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A Wonderful Night In New York free porn video
This is my first submission, and my first work of fiction. I have
attempted to create a piece that is sweet, positive and fun, and I hope
it is worthy of Fictionmania.
"A Wonderful Night in New York"
I pulled the wig on, and there was Laura, staring back at me in the
mirror. I brushed her long, shoulder length black hair. It was soft and
straight, and I put a simple black headband on to pull it off her face.
Her face smiled at me through those beautiful, full red lips. Her bright
blue eyes highlighted with a darker shade of eye shadow gave her a
seductive yet innocent look. I always get butterflies in my stomach when
she looks at me. And I'm always surprised when I realize that I am she;
I am Laura.
I finished with my makeup and hair, and went back into my hotel room to
begin dressing. I was in New York City on a business trip. It was
horribly long trip with nine days of endless meetings. I'd been in IT
for many years and worked my way up to an IT supervisory role at a major
corporation. It paid well, but required far more travel than I liked.
Years ago I began bringing Laura with me on my business trips. I'd have
my meetings all day, usually go to dinner with clients or co-workers,
then head back to the hotel. I'd go to the gym for a workout, or maybe
outside for a run, then have some "Laura" time back in my room.
Sometimes I'd practice makeup techniques or maybe practice my feminine
voice; sometimes I'd work on styling my human hair wig. I'd begun using
human hair wigs a few years ago and I really enjoyed styling my long
hair. I always figured I could become a hair stylist if the IT business
went away. But tonight, I was going for the entire transformation.
I sat down on the bed and pulled on a pair of pretty yet conservative
black cotton panties. I then reached for my pantyhose, and began to pull
the shear black hose over my smooth legs. I've always been amazed at how
much I enjoy the feeling of pantyhose over smooth skin. The rush never
grows old.
I put on a strapless black bra, and in it I put my breast forms.
Expensive though they were, I found the forms were worth every penny.
They felt great, feeling realistic in weight while giving me a smallish B
cup profile. I pulled from my small hotel room closet a medium length
black dress, a new purchase from Nordstrom's online. I really liked it,
and it fit perfectly. It was off the shoulder with small ruffles on the
straps, and created a "v" from my shoulders to my chest exposing just the
slightest amount of cleavage. It zippered up the side, and fit me
beautifully, not too tight or too loose. It hung just above my knees,
and clung to my curves, sexy and sophisticated yet semi-conservative.
I pulled out my portable jewelry box. I chose a silver necklace with a
small silver heart. It was of medium length and hung over the smooth
area of my chest. I put smaller silver hoop earrings into the holes in
my ears, having pierced them many years ago under the guise of being
"alternative." I put on three silver rings and two silver bracelets, one
on each hand.
And then finally, I finished with my shoes as I put on my black 4" pumps.
I looked at myself in the floor-length hall mirror, and there was Laura
looking terrific. I was never a tall person, topping out at 5'7", and
thanks to running everyday, I was a slight 150 lbs. It killed me when I
was younger, always being one of the smaller boys in my class, never able
to play football. I came to accept my size later in life, and later
found it to be a blessing as I discovered Laura. With the pumps, I was
about 5'10" tall, and looked really shapely with my slim waist and perky
breasts.
I've remained in the closet my entire life. I married young to a college
love and never told her of my proclivity to dress. I'd sneak into her
closet and try on assorted items, but she never knew or suspected. By
the time I was 25, I had a wife, two children and a mortgage, and I was
extremely unhappy. My wife and I were a bad match, and I really do
believe we did our best to hold it together. We lasted five years, and
divorced amicably. Now 40, I never remarried and just immersed myself in
my work. I see my ex rarely now that the kids are in college, and I
don't think she has ever suspected me of being a crossdresser.
I started dressing many, many years ago. I'd grown comfortable with my
duality, living my life as a man but occasionally venturing into my
secret world of womanhood. I found crossdressing to be exhilarating.
Nothing took my breath away faster than seeing myself in the mirror when
the transformation was complete.
