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Date: Fri, 16 Jun 2006 04:14:19 +1000 (EST)
From: Paula Thomas <paulabthomas@yahoo.com.au>
Subject: The Red Dress
I entered the hotel bar alone, nervous about my first time
alone in public while dressed as a woman. I was really hot
tonight, wanting a man in the worst way, a gentleman who
would appreciate my special charms. The red dress I was
wearing really looked great, classy and sexy all at once. I
was really looking forward to this, my first big night out.
I paused at the entrance to the bar, a tingle of excitement
running through me as I stood there on display, allowing
myself to be seen by all in my sexy red dress.
Hmmm yes, the red dress. An acetate and spandex fabric
called slinky knit, knee length, long sleeves and very low
cut. Wow, what a dress! And it fit like a glove too. I
had created some cleavage, using tape under my breasts, and
this dress allowed me to show it off. Several inches of
cleavage, along with my realistic breast forms, gave me the
look of being really stacked, and I loved it. Black patent
4" heels caused me to sway my hips in such a feminine
manner. I was really excited about the way I looked
tonight. Excited, and nervous, but I needed to be calm if I
was going to pull this off.
Getting ready at home earlier, I got rather aroused. Just
putting on a black garter and stockings, lacy black panties
and bra was enough to get me going. My hands shook with
excited anticipation as I did my makeup. At last, I could
slip on my new red dress, along with my blond wig, and check
myself out in the mirror. Wow, I thought, what a babe I
made. I knew I'd be having fun on this night.
Sitting at a small table in the bar, I ordered a drink
from the waitress. Looking around the dimly lit room I
noticed several men, sitting at the bar and at tables alone,
and all of them were looking at me. Checking me out,
actually, and I'll bet they liked what they saw. This was a
new experience for me, sitting alone in a bar, surrounded by
men and hoping to get picked up. A shiver of excitement ran
through me as I thought about the possibilities. God, I
thought, I really love this red dress and the attention it
brings me.
The waitress brought my drink, saying it had been paid for
by the gentleman at the far end of the bar. I looked in his
direction, gave him a smile, and held my glass up briefly,
before taking a small sip. He smiled back at me, then got
up and came over. I stiffened a bit with the uncertainty
that nervousness can bring. I hoped I could actually pull
this off. "Hi," he said, in a friendly tone, "may I join
you?" I smiled and gestured toward the chair next to me.
He was certainly handsome enough. He was perhaps in his
late 40's, about 6' tall, slightly graying at the temples.
Distinguished looking is the phrase that comes to mind.
"Hi," I said, smiling and trying my best to sound like a
woman. "I'm Ella. What's your name handsome?" I allowed
him to gently take my hand briefly, but I was really nervous
and I hoped it didn't show.
"I'm Tom." he replied, looking directly into my eyes.
Whoa, I thought, this guy's a come on for sure. "Tom
Bennett, from Detroit. Just in town for a seminar, and very
bored. Nothing to do in the evening except sit in this bar
and drink. Until you came along, that is. I really like
your dress, by the way. Sexy indeed." His warm smile
indicated he was really glad to have a pretty girl to talk
to.
"Well, Tom Bennett from Detroit, pleased to meet you, and
thanks so much for buying my drink. That was sweet of you,
and I'm glad you noticed my dress." I smiled at him, then
lowered my arm and lightly touched the back of his hand.
"I'll just bet we can find something a little less boring to
do this evening," I said as I lightly stroked the back of
his arm. The look in his eye told me he was very
interested. I slid my chair a little closer to him, hoping
to get things started soon.
We talked and laughed for an hour or so. Tom bought us
both a second drink, which had the desired effect. I was
slowly relaxing and loosening up. In fact, I had a bout
with the giggles over a silly looking guy at the bar.
Finally, I was able to get close enough to Tom to get my
hand on the inside of his leg. He made a little sound that
could have been a moan, as my hand slowly rubbed the inside
of his leg, missing his cock by only an inch or two.
