Shemales Porn Stories
Page 60

My night of first times!!!

I was sitting in the bar with my friends when she walked in. Black short dress, low cut neckline. I can see the garter straps holding her stockings. I think that is what caught my attention first. I had seen garters and stockings in movies but never in real life and her legs looked great. I couldn't keep my eye off her all night. I had to seem like a stalker with my eye's, I wasn't paying much attention to the conversation at the table with my friends she was lust at first sight. I had to make a restroom trip and when I walked out she was standing there. My heart skipped a beat and my stomach ... Continue»
Posted by Trudru 4 years ago  |  Categories: Shemales  |  
2006
  |  
94%
  |  6

MANDY’S STORY (Memoirs of a T.V. slut)

MANDY’S STORY
(Memoirs of a T.V. slut)







Introduction
Chapter 1 -Early feelings.
Chapter 2 -Evenings in and nights out.
Chapter 3 -A slut in the making.
Chapter 4 -Bizarre encounters.
Chapter 5 -The Club.
Chapter 6 -A working holiday in Amsterdam. (Fantasy)
Chapter 7 -A video star is born. (Fantasy)
Chapter 8 -Out in the wilds with Uncle John.


INTRODUCTION

My name is Mandy. I’m a transvestite with a bit of a tale to tell. In fact I’ve had so many adventures had I’ve decided to share them with you by putting them down in this book. But first, a bit a... Continue»
Posted by mandydaniels23 1 year ago  |  Categories: Anal, First Time, Shemales  |  
2005
  |  
100%
  |  7

Drama queen part two

Please read Drama Queen part one before starting this story

Drama Queen Part two.

About 2 pm on Thursday I heard the door bell, looking through the spy hole there stood Amy again fully dressed and made up. I let her in and took her coat. As I hung it up for her I felt her hands creep up under my skirt and round to the front of my panties and caress my penis.
“Steady darling” I said “You’ll have me ejaculate in my panties instead of your mouth”.
“What have you got that is poking into me, it’s very hard”. I added.
“Just a little something I hope you will enjoy”. Amy answered
“If it’s w... Continue»
Posted by hottvcarole 1 year ago  |  Categories: Shemales  |  
2006
  |  
100%
  |  3

I've dumped my boyfriend. Now he wants cock..

Me and Marc had been going out for 7 months. He's nothing that special to the eyes but he has a way with words. He could put a simple sentenced together and get any girl, any age, with any genitals?
I thought it was only a rumor going around that he was Bi-sexual so i ignored it completely because he was great in bed.

Tall strapping lad about 6'3", toned body, tanned skin and semi long hair about ear length. Long enough to twirl in your fingers while he's pushing himself into you.


After 7 months, he kinda gets boring. Like he lost interest in me and i lost interest in him. I actually ... Continue»
Posted by sophie101 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
2004
  |  
97%
  |  8

Luci........... My first.


LUCI


I only went into the bar on that stormy winters night because I was drenched, and I had to get out of the rain.
As I walked in a soft dark voice beside me said “Oh you're wet, you should get out of those clothes.” I turned and saw a lovely lady sitting at a corner table near the door.
Well I'm not the ugliest bloke in the world, but it's the first time an absolutely gorgeous woman has told me to take my clothes off as an opening line!
I told her I was very flattered by her invitation. I saw she was alone so I asked if I could buy her a drink?
She said “That would be nice.” So I... Continue»
Posted by cockhappy 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
2003
  |  
99%
  |  5

My first sex

I left home when I started college and had to take a part-time job delivering advertising leaflets in order to pay my way.

I had been doing the job for a couple of weeks when one houseowner, mowing his front lawn, asked me if I would like to do some Saturday gardening. He named the wage and I readily agreed.

I started that Saturday and after a couple of hours Tom called me into the house where cakes and soft drinks were waiting. He said he had an appointment and he left his wife Terri to keep me company.
Terri was a tall, graceful brunette with 48-inch doubleD breats that looked as if... Continue»
Posted by Dav10 3 years ago  |  Categories: First Time, Group Sex, Shemales  |  
1998
  |  
92%
  |  3

Party Favor(s)

My getting into Blue Mountain State U., in the early 1970's was a blessing in so many ways. For one thing it got me out of a bad living environment in my little "Hick Town". I got accepted on a Music scholarship, not Football or Basketball, like most Black students there at the time, so I had to make the most of it. Back then no one asked bout sexual orientation, but since I managed to become the Drum Major for our high school band it was assumed, that I was "lite in the loafers", for some reason. It just happened to be true, but like so many back then I buried it deep and tried to no... Continue»
Posted by Keith_Walters 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
1995
  |  
100%
  |  5

Gary's Dressup Sissy

When I was a teenager I lived next door to a guy named Gary. We were friends for years but drifted apart as he was 3 or 4 years older than me, so when he discovered girls I didn’t see him for a while. However, one summer he and his then girlfriend had a fight, so being at a loose end he would invite me over to watch movies and play video games.