I hauled out the camera and portable tripod. Whenever Laura travels with
me, I always travel with my camera and tripod. And when I'm dressed, I
always take pictures. I've found that I need the photos to somehow make
the experience complete. For me, pictures are an important part of the
transformational process.
I set the timer and posed by the mirrors by the door. I felt great, and
I could tell that I looked great. Sometimes you know you did it right
and that you look good, and I felt it tonight. I took maybe a dozen
photos but quickly grew bored with the entire routine. I connected the
camera to my computer and downloaded the photos. There was Laura,
looking happy and sexy, with absolutely nowhere to go.
I think she is beautiful. She looks seven or ten years younger than I
am, maybe mid-thirties. A wonderful smile on her face, long hair hanging
down past her shoulders, red nails and full, red kissable lips. The
black dress is elegant on her. Her blue eyes twinkle, and her smile
would warm any cold heart. I'm so pleased with the image, so sure that
this is the ideal I'd been working toward for many years.
The longer I looked at the pictures, the more I was sure of my next step.
My entire life had been spent in the closet. I would occasionally
venture out, but only when I was absolutely sure I wouldn't run into
anybody. I'd gone for drives in the car, sometimes to a nearby park for
some pictures. I'd always go by myself, as no one I know personally
knows about Laura. I'd longed to go to a tgirl-friendly bar, but never
had the confidence to do it. I walked over to the full-length mirrors in
my room and looked at myself. Laura was looking great, and as near as I
could tell, completely passable.
It was late now on a Thursday, after 10:00. The Hilton I was staying at
had a second floor meeting area with a large registration/reception hall
that was always empty this time of night, and the elevators stopped at
that floor. I figured I could walk down the hallway to the elevator, and
if empty, take it to the deserted 2nd floor. I could walk around for a
while, then take the elevator back up to the room. Maybe, just maybe, if
I somehow worked up the nerve, I could go for a walk around the block.
I had a woman's winter coat in my suitcase. I always brought it with
whenever I traveled anywhere, just in case I ever got the nerve to leave
my room. I'd been bringing it with me for three years now, and it had
never been used. It was a cute and simple, medium length black wool
coat. I found my purse, and put two hotel room keys in it, along with my
ID, $20, my lip-gloss, a brush and my camera.
I took one more look at myself in the mirror. I looked great, and it was
now or never. I double-checked to make sure I had the room keys, and
then looked out the peephole to see if anyone was in the hall. The coast
clear, I opened the door, closed it behind me, and headed for the
elevator. It felt so great to be out of the room, and the adrenaline was
coursing through my body. My 4" pumps felt great on my feet, and I
loved the way my dress felt against my nylon-covered legs.
I made it to the elevator and pushed the "down" button. The elevator
arrived empty. I held my breath and went in, and headed down. Moments
later, the doors opened and I was on the 2nd floor.
I stepped off the elevator and looked around. No one was anywhere to be
found. The entire floor was empty. I walked across the empty hall, it
felt so good to be out of that hotel room. I walked over to the window
overlooking 52nd Street. It was dark outside, and seemed quiet. It was
close to 10:30. I stared out the window for a long time, wondering what
to do next. Common sense was screaming that I go back to the room, but
my heart was getting the better of me. Rarely had I ever felt so alive,
and the adrenaline was pumping hard and fast. I headed for the down
escalator. I decided to ride it down to the first floor and assess the
situation there. Since I had my winter coat on, I could always go for
very quick walk outside.
Even riding an escalator in heels was a new and exciting experience. I
made it to the bottom and straight ahead was the side exit door. To my
right was the hotel bar. It was huge, dimly lit, and almost empty. Two
people sat at a large, sprawling round bar. The bartender was busy doing
bartender stuff, and there was another couple way on the other end of the
bar sitting at a table.
I have no idea what made me do it, but I walked in and sat down at the
bar. The bartender looked up, walked over and greeted me politely.
"Good evening, can I get you something?"
"A glass of Merlot please," I said in the same feminine voice I'd been
working on for the past 20 years.