He got the idea though, suggesting we get fresh drinks,
and retire to his room for a more intimate conversation, as
he put it. I smiled warmly and said, "I'd love to. I
thought you'd never ask." With that I allowed my hand to
lightly brush his now growing erection, as he gave another
little moan.
We hurried to the elevator, and after we were in he took
me in his arms and kissed me passionately, over and over,
exploring my backside with one hand while holding his drink
in the other. I loved it, and let him know it. Between
kisses I said, almost breathlessly, "Why did it take us so
long to get to this point?" His embrace became a little
more passionate as I said it. Finally, the door opened and
we rushed down the hall to his room. Once inside he kissed
me again and again, as his breathing became shallow and more
rapid.
"Tom," I said, breathing a little hard myself, "I really
want this," as my hand began stroking his now rigid erection
through his pants, "in my mouth baby." I fumbled with his
belt, finally getting it loose, then knelt before him as I
pulled his pants and shorts down. On my knees now, I purred
with delight at the sight of his beautiful cock inches from
my face. I licked my lips in anticipation of what was about
to happen. "Oh Tom, you're wonderful," I said, "I can't
wait." I leaned forward a bit, took his cock in my hand and
kissed the head, then began moistening it with my tongue.
He moaned with pleasure, as it stiffened more, veins bulging
and the head swollen. A small drop of come emerged, which
tasted wonderful. I knew I wanted more of that.
Slowly I took the throbbing, swollen head into my mouth,
as he gasped with delight. I moved my hand down to his
balls and slid my mouth down his rock hard shaft until he
was all the way in, then slowly withdrew it, until only the
head was in. Slowly I slid my mouth back down, then
withdrew again. He exhaled slowly, gasping with lust.
With each withdrawal I swirled my tongue around his shaft,
lubricating it further. He was gasping and moaning with
sheer pleasure, as I slowly sucked his magnificent, growing
erection. A little faster now, as I took it even deeper,
until my face was buried against his groin, then withdrew,
my tongue doing a swirl, then quickly sucked it in again.
Tom began responding to my rhythmic motion by thrusting
his hips into me as I slid my mouth down his shaft. His
hands found their way to the back of my head, as he pulled
me into him. "Oh baby, I love this. Faster baby, faster,
deeper," he said breathlessly, his passion like a runaway
train. By this point Tom was doing all the work, thrusting
his hips and driving his hot cock deep into my throat, while
pressing his hands to the back of my head, pushing my mouth
as far down as it would go. He was, quite literally,
fucking my face, and I loved every second of it, my arms
wrapped tightly around his hips.
Finally, but really too soon as well, he stiffened even
more, and his thrusting became almost frantic, as he gasped
and moaned in sheer passion. "Oh baby," he moaned, "that
feels so good. More baby, more." He thrust his swollen
member deep into my throat one final time as he pulled my
face tightly into his groin, and climaxed with an explosion
of sweet, delicious come.
He held me there, my face buried in his pubic hairs and my
mouth impaled on his cock deep inside me, as spurt after
spurt hit the back of my throat, his swollen cock recoiling
with each spurt. Somehow, I swallowed it all without
choking, and loved it. After what seemed like forever he
released my head, but all I did was slowly suck him again,
hoping for more of that delicious come. Happily, I was
rewarded with a couple of final spurts. Tom was now
completely spent, and collapsed on the bed in ecstasy.
I rose and sat down beside him, reaching for my drink on
the nightstand. After sipping my drink for a bit, I glanced
at the clock and said, "Oh dear, it's the witching hour Tom.
You've been a lovely date, and I love the taste of your
cock, but I must be going. Perhaps we can do this again
sometime. Anyway, I hope so." I stood, retrieved my purse,
and turned to leave. Tom was still lying on his back on the
bed, exhausted.
"Why are you leaving so soon Ella? It's only a little
after 11." He started to get up, but I motioned for him to
stay on the bed. "Oh god, best blow job I've ever had, and
she wants to run off. Damn!" he said, sounding very
disappointed.