One day we were watching a movie, when Gary suggested watching some of his dad’s pornos. I eagerly said yes. So for a few days we would watch porno from about 10 am till 4 pm when his mom came home. His dad seemed to have hundreds of movies. One mov... Continue»
Posted by palmorr 12 months ago  |  Categories: Anal, First Time, Shemales  |  
1996
  |  
100%
  |  13

Confessions of a first time dogger

I’d been dressing for some years at home before one day, I dared step outside climb into my car and go for a drive. I was dressed in my school girl outfit which was quite daring considering this was my first public appearance. I headed straight for a local dogging spot I knew. An old stretch of road that is now only used as a cut through for the odd bit of thru traffic. I drove slowly up and down passing a few parked cars and vans whilst cautiously looking at the drivers to see if they were looking. After a short while a guy who was parked up smiled at me. I drove back passed him once again to... Continue»
Posted by mirandacarlton 2 years ago  |  Categories: Anal, First Time, Shemales  |  
1992
  |  
100%
  |  6

Tranny Gas Station Attendant

This happened about ten years ago and I thought I'd share it with you all for your enjoyment and mine! Like I've said before, although I'm bi-sexual, I don't walk around checking out other guys, nor do I like to be intimate with one. Sure, some might consider taking a cock in the mouth or ass intimate, but I consider it just sex. When I say I'm not intimate with other guys, I mean I don't kiss or cuddle or anything like that. It's always just sex, with no strings attached.......usually! There are exceptions to any rule, and this experience is one of them!

... Continue»
Posted by panteeluvr 5 years ago  |  Categories: Shemales  |  
1992
  |  
98%
  |  16

My first time with a TS woman, the next morning

After sucking my new ts girlfriend and holding her close on the couch, we spent the night sl**ping together.

I woke with her in my arms. We were sl**ping on our sides and face to face. Her body felt so nice and warm against mine. Then I noticed that she was hard. Her cock was hard and hot and pressed against my cock.

I reached down between our legs and started to stroke her hard cock. Soon she woke in my arms and kissed me while I stroked her. She enjoyed my attention for a while then suddenly she jumped out of the bed and grabbed my hand. She pulled me to the bathroom and into the showe... Continue»
Posted by tsLove888 3 years ago  |  Categories: Anal, First Time, Shemales  |  
1991
  |  
21%
  |  8

PF's Black Romp and JoyceLynn's Awakenin

PF's Black Romp and JoyceLynn's Awakening

To start with you can see my profile at http://profiles.yahoo.com/joycelynntv1 which also has some phoito albums and my primary email address. I have a 360 page at http://360.yahoo.com.JoyceLynnTV1.

When my wife and I first met, our sex life was fantastic! She was a very sexual lady and always made herself available. She usually wore stockings and garter belt or thigh highs, high heel sandals, and something that was sexy and suggestive. We made love and had sex in every room of the house, including the kitchen while she was making dinner. Once I ... Continue»
Posted by JoyceLynnTV 4 years ago  |  Categories: Interracial Sex, Mature, Shemales  |  
1989
  |  
95%
  |  25

Old Black Carl (part 1)

Old Black Carl (part 1)

This is a true story that took place just as I graduated from High School.
I grew up in a small town, and there wasn't a lot of diversity. I had a very thin, smooth body, and long flowing hair that went halfway to my ass. In those days, I thought I looked like a rock star, and so did the girls. I did pretty well. I met a lot of girls from a town about 20 miles away, and I didn't have a car. But back then you could count on getting a ride if you hitchhiked, and I did so to hang out with the girls, often. And that’s how it all started.
I was dressed in a pair of jea... Continue»
Posted by cocksucker4bbc 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
1989
  |  
100%
  |  8

I Could Really Use Some Extra Money (Part 1)

Boy, I could really use some extra money, I was thinking as I walked over to George’s for a Saturday visit. Maybe George would have some ideas.