"Sure, be just a second." As he went to another side of the bar and
poured the wine, I put the $20 bill on the bar. He returned and placed
it before me, took the money, came back with my change. "Enjoy, and
thank you," he said as he smiled. Then he turned and went back to his
work on the other end of the bar. I couldn't believe it, what a
confidence booster! I really do believe that he had no idea who I was,
or the secret that I held!
I took a sip of the wine, stood up, and brought it over to a table near
the window. It was quiet there, darker and private. I took off my coat.
I figured I'd enjoy the wine then head back up to the room. I couldn't
believe how much fun I was having, how exhilarating this entire
experience had been and how good I felt about myself as Laura!
I slowly sipped the wine, savored every moment, and watched the traffic
go by outside the window.
"Excuse me, Laura? Is that you?"
I quickly turned to my right. I'm sure I looked like a deer in
headlights. No one had ever called my by that name.
"I'm sorry if I startled you."
It was a man. He was tall, about 45. He was standing over me with a
glass of wine in each of his hands. I had no idea who this person was.
I just continued to stare at him, unable to understand what was
happening. Did I know this person? How did he know me? My heart was
racing.
"I'm Andrew. I'm a friend of yours on Myspace. I've seen your pictures
on Flickr. I guess I'm what you would call an admirer..."
I struggled for words.
"Sorry Andrew, you caught me off guard...." I reached out and offered him
my hand. "It's a pleasure to meet you."
"My god," I thought, "what are the chances of this happening?"
He clumsily transferred the two wine glasses to his left hand and stood
there for a moment, holding my hand rather awkwardly. "I'm really sorry
if I startled you. I was over at the bar and I saw you come in. I
couldn't believe that it was you. I sat and stared for about 10 minutes
before I got up the nerve to come over here. I've always loved your
look, and I couldn't believe it when I saw you."
It was obvious that he was as nervous as me. I let go of his hand, and
motioned him to the chair next to me. "Would you like to join me?"
"Please, I'd love that." He pulled up the chair, and quickly sat down.
He nervously leaned forward. "Oh, here, I forgot to give this to you."
He handed over a glass of wine. "I asked the bartender what you were
drinking."
Andrew wore a relatively conservative dark suit and tie. He was quite
handsome. He had dark hair with very slight hints of gray on the
temples. He was tall, probably 6'2" and well built. Not a football
player, but someone who looked like he took care of himself by going to
the gym.
He continued "I saw you there. I couldn't believe it was you. I've
always been an admirer. I wasn't sure if I should come over and
introduce myself, but you seemed to be alone. I hope you don't mind."
Slowly I gathered my wits. This entire event was surreal, but he seemed
like a nice man, and I could use the company.
"I'm glad you came over," I said honestly. "But I'm shocked. I can't
believe you recognized me."
"I'm as surprised as you are," he answered. "And I can't believe that I
got up the nerve to come over here." He chuckled nervously, "I'm not
very good at picking up women in bars."
I asked him what he was doing in the hotel bar at the Hilton, and Andrew
told me that he was from Baltimore and in New York for business. He was
attending a marketing conference in the hotel, and was here for a week.
He'd just had dinner with some clients, and was sitting in the bar, bored
and killing time before he went back to his room and went to bed.
He had been married some years ago, and he and his wife divorced when she
left him for another man. "It lasted about 3 years," he said with some
remorse, "I loved her, but she found another option. That option only
lasted a few years too, and she's now on husband number four. It's too
bad, I really loved her, and I think she damaged me. I've never been
able to commit to another relationship since."
He was really sweet. I could see he was still hurt inside; relationships
can do that to us. "On the other hand" he noted with a smile, "if I was
still married to her, I wouldn't be here tonight with you. Here's to us"
as he raised his glass in a toast.
"Here's to us," I repeated. We "clinked" glasses and I had a sip. I
looked at him and asked bluntly ""So you like girls like me?"
Andrew looked down at his wine glass and smiled. "Well," he began
slowly, "I don't think I've ever actually met a tgirl before, I've only
looked at pictures, I've only been an admirer." He was speaking slowly
and carefully. "I've only been in relationships with genetic girls, but
I find tgirls to be incredibly beautiful. I think they are more aware of
what is sensual, and what is alluring. I was terribly intimidated by you
before I came up and introduced myself."