"I just have to leave Tom," I said, smiling at him. "You
wouldn't want my carriage to turn into a pumpkin, now would
you." I opened the door, turned to say goodbye, and left.
As I walked down the hall to the elevator, very pleased with
my performance, my mind began wandering back to how all this
actually came about, how it started really. It was four
weeks ago today.
Ah yes, four weeks ago, I thought, as I recalled the
events back then. I was sitting in the nearly deserted bar,
at midnight, alone and lonely again. Hanna, the bartender
at the Blue Moon, came over to offer me another glass of
beer. "No thanks, Hanna, I've had enough," I said as I
nursed the last bit of beer from my glass, sighed heavily,
and started to leave.
"Wait a minute Hal," Hanna said from behind the bar. "Why
the long face all the time? You've been down in the dumps
for months now. What's wrong?"
"Well, jeez, Hanna," I replied wearily, "look at me.
Scrawny, short, balding before I'm even 30. I'm
unattractive as hell, and I have no sex life, no social
life, no friends. Nobody wants to be around a skinny,
homely wimp like me. To make matters worse, I think I'm
gay, but you have to be cute or macho to have gay friends.
All I get to do is watch gay porno videos night after night.
I don't have any hope at all."
"Your problem, Hal," Hanna said sympathetically, "is that
you're the wrong gender. Skinny and short is good if you're
a female, so maybe that's what you should be."
"Ha!" I retorted. "How the hell would I do that?" I
looked at her incredulously, not believing what she had
said.
"Well, I happen to know someone who could help. If you're
really gay, you could become a woman whenever you wanted to,
making it easier to pick up men." Hanna stared at me for a
bit, gauging my reaction. "You know the beauty salon at
Harbor Square Mall? Well, my friend Mary runs it, and she
has a private room in the back where she does
transformations sometimes. I could set up a visit for you,
if you'd like."
"What's a transformation Hanna?" I looked at her,
somewhat confused. "And why would I want to become a woman
anyway?"
"Hal, look at it this way." She said, smiling a bit, or
was it a smirk. I didn't know for sure. "If you're too
homely to attract gay men, become a feminine, attractive
woman and pick up straight men. There's a lot of `em out
there aching for the blow job they never get from their
wives, believe me. Any hotel bar on a weeknight is an all
you can eat buffet of horny businessmen. All you have to do
is look pretty and you'll get all the sex you want. A
transformation, since you asked, is a make over of sorts,
where Mary turns men into women temporarily. Or sometimes
permanently I guess."
"Hmmm, I dunno Hanna, sounds kind of kinky to me." I
lowered my head onto my arms, which were resting on the bar,
bemoaning the state I was in. "I mean, I don't look good
enough to be a woman. I'd just look silly."
"Silly? No Hal. Actually, I think it'll make you feel a
lot better about yourself." Hanna stroked the back of my
head a bit, feeling my pain. We'd been good friends for
several years. "Let me make an appointment for you with
Mary, to get the full treatment, in private. She even has a
rear entrance, so nobody will see you go in. Okay?" She
looked at me as I nodded yes. I was so desperate I was
willing to try anything. "Alright, I'll call you tomorrow
with the details. And trust me, I know you're going to love
being a woman." She gave me a smile, then leaned across the
bar and hugged me.
After getting the time of the appointment from Hanna, I
set out to go shopping, with a list Mary had dictated to
her. I had to purchase some women's lingerie items, shoes,
and so on. Mary would provide a wig and dress for the first
time, and after that I'd need to buy my own. While it
wasn't easy buying that stuff, somewhat humiliating
actually, I finally got it done. I hoped I'd bought the
right sizes, which I had to guess at. It wasn't possible to
try things on anyway.
I arrived at Mary's salon at the appointed time, 6 pm,
went around to the back, and knocked on the door. An
attractive, 50ish woman answered. "You must be Hal, so come
right in. I have everything ready for you. The salon is
closed now, so we're alone." She stood back and I entered a
brightly lit room with mirrors everywhere, a large sink,
chairs, and counters covered with cosmetics, brushes, and a
myriad of items I didn't recognize. "Have a seat in this
chair, Hal," she said, in a very warm and friendly manner.
