllll.... You've all met her before.... in class..... when she
was.... Robert".
There was stunned silence and I thought Ellie would go through the floor.
"Robert? Rubbish. That's not Robert. You're not Robert. Robert's a guy and
Ellie's most definitely not a guy".
"She is".
"Rubbish". Then "Prove it. Lift your dress for us, Ellie."
"Do I have to, Mistress?"
"Well, Ellie, it seems the only way to prove it is...."
"Oh, Mistress".
"Ellie....".
"Yes, Mistress".
And she lifted her dress to reveal beautiful lace very female nickers and a
smooth female front.
"There, I knew Ellie was a girl" Barbara said.
"Ellie, I think there's only one thing for it; you need to drop your
nickers and take them off then open your legs."
There was an anguished wail from Ellie and as I looked at the others
'trainers' I could see they could hardly control themselves.
As she stood up and opened her legs her beautiful clit and balls fell from
between her legs.
Barbara and the others were stunned.
"My.... God. Amazing. If I hadn't have seen it I wouldn't have believed
it." And Barbara looked straight at Ellie and said "Your are stunning. And
look at your cock. Magnificent". Barbara turned to me and said "I suppose
you all get to play with it?"
"Yes, and Ellie, too".
I could see Barbara's eyes sparkle and she asked me "Will she play here? In
front of us?"
"Oh yes, won't you Ellie? Stroke it for the girls, slowly like we've taught
you. But take off your dress first so you don't get it crushed."
"Like you've taught her? This I've got to see".
And so Ellie stroked herself for the girls and lunch was forgotten. All our
guests were mesmerised and I could see 'the team' watching the guests. They
were spellbound. And still Ellie stroked clit then left it to massage and
stroke her balls and then she returned to her clit. And she did it slowly,
so slowly.
"Can I get you to do it my way?" Barbara asked.
"Of course."
"Ellie" she said "I want you to stroke your clit with just two
fingers. Your index fingers. And I want you to do it a lot faster than
you've been doing it."
'This was an interesting twist' I thought and I watched Ellie try to comply
with Barbara's request.
She didn't have much luck; the stroking wasn't a problem, but the speed
was. No matter how Ellie tried, she couldn't get any speed, as single
fingers kept on either sliding off her clit, or became hopelessly out of
sync.
"Would you like to see Ellie come?" I asked Barbara and our other guests,
when it was obvious not a lot was going to happen.
They were hypnotised by Ellie's ministrations to herself and nodded their
agreement.
"Would you like to stroke it faster, and with your whole hand?" I asked
Ellie.
"Yes, please Mistress. If you will allow me".
"Yes, Ellie you may stroke faster."
At that point Barbara interrupted me and said "Ellie, I want you to aim
down so you come all over your plate."
"Yes Mistress".
I nodded my head in agreement, surprised at Ellie calling one of our guests
'Mistress'. This was a twist I hadn't thought about.
Ellie's eyes were closed by now and I don't think she remembered she had
food on the plate. But it wouldn't have mattered; she was now so well
trained that, had she been aware, she still would have done as she was
told.
And then it was time. Our guests hadn't taken their eyes off Ellie's hand
since she started her self enjoyment and as she spurted over her food I
could see they hadn't blinked; they didn't want to miss one beat, one
stroke of the action.
And then it was over, she was empty and Ellie squeezed her clit to make
sure there was no more of her semen in her penis. Then she stood there,
waiting for us to tell her what to do.
"Would you like to get dressed now?"
"Yes, please Mistress."
"Well then you may do so. Then come and join us and have lunch. Oh, and as
you can see, you've got a rather large amount of your favourite flavouring
on it, too. Aren't you a clever girl?"
She blushed and joined us again at the table and the talk during lunch was
about Ellie and her training.
Later, when our guests had gone, Ellie and I spoke.
"Mistress, how could you have humiliated me like that?"
"Ellie, that wasn't the plan. We invited the others and didn't tell them
anything at all about you because we wanted to see how good our training
was and how well you would pass as a woman. They had no idea you were
anything other than the beautiful woman you are. Until you exposed
yourself. By the way, your performance was exquisite. The way you handled
yourself is a credit to you. I'm sure it was hard for you, Ellie, and I
don't mean your clit, I'm sure it was hard for you emotionally but as I
said, it was a test to see how well you'd pass as a female and the answer
is, without a doubt, you are now a female.Well done."