"Really?" I was completely surprised by that. "Why? What about me do
you find intimidating?"
"As we grow older I think we begin to understand ourselves better....our
wants and our desires. I have come to really admire and appreciate
tgirls. The amount of effort, the amount of time it would take to do it
right, the guts it takes to go out in public. A tgirl understands
better than anyone what a man wants and desires because at one point they
too were a man. But I don't think of myself as gay...I've never been in
that type of relationship. I'm sorry, I'm babbling, this in all new
territory for me."
"Don't worry Andrew," I said as I took his hand in mine, "there's nothing
wrong with wanting to spend some time in the company of a woman. I'm
extremely flattered that you find me attractive."
"That's an understatement," he said. "And what about you? Where do you
fit in the gender spectrum?"
"I've been doing this for years, since I was 10 or 12. I really started
to work on it after my divorce about 15 years ago."
"Are you married now?"
"No, that was years ago, but I never remarried. I tried to get back into
serious relationships more than a few times, but they never worked out
for one reason or another. I told a couple of girlfriends about me,
about my inner-girl, and they just couldn't handle it for one reason or
another. So I just kinda move along in life by myself."
"Look on the bright side, at least you have someone as beautiful as
yourself in your life."
I thought for a second. "That's an interesting thing to say. I suppose
my male and female sides do prevent me from entering a serious
relationship. Three's a crowd."
We chatted for a long time. We each finished off our glass of wine (my
second) and Andrew went and got us each one more. We really had a great
time chatting. I found myself falling into the role of the woman quite
easily, a role I was very comfortable in. And I really enjoyed Andrew's
company. He treated me like a woman, and he was a complete gentleman.
As the evening progressed, and much to my surprise, I found myself
attracted to this man. He was sweet and gentle, and very funny. Our
conversation was truly engaging, and I found myself leaning into him,
occasionally touching his shoulders and his hands. I would look into his
eyes and my stomach would flutter. I couldn't believe myself, but he was
very handsome, and I really liked him.
I eventually got up the nerve to touch his shin with my shoe. I slowly
rubbed my foot up and down his shin in just a small, flirty way. You
could see in his eyes that he immediately took notice. " Laura, I can't
tell you how much I'm enjoying this evening. If this was a date, it
would be the best date I've had in years."
"I know what you mean," I answered, "I haven't had this much fun in a
long time."
"I have an idea, let's go for a walk."
"Outside?" I know that was a funny thing to say, but I never gave the
next step a thought. "Actually, I love that idea!"
We stood up, and he being the gentleman, helped me with my coat. He was
tall, at least two inches taller than I even though I had my heels on.
"Let's go this way," he suggested. I held his arm and he led me straight
through the lobby and right out the front door. I could feel eyes on me,
but I don't think anyone thought of us as anyone other than an attractive
couple on their way out of the hotel.
The cool night air felt so good and so exhilarating. My heels were on
concrete, and we were walking down 52nd St. in New York City. I held on
to his arm, and he made small talk with me as we took a stroll toward
Central Park. I could feel the cool air on my nylon-covered legs and up
into my dress. I couldn't believe this was happening, and I was in
heaven.
We continued to make some conversation, but I think we were mostly just
lost in the moment. I had a really handsome man on my arm, and I think
he was quite happy to have me on his. We took our time, stopping
occasionally to look in shop windows. We eventually came to a small
boutique dress store, and stopped for a minute and looked into the
window. There in the window was a beautiful black dress, short and
tight, sleeveless and elegant, and really sexy.
I gasped, "my god, what a beautiful dress!"
"You'd look great in it."
"That must be $1000. Anyway, where would I wear something like that? My
hotel room?"
"Well, I was hoping that maybe someday we can do this again," Andrew
said. "I'd buy it for you in a heartbeat if I knew I'd get to see you in
it someday." He turned and looked at me, "and I hope I do get to see you
again someday."