"You're going to enjoy yourself tonight dear, so just relax.
And don't be modest, okay? For this to work we'll need to
be real open with each other."
I set the bag with my purchased items on the counter, and
sat in the chair. She had me take off my shoes and socks,
and shirt and pants, but I left my shorts on for the time
being. She started by washing my face and upper body, then
shaved off the few chest hairs I had, as well as a small
amount of facial hair. Leaning over me, she plucked my
eyebrows into a feminine shape. That hurt a bit. Then, she
handed me a razor and had me shave my legs. Finally, she
applied a moisturizer all over me, to soften my skin, she
said. I liked the feel of my smooth, shaved legs, as she
rubbed some moisturizer on them.
Studying my face, she chose a shade of foundation and
applied a light coat. "You really don't need much
foundation," she said as she worked, applying powder with a
large brush. "You actually have a lovely complexion."
Next, she highlighted my eyebrows with a light brown pencil,
then underlined my eyes. Black liquid eyeliner was next,
above my eyelashes, followed by several coats of lengthening
mascara. Finally, she brushed on a small amount of blush,
for a highlight, and then applied lipstick. My face, always
skinny and wimpy looking, now took on a decidedly feminine
look. I was beginning to like it. When I wasn't looking
Mary sprayed me lightly with a wonderfully feminine perfume
called "A Little Sexy." I loved it, and Mary thought the
perfume's name was appropriate for the occasion.
"Well now," she said, stepping back to admire her work,
"that looks better. I see now exactly what Hanna saw in
you. A female face, covered up by low self-esteem. I think
this is going to work just fine. Let's get out your
lingerie." She rummaged through my shopping bag, producing
a black garter, panties, bra, half slip, stockings and high
heeled shoes. "Nice," she said, smiling, "you did well.
These are exactly what you'll need. Now, take off your
shorts so we can get you dressed for the first time."
Burying my modesty, I took them off, blushing with
embarrassment.
As I stood there naked, Mary attached the garter around
my waist, pointing out that my female waist was somewhat
higher than my male waist. I sat and pulled on the
stockings, hooking them to the garter snaps, per Mary's
instructions, followed by panties and bra. Mary produced a
pair of very realistic silicon breast forms, saying her
salon sold them, as well as wigs and perhaps other items I
might like. Their weight surprised me. After putting on
the slip, I added my new black patent high heels and stood
up. And nearly fell down immediately. The 3 inch heels
changed the angle considerably. Mary said I'd get used to
them soon enough. I had to admit I was getting pretty
turned on at this point, wearing lacy lingerie, stockings
and high heels. It was a very different kind of feeling
though.
She went to a rack of clothing in the back of the room,
producing a long sleeve black dress for me to try on. It
fit nicely, so she pulled a brand new blond wig from a box
and placed it on my head, checking for fit, and for how well
the style went with my face. It seemed to be the right
choice, so she styled it a bit with a brush, then allowed me
to turn around and look at myself in the mirror. Wow! I
was a woman, a really attractive woman at that. Amazing
what some makeup and a wig can do. I just stared at myself
in the mirror. As I did, Mary attached a gold necklace
around my neck, and added matching clip-on earrings. I had
to admit I looked stunningly beautiful. The ugly duckling
had become the beautiful swan. Now I was really getting
hot.
"What's your female name?" Mary asked, as I admired myself
in the mirror. "You need a woman's name if you're going out
in public."
So taken by my image in the mirror, I barely comprehended
what she was saying. "What? Oh, my name? Hmmm, I'm not
sure," I said, without taking my eyes off my image.
Mary said, "Well, since you're reenacting the Cinderella
story, how about Ella?" As my gaze moved over to Mary's
image in the mirror, she smiled, and I beamed with delight
as our eyes met.