I arrived at George’s house. He greeted me once I was in the house with a kiss while he squeezed my ass cheeks. I loved the way he touched me.

I’d known George for two years, since I’d started mowing his lawn.

I lived with my Mom. She was a d***k and paid me no mind; I might as well have been living alone.

But George had taken a keen interest in me from the beginning.

We got some coffee and sat down to chat. After awhile, I brought up ... Continue»
Posted by ssup28 1 year ago  |  Categories: Shemales  |  
1985
  |  
100%
  |  6

How I developed a crush for transvestites

How I developed a crush for transvestites


I am a 33 years old woman who loves sex very much. My name is Desirè. With my boyfriend Errol we have a very happy and open relationship. Since I am also a bisexual from time to time we make love with another woman. We also had group sex a few times.

Last week I left home to go to my girl friend Natalie's summer place to have a threesome with her husband. Just when I was approaching the suburbs I noticed that I forgot my cellular phone. Since it was early enough I returned home.Errol had told me that he would go fishing. When I ent... Continue»
Posted by CDDilekGul 5 years ago  |  Categories: Shemales  |  
1983
  |  
17%
  |  8

A TV in the Shoe Store



I work at a ladies shoe store at a large metropolitan mall.
My name is Jillian, though my friends all call me Jilly.
Those same friends also say that I am blessed with a
beautiful face, and an athletic body! Pretty heady for a 30
year old woman whose ideas of athletics never got beyond
sports illustrated and Cosmo! But friends tend to flatter,
that is why we are still friends! I tend to dress with a
flare towards teasing. You see I always wear my skirts and
dresses a bit shorter than fashion demands, and I always
wear sheer reinf***ed heel and toe stockings. A habit
started by a ... Continue»
Posted by jillynylons 4 years ago  |  Categories: First Time, Shemales  |  
1985
  |  
99%
  |  36

Presurgery fun

So. I had back surgery the 2nd of May, was supposed to be there that day but my dr called me and had me come in the night before.

I forgot i was wearing my black baby doll under my clothes, what follows is my last sexual encounter in over a month now.

i got to the hospital and they took me into the surgery prep area to start with, and it was then and there i remembered i had my black baby doll on, and nowhere to hide it so i just went with it. and by that i mean i stripped down to it right in front of the sexy little nurse who looked at me kinda funny then said that's cute. She said here... Continue»
Posted by Caryli 1 year ago  |  Categories: Anal, Shemales  |  
1981
  |  
100%

Hotel Surprise

Working in the big city has it's perks and drawbacks. The other night some of my coworkers and I went out for a small celebration at a local restaurant. Everyone ordered drinks and we enjoyed our latest professional success. Finally the crowd thinned out and I was leaving with some others. One of the guys suggested a place near the art center for the city to listen to some soft jazz and blues. A few of us met there and were nursing drinks not really wanting to get d***k just feel good. I noticed an attractive woman sitting by herself at a small table. Our eyes met several times and fina... Continue»
Posted by biguy52x 3 years ago  |  Categories: First Time, Mature, Shemales  |  
1973
  |  
94%
  |  3

My Semale Girlfriend part 2

Andrea finished her smoke and too me by the hand and led me downsatirs to her "Fuck room" mirrors everywhere, big T.V. couch, chair, bed and a closet full of toys, everything a sexy shemale or bisexual guy could ever want. We stood in the middle of the room kissing and exploring each others bodies "sit on the couch, put your legs up....." She told me in a very commanding voice. I layed back sprad and lifted my legs, Andrea knelt down and stroked my cock licked sucked my balls. her tounge run up the lenght of my cock to the tip then bac down....I moaned and reached for her head, but she backe... Continue»
Posted by rockerroller 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
1973
  |  
90%

Submissive desires



Submissive desires


Sometimes fantasy becomes reality. That can be something very satisfying,
or even terrifying.

I love erotic stories and am a voracious reader of stories on the
internet. My favorites are ones about trannies or cross dressers being
dominated and used to please men. That's what I love, both in my fiction
and in my own sex life, to tell the truth. I've been cross dressing for
years, having finally given in to my urges to dress up and be the best
sissy slut I can be, and let me tell you honey, I am good! Somehow I
became fascinated with b**st stories,... Continue»
Posted by klammer 1 year ago  |  Categories: Anal, BDSM, Shemales  |  
1973
  |  
100%
  |  2