I looked up into his eyes and my heart melted. I reached up and kissed
him on the lips. I think it surprised him, and it certainly surprised
me. A huge smile came across his face, and he leaned down kissed me
back. My arms wrapped around his neck. He had one arm around my waist,
the other holding my back. He was a really good kisser, and my heart was
racing. Our lips parted and we continued to hold each other, staring
into each other's eyes. "We should keep walking," he finally said, and I
agreed.
I can't begin to describe how good I felt as we walked back to the hotel.
He was so strong on my arm, and I felt so good about myself.
We made it back to the hotel lobby, and walked to the elevators. He was
such a gentleman, always holding doors open for me, and guiding me into
the elevator with his hand. He hit the "7" button, and I hit the "9."
We both looked at the numbers in the elevator for a second, then stood
wordlessly as the elevator climbed. The bell "dinged," and we were at
his floor. We looked at each other, and joined hands.
"Laura ...thank you for the wonderful evening. This was such an
unexpected and pleasant surprise."
I looked deeply into his eyes and gave him my slyest of smiles. I didn't
want the evening to end, and I knew right then and there that the evening
wasn't about to end.
"Can I be so bold as to invite you into my room for a nightcap?" he
asked.
I reached up and gave him a quick kiss on the lips. "I was hoping you'd
ask."
He took my hand and we walked down the hall to his room. He unlocked the
door and led me in. "Let me see what I can find around here to drink,"
he said.
"And I'll be right back," I said as I headed into the bathroom.
I closed the door and looked at myself in the mirror. I didn't see Laura
looking back at me, I saw me looking back and me, and I was Laura. It
felt like my second transformation of the day. For the first time in my
life I looked in the mirror and saw a woman, a real woman, with a real
body, and a real face and a real personality, looking back at me. Never
had I felt more the part, or had it ever felt more right and real.
I applied a fresh coat of lipstick, quickly brushed my hair and gave
myself one last approving look. As I came out the bathroom, Andrew was
standing near the television with two glasses of wine.
"I raided the mini-bar," he said, "and this is the best I can do." He
handed me a hotel water glass with some wine.
I looked into his eyes. "Andrew, this is perfect. Thank you for making
this such a wonderful evening." I took a sip of the wine, all the while
my eyes locked on him. I slowly put my glass down, and he put his down.
He took me into his arms and we kissed, long and deep, gentle and
passionate. His arms were around me, holding me closely to him. I could
feel his tongue in my mouth, probing and moving against my tongue.
I reached up and began to take his suit coat off. He struggled and
helped, and soon we had his tie off too. I maneuvered him over to the
edge of the bed, and with a very slight push, pushed him onto the bed.
Standing over him, I pushed him back, and I too climbed onto the bed. I
straddled him and pushed him back, almost all the way to the headboard,
then had him put his head back on a pillow.
"Laura, my god, you are so beautiful..." he said, his eyes dancing all
over me.
Straddling his waist, I leaned over on top of him and kissed him more
deeply than ever. His lips felt so good against mine, stronger than
mine. My hands were by his head, my hair falling over my face onto his,
as if we were in a tunnel.
I stopped kissing him and sat upright. My hands were trembling with
excitement as I began unbuttoning his dress shirt. I started at the top
and slowly worked my way down to his waist. I pulled his shirt aside,
and ran my nails against his bare chest. He was so gorgeous, so
masculine. I sat there for what seemed like forever, caressing his chest
with my hands. I leaned over and kissed one of his nipples, then the
other, and he groaned slightly, his hands now on my head. I moved back
to the first nipple and began to tease it with my mouth, flicking my
tongue on and around it. I could tell he was really enjoying this, and I
didn't want to disappoint him. My hand slowly worked its way down to the
bottom of his stomach, and continued downward until I reach his crotch.
I gently stroked and rubbed his hard penis through his pants, while
continuing to play with his nipples.
Finally, my hand left his crotch and I moved back up over his chest to
his mouth for another long and passionate kiss. He lay passively on bed,
yet his kisses were deeply passionate. I took my right pointer finger
and circled his mouth. He reached out with his lips and drew my finger
into his mouth. Shock waves coursed through my body as his tongue
caressed my finger. His strong hands ran up and down the sides and back
of my body, until his hands settled on my ass. He squeezed with both
hands while his tongue continued to perform magic on my finger. I
withdrew my finger and kissed him again. I couldn't believe how much I
wanted this man.