"Ella's perfect Mary. Thanks so much," I said. Just then
there was a knock at the rear door. Panicked, I said, "I
thought we were alone. You said,"
"Relax," Mary interrupted, "that must be your date for the
evening. Hanna arranged it." She walked over and opened
the door. There stood a tall, handsome man of about 30. A
hunk, if you will. Whoa, I thought, a date for me? Mary
invited the hunk in, and waved in my direction. "This is
Ella, and you are?"
"Aaron," he said with a nice smile, "and I'm supposed to
take the pretty young lady out on a date." He crossed the
room and took my hand lightly in his. "Nice to meet you
Ella. Hanna has told me about you, and I'm really pleased
to be here. You look absolutely lovely."
I lightly shook his hand, saying, "Thank you, I'm pleased
as well. What will we do on our date?"
Mary chimed in at that point, saying, "There's a nice
little club with live jazz just two doors down. You two
could go there for the evening." She handed me my shopping
bag, now full of my male clothes, and gestured toward the
door, urging me to go. As I started toward the door she
handed me a black patent purse, saying my car keys and
wallet were inside. She said I could settle the bill the
next day, when I returned the dress. She had really thought
of everything.
Aaron and I went out to the parking lot, where I dropped
my bag full of clothes in my car, and then it was off to the
club. Walking was still difficult in the heels, but we
walked slowly and I managed okay, although I was really
nervous. Inside the club we found a small table off to the
side and sat down. A jazz trio was playing a soft number,
allowing us to talk. Over several drinks we talked and
laughed, and several guys asked me to dance, but I said no.
Aaron flirted with me all evening, getting me really hot.
What a dreamboat Hanna had gotten for me, exactly the sort
of guy I stood zero chance of landing as a male. But as a
female I was really attracted to him, and, I think, he was
attracted to me. Hanna was absolutely right when she said
I'd love being a woman. I was having the time of my life,
giddy with excitement, and aroused at the prospect of an
evening with Aaron.
As the evening came to an end, we walked back to our cars,
but I was a little unsteady from the drinks I'd had. Aaron
suggested, no, insisted actually, that he would drive me
home. I could retrieve my car in the morning. When we
arrived at my place I invited him in for a nightcap, which
he readily accepted. I made us a couple of light drinks,
and we snuggled up together on the couch. He put his arm
around me and kissed me several times, saying how beautiful
I looked, how much he liked my perfume, how turned on he was
by me. I was really getting pretty hot by this time,
wondering if I should make a move, when he moved first.
"Hanna tells me you're really inexperienced with sex
Ella," he said softly, "so I was hoping we'd have a chance
to be alone. I think you need to explore your feminine
desires tonight, while you're feeling like a woman. Hanna
wanted me to help you with that, if you'd like me to."
"Oh yes Aaron," I said softly, "I just want to be a woman
tonight, and satisfy my man. I hope I'm not too nervous."
I moved my hand down to his knee, then to the inside of his
leg. "What would you like me to do?"
"Put your hand on my crotch Ella, and feel my cock. Hanna
says you've never done it before, and that you need to
experience it." Nervously I moved my hand up to his crotch,
wrapped my fingers around his erection and felt it through
the fabric of his pants. "Hmmm, yes, that's it. Do you
like it?" I nodded a yes. "Good, now unbuckle my belt, and
unzip my pants baby." I did as he asked. "Now slip your
hand in my pants and just stroke it until it starts to get
really hard." I began massaging his hardening cock with my
hand. I really liked how his erection was responding to my
touch. It felt a bit weird though, as I had never touched
another man's cock before. It was now becoming a rock hard,
throbbing erection. "Ummm, Ella, nice, really nice baby.
Now slip off my pants and get on your knees. You've got me
really hot for you now."
My desire for Aaron was raging as I slipped his pants and
shorts off, then slid down to my knees. I was pretty
uninhibited at this point, from the alcohol I guess. I
found myself staring at his rigid erection, only inches from
my face. "Do you want to kiss it Ella?" he asked. He was
really being sweet about this. I looked up at him and
nodded again, but I was really scared about what I was about
to do. "It's okay," he said softly, "kiss it if you want
to."