The second surprise was one evening two months later. Following Ellie's
successful transition at school, we had decided to put on a party to
celebrate Ellie's success. We were all dressed in evening gowns and
dresses, but we made sure Ellie was freshly waxed, both body and eyebrows
and wearing a long black sheath with a slit, almost to the waist up one
side. She wasn't wearing stockings or any other lingerie than bra and
nickers. We knew that, with a slit in the gown, her legs would be on
display and we didn't want anything like stocking tops or suspender belts
interrupting the display. And she was on display. Four inch heels
accentuated her legs. The gown was low cut in the front, just enough to
show her breasts and although they weren't, yet, fully developed, it was
possible to see that they were real.
Catherine had done her make-up, accentuating Ellie's eyes, and her hair had
been done in a French roll. We had, between us, bought her a gift, a
beautiful necklace whish she was now wearing. We told her that we were
having dinner in her honour as a graduation for her successful transition
to a stunning beauty. She was dressed like that, because she was the start
of the evening. The truth was that she was the star of the evening and we
didn't want the way we were dressed to detract from her night.
Linda had poured us each a glass of champagne when the doorbell
rang. "That'll be the caterers" I said and opened the door.
"Surprise" Kate yelled and ushered in, once again, the other women from our
dressmaking class as well as several men. As we introduced ourselves to
each other I noticed that Ellie had already attracted three guys, each of
whom was looking at her in admiration. I saw that she was shaking slightly,
but whether from fright, excitement or anticipation I didn't know.
The evening progressed well, with each of us - guys and girls - flirting
outrageously with the other sex. Ellie seemed attracted to one particular
guy - 'The hormones must be really starting to kick in' I thought - and
then it was time for everyone to leave and I noticed that neither Ellie nor
the guy she was talking to were around.
The following week at class I asked her what had happened. "Oh, this guy
wanted to take me home and I wanted him to take me home but I was scared
because I thought he'd want to come in and take me to bed and I'd want to
go to bed with him and then he'd find out I wasn't a real girl and I didn't
know what would happen; maybe he'd bash me or something. And I was amazed
at how I was thinking - I suppose like a woman. I guess it's the
hormones.".
"So what happened?"
Her face broke into a beautiful grin. "While I was hesitating he told me he
knew about my transition. Kate had told him about me and he said he didn't
care, he said he liked me for what I was now, not what I had been, and I
believed him and he came up and we went to bed and it was wonderful, just
so wonderful. I think one of you said I'd really enjoy being a girl and I
didn't believe you, but I do now. It is just so wonderful being a
girl. Thank you Jen, so much". And her eyes started to glisten and she
leaned forward and hugged me.
"Will you see him again, or was it a one night stand?"
"He said he wants to see me again. And again and again and again he
said. Isn't it wonderful? Oh, Jen, I think for the first time in my life
I'm in love. And we're so good in bed together. And I love the taste of him
and he tasted just like I thought he would, just like strawberries. And I
remembered what you or Cath or someone said, that men tasted like what
they'd eaten so I'm going to feed him all sorts of fruit; kiwi fruit and
mangoes and strawberries. And each time I taste him I'm going to think of
what you all did for me and I'll remember you always."
"So how many times did he....?"
"Oh God, I lost count. It was just so good having a man rather than one of
those strap ons inside me. It must be absolutely fabulous to be a real
woman and have a guy inside your pussy."
"What about you? How many times did you...?"
"Come? None. I had to satisfy him all night. But that's OK. My turn will
come".
"Are you sure?"
"Oh yes. He said he'd introduce me to some of his friends one night and
we'd all have a wonderful party."
"Do his friends have girlfriends or wives or boyfriends, you
know... lovers."
"He didn't say so. I think he wants me to entertain them like I entertained
him. God, the room will be full of semen. Can you imagine?"
I could, but I didn't want to spoil Ellie's obvious joy. I must confess I
wasn't overly excited about Ellie's immediate future, but it was her
future, not mine. I guess the important thing was her happiness and she
certainly seemed extremely happy at the moment.
"But don't worry, Jen. I'll still be your model for your dress and by then
my breasts will have grown and I'll make you all proud of me and it will be
my way of thanking you all for your help".
A couple of days later we were all - except Ellie - talking about what had
happened. "Told you we could get him into a dress" I said.
"Yeah, we know, we know. No need to rub it in".
"Remember what I also said? That the way to a guy's stomach is through his
dick. Control his dick and you control him."
I paused and looked around. I was a beautiful spring day.
"Anyone know another guy we can convert?" I asked
THE END