Once again, I moved down his chest. I raked my long red fingernails
against his nipples, nibbling and touching each nipple with my tongue. I
slowly worked my way down his stomach, until I was at his belt. My hands
undid his belt, and with a little help from Andrew, I was able to pull
his pants off in one smooth motion. He lay there with his head up
slightly, looking at me and not saying a word. I reached up for his
boxers, and began to pull them down as well. Out popped a very hard and
erect penis. He was cut, about 7 or 8 inches long. Not the world's
largest penis, but absolutely perfect.
I had never touched a grown man's penis before but I took it into my
hands, and very slowly touched the tip with my lips. It was incredibly
hard, and stood almost straight out. I licked the tip of it with my
tongue, then moved up and down the shaft, licking and kissing. I
wandered further down to his scrotum, and began sucking on his balls. My
fingers roamed over his lower body, touching his cock, inner thighs and
scrotum area. I moved back up to his cock, and slowly put it in my
mouth.
It was thrilling to have my lover's penis in my mouth. He was hard
because of me; he was throbbing because he wanted me. I never dreamed
of doing this, but it was exactly what I wanted. I wanted Andrew's cock,
and I wanted him to cum in my mouth.
My mouth began to slowly move up and down Andrew's shaft. I gagged at
first, but quickly figured out how to avoid the reflex. I took as much
of him into my mouth as possible, and I could feel his cock against the
back of my throat. I moved my mouth up and down on his cock with all the
passion of a new lover. Andrew lay there, trying to partake, but I was
in charge. He once tried to sit up, but I stopped him with my hand. He
was obviously enjoying my efforts, and I was having the time of my life.
I could tell he was getting closer to orgasm. His cock was harder than I
thought possible. I could feel his body starting to tense, his leg
muscles starting to tighten. My mouth continued working his penis,
rolling my tongue on his cock's head, then taking as much of it as I
could deep down into my throat. His stomach began tightening, and his
body began to roll side to side.
"Oh God Laura....I...thank you...." was all he could muster.
And suddenly, we were there. His penis tightened and his body began
thrashing. Warm cum came squirting out of his cock into the back of my
mouth. I swallowed as best I could, and continued sucking while more and
more of his sweet tasting cum continued to fill my mouth. I was
surprised by the volume, and how good it tasted. His penis continued to
spasm, and I continued to suck until nothing more came out.
Andrew begged, "Oh...please stop...oh god...so nice..."
I stayed there with his cock for a minute more, holding it in my hand.
Another drop came trickling out and I licked it with my tongue, then put
his shrinking penis back in my mouth for one last final suck. I sat up,
and slowly crawled my way back up his chest to his face.
He lay there, and smiled. "Thank you Laura, you're my dream girl. You
are so beautiful, such a great lover..."
I leaned over and kissed him once again on the lips. I looked into his
eyes. "Thank you Andrew, for a wonderful night. You are really special,
and this moment will always be special to me. And now, I have to go."
He understood.
I climbed off him, and picked up my coat. I still had my shoes on, and
that made my leaving very easy.
"Laura, will I see you again?"
"Maybe," I answered honestly. "We will have to wait and see."
"Can I call you?"
"Don't worry, I know how to get a hold you," I said. He started to get
up, and I held him down with my hand, "Goodnight Andrew." And I kissed
him one last, passionate time.
I picked up my purse and walked out the door. I stood in the hall for
just a moment, then headed to the elevators. It was late, and I needed
to work in the morning.
I made it back to my room, kicked off my shoes, and lay down on the bed.
I knew I would see Andrew again, probably tomorrow night. But for the
time being I was in heaven, just living in the moment. I had become a
new person, and I was very happy. I quickly dosed off, dreaming of
Andrew and the wonderful night I had just experienced.
Arisha
- 02.07.2022
- 11
- 0