Slowly I leaned down, closer to his beautiful erection. I
was fascinated by it, and slowly, gently, wrapped my hand
around it. I could feel the muscles stretched taut, as it
became more swollen. I was really nervous now, afraid of
what was ahead. Finally, though, I couldn't resist, and I
kissed it briefly. I liked it, so I kissed it again, this
time lingering on the head, my tongue licking it. I was
really surprised at the smooth skin, almost like satin, I
thought. I caressed it with my tongue, slowly working my
way down his shaft, enjoying his manhood. Aaron said "It's
okay Ella, take it slow, and don't do anything you're not
comfortable with." What a neat guy, I thought. My fantasy
for several years now was to do just what I was doing,
although I hadn't figured on being dressed as a woman.
"We're reaching the point of no return Ella," he said. "If
you go much further I won't let you stop, so be sure this is
what you want to do."
I gazed up at him and nodded yes, that I wanted to
continue. "Okay Ella," he said softly, "take it in your
mouth baby, as deep as you want." I slowly took his cock
into my mouth. Hmmm, I thought, what a nice taste. I slid
my mouth down his shaft a bit, licking it with my tongue and
lightly sucking it. "Do you like it Ella?" Aaron asked
softly. I pulled it out and sat up briefly.
"Yes," I said, breathlessly, "I love it so. I want you to
teach me how to do it. Teach me what turns men on, and how
to get them to come in my mouth. I want you to come in my
mouth tonight Aaron, so I'll lose my virginity. Please."
With that I again took his erection in my mouth, sliding
down the shaft as far as I could go without gagging.
""Slowly move down, then up Ella," he said. "Use your
tongue to caress it, and swirl around it. Caress my balls
with your hand." He moaned a bit as I responded to his
words. My rhythmic up and down sucking got a little faster
as I got more excited, and I tried taking him deeper into my
throat. I found if I tilted my head back a bit it opened up
my throat, allowing me to fill it with his rigid, throbbing
cock. To better achieve this, I pulled him to his feet,
allowing my head to tilt back more.
More.
Now he stood before me, plunging his rock hard cock into
me, as I sucked voraciously. I was so hungry for him I
couldn't get him far enough into me. Aaron sensed my need,
and placed his hands on the back of my head, pulling me into
him as he thrust his member into me, deeper and deeper. It
was wonderful, better than I could have imagined. I loved
having his cock in my mouth, fulfilling my dream. He was
plunging faster now, his hips moving in time with me, as I
sucked him closer and closer to what I hoped would be a huge
climax.
He started to shudder, moaning and gasping in sheer
pleasure. "Oh yes baby, yes," he moaned passionately, "that
feels so good." I sensed he was about to climax, and I
instinctively tried to pull my mouth away, even though I
really wanted him to come in me. He held my head tightly
in place, not allowing me to pull off. I was in a state of
panic, trying to pull away, and afraid of what was going to
happen. My desperate fear was taking over, ruining my
pleasure. He was plunging deep into my throat, his hands
pushing tightly on the back of my head. "Oh yes Ella, yes
baby, it's so good," he moaned loudly as he reached a
massive climax. His come spurted into my mouth in a
tremendous explosion, blast after blast, and his grip on my
head tightened, as I gagged briefly and struggled to swallow
it all.
As I got over the shock of how hard he came I found he
tasted surprisingly delicious, and I couldn't get enough of
him. He plunged his swollen cock deep into me again, as
another spurt exploded into the back of my throat, his grip
on my head tighter still, with my face buried in his pubic
hairs. He shuddered, letting out a moan of intense
pleasure. Wow, I thought, what a climax. I loved every
second of it, and wondered why I had been so afraid.
Finally, he released my head and I cleaned him up as much as
I could with my lips and tongue. He slowly withdrew his
cock, stroking the back of my head softly. "Oh Aaron, that
was wonderful." I said breathlessly, looking up at him. "I
hope you'll let me do that again."
"Again?" he said, smiling, taking my hand to help me to my
feet. "We can do this as often as you like. You were
fantastic Ella, just the best. Wow! I'm sorry I had to
hold your head so tight, but I wasn't going to let you quit
after you'd come so far." I told him I was glad he held me
tight, as I really wanted him to come in my mouth. I was
just scared, and didn't know what was going to happen. I
promised him he'd never have to hold my head like that
again. We cuddled on the couch and finished our drinks.
Aaron wrote his phone number down for me, and made me
promise to call when I wanted to see him. He also said I
needed to take some time practicing dressing as a woman, and
just being a woman. My voice needed work, and I needed to
learn makeup skills, not to mention acquiring a full
wardrobe. A lot to do indeed, so I told him I'd call in a
week or so, which pleased him. He gave me a long goodnight
kiss and left.
The next day I returned the dress and jewelry to Mary and
settled my bill for the transformation, wig and breast
forms. It was expensive but worth every penny. I was
dressed in male attire and hated it. I couldn't wait to be
a woman again, and told Mary what I was feeling. She wasn't
a bit surprised. She gave me a list of cosmetics to
purchase, and we made an appointment for the following day,
so she could give me instructions on how to apply them. She
also gave me a long list of retail businesses and web sites
where I could buy clothing, shoes, jewelry, and other
accessories. She recommended I get my ears pierced right
away, which I did that day.
So, I went shopping, first at the mall and finally on the
internet, finding a huge assortment of items, many of which
I bought. I found myself wishing I could go shopping as a
woman, but that would come soon enough. I found a web site
that explained how to make cleavage, which I tried
successfully. I was having a ball, even if I was rapidly
draining my savings account. I didn't care. After my
cosmetics lesson from Mary, I began dressing as a woman
every night after work, practicing makeup, voice, walking,
gestures, and everything else feminine. Hanna was right, I
felt so much better about myself when I was a woman, like it
was meant to be. I was having a blast.
After a week of that I called Aaron, and he agreed to take
me out. I wore a rose colored silk blouse and black knit
skirt, 3 inch black patent heels, and coordinated jewelry.
I looked great, and completely feminine. He took me to the
Blue Moon Lounge, so Hanna could see me. She loved the
complete transformation, from mousy little wimp to beautiful
woman, and hugged me with joy. I thanked her over and over
for talking me into it, and told her she was right about it
making me feel so much better. After a couple of drinks
Aaron took me home, where I gave him a great blow job,
eagerly swallowing his come as he gently held the back of my
head, his cock buried deep in my throat. I loved every bit
of it.
Over the next three weeks I saw Aaron several times, and I
got better and better at my feminine presentation, and at
sucking his cock. We went out to different clubs, acting
like two lovers, walking hand in hand, making out in public.
One night we tried a new position, with me lying on the
floor on my back, and Aaron on top, fucking my face. We
both really loved it. Finally, after about 4 weeks, he said
I had become so good it was time to try going out on my own.
He wanted me to taste another man's cock. I shivered with
excitement, but sorry that Aaron wouldn't be going with me.
Sulking a bit, I turned to the internet for solace, and
found a web site for a women's clothing store called
Crossing Pointe. They were having a going out of business
sale. I found a red slinky knit dress in my size, on sale
for $9.95! What a ridiculous price, I thought, as I ordered
it. The overnight shipping cost more than the dress. When
it arrived I tried it on, finding that it fit perfectly, and
looked so sexy. It was really low cut, allowing for a lot
of cleavage. My first venture out alone would be that
night, wearing a low cut, sexy red dress. I couldn't wait.
Leaving Tom's hotel room, after giving him a great blow
job, my first with anyone other than Aaron, I approached the
elevator. Pushing the button for the lobby, I thought about
returning to the bar to see if anyone would be interested in
a little late night tryst. Just as the elevator went "bing"
a voice called to me from down the hall. "Ella, wait." It
was Tom, hustling down the hall, trying to zip up his pants.
"Listen," he said as he approached, "I've waited all my life
to meet someone like you, and I don't want you to get away
so easily."
"Oh Tom," I said, a little perturbed, "I'm really sorry,
but I just have to go." I didn't want him getting any ideas
about undressing me and finding out the truth. "Maybe I'll
come back tomorrow night, and if you're in the bar, well,
maybe we could get together again. Okay?" With that, I
stepped into the elevator. As the door closed Tom said,
"Tomorrow night, I'll be there." I smiled at him just before
the door was fully closed.
Walking through the hotel lobby I decided to return to the
bar and check out the scene. As before, my red dress
garnered a lot of attention for me, and I loved it. Sitting
at a small table I ordered a drink, and settled back to see
what might happen. Soon enough, a gentleman of about 50
approached, asking if he could join me. I nodded, and he
sat down. A bit of small talk, some leg rubbing, and we
were in his room in no time. I was definitely getting the
hang of it.
As he began kissing me hungrily, my hand slid down to his
cock, massaging it through his pants. He said, "Oh baby, I
really want to have you now." I tilted my head up a bit and
smiled at him, as I continued rubbing his bulging erection.
"Tonight, unfortunately, is my time of the month," I said,
looking up at him. I was learning fast. "But what I'm
wanting to do you'll like even better, big guy." With that
I kissed him passionately, then unbuckled his pants and,
dropping to my knees, pulled them off, revealing the biggest
cock I'd ever seen. "Wow, you're really hung," I blurted
out. "I can't wait to get that in my mouth." With that I
began kissing his huge, swollen member, licking a small
amount of come from the head. Grasping his enormous
erection in my hand, I took it in my mouth, sliding my lips
down as far as I could go. My mouth was stretched to the
limit as I sucked in and out, swirling my tongue as I
withdrew each time.
He was getting pretty hot already, pumping his cock into
me as I sucked down the shaft. "Oh baby, I love that. More
baby, that feels so good," he said breathlessly. I wrapped
my arms around his hips, pulling him into me, as I felt his
hands on the back of my neck. Pumping and sucking, he
gasped and groaned with passion, as I took him deep into my
throat, my head bobbing up and down on his throbbing member.
His hips pumped in and out rhythmically, thrusting his
swollen member deep into my mouth time and again. I was in
heaven, gripping his hips and pulling him into me. He let
out a passionate moan, saying, "Oh baby, I'm going to come
right now," and then exploded deep in my throat, as he
continued pumping in and out. His seed came in a torrent of
spurts, seemingly endlessly, as I eagerly swallowed it all.
He tasted wonderful, and I was hoping he'd never stop
coming. Finally, I licked him clean, and he helped me up on
my feet.
"Oh sweet baby," he said, "that was the best I've ever
had. Where have you been all my life?" He gave me a big
hug, and then kissed me passionately.
I smiled, sat on the bed, and took a couple of long sips
from my drink. He sat down next to me, as if he wasn't
done, but I was. "Oh, look at the time," I said. "Gotta
go. Thanks for a lovely time. Maybe we can do it again
sometime. But my mouth is going to hurt for a week, after
sucking that huge cock of yours." With that I giggled and
smiled, then got up, straightened my dress, and left. The
red dress strikes again, I thought, smiling, as I made my
way to the elevator. Not bad, all in all, sucking two cocks
in one night. My success had led me to a decision this
evening. It'll take some doing, but I think it'll be worth
it. From now on, I'll be living as a woman full time. I
thought I should go by the Blue Moon and tell Hanna. She
would be thrilled, I was sure.
The next night, I met Tom in the bar, and really sucked
him dry this time, as I pulled him down to the floor on top
of me, and let him fuck me in the mouth. He really loved
that, climaxing harder and more passionately than the
previous night. My "time of the month" excuse worked
perfectly, just as before. Tom begged to see me again, so I
gave him my e-mail address, telling him to let me know when
he'll be in town next. He'll have a difficult time going
back to his wife, I thought. Leaving Tom's room, I smiled
and giggled a bit, wondering if it was possible to suck a
thousand cocks in a year. Hmmm, I chuckled, as a smile came
over my face, on my knees, or on my back, either way I loved
it.