Shemales Porn Stories
Page 65

First time with a ladyboy at the San Francisco Sou

It  had been a long week at work. So I decided to go to the Sound Factory for a drink and maybe get lucky with the ladies. As soon as I got to the bar, I spotted a beautiful asian lady wearing leggings with pantyhose and a sexy little top. She offered to buy me a drink, who am I to refuse. So we had a few drinks and went to the dance floor. The music was pumping and we started to grind on the dance floor. After awhile she suggested we go back to her place to get a little more familiar with each other. I was tipsy and thought I noticed a small bulge in her pants but dismissed it to the effects ... Continue»
Posted by pog09 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 2323  |  
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Adventures of Lexi Pt 1

The Adventures of Lexi
Chapter 01 - The Transformation
It's not easy being a college freshman. After my eighteenth birthday last week, my parents told me
that they were cutting off my allowance. It didn't take long for me to realize that I needed a job, and
fast.
Since I needed a job with flexible hours, due to my full schedule of classes, my choices were limited.
After responding to several want ads, the only call back I got was from a babysitting company. The
hours were flexible, but were also usually on weekend nights. I guess this was a sacrifice I had to
make.
It didn't take long... Continue»
Posted by pr1456a 1 year ago  |  Categories: Shemales  |  Views: 2033  |  
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Tranny Night Out

Tranny Night Out and One Kinky Session
Guess I should start by explaining myself, as a young guy I always knew I was not the same as a lot
of my friends and enemies for that matter, girls had no interest in me at all apart from ones who were
long term friends.
I knew something was wrong but never worked out what it was till one evening whilst dating a girl
named Becky I had met on an online dating service who seemed to accept me for who I am.
We had been dating for 3 months or so and I always loved the feel of her stocking clad legs and
seeing her in sexy lingerie, but I secretly was al... Continue»
Posted by pr1456a 1 year ago  |  Categories: Shemales  |  Views: 852  |  
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TRAP

I was dating this 27 year old fox. And I was luvn it. You See Im 44 years old a lil overweight and I have a 5 inch cock! So you can imagine my surprise when I picked this little honey up at the bar d***k and the next morning she didnt want to leave!
The first night I got her home and we dove into bed Im 6ft 230 lbs with strong arms and long flowing hair We sucked each others tongues at first. I felt that tight body up and my lil boner was diamond hard. I got up to get her a liquor drink and I let my eyes feast upon this 5ft 8in beauty 115lbs of pure sin. She wore a size six shoe and had a bi... Continue»
Posted by playingroles 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 3710  |  
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Sissy Training Assignment 1: For all Sissies wishi

Sissy Training Assignment 1:

Now the first assignment is pretty simple. Just fill out and answer all the questions below and then send it to me at mastersissytrainer@gmail.com . You do not have to fill out all fields but the more you fill out the better your grade will be. Also fill free to send me a picture of you as well but that is for bonus points and is completely optional. Also I will not be posting personal information, such as real name, address or phone number, unless given permission.

Sissy Personal Information
Sissy Name:
Real Name:
Address:
City:
State:
Zip Code:
Phon... Continue»
Posted by mastersissytrainer 1 year ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 762  |  
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Sissy Assignment 2 (Novice)

Sissy Assignment 2 (Novice)

This assignment is for new sissies to complete. However, I welcome all sissies to give this task a try and some of the more experience gurls can show some of the newbies how it's done.

Part 1: Sissy Mind Set
To begin I want to make sure you are in a good sissy mind set. You need to be submissive, slutty and ready to serve your master.
So this first part is a daily task I want you to complete. To get your mind into sissy mode I want you to go to the links below and watch these clips beginning to end without touching yourself. You will need t... Continue»
Posted by mastersissytrainer 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 720  |  
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Would I be happy if I could remember...

My story began a few years ago when I was in college. My roommate decided
to let his girl move in with us and although it is annoying working my
schedule around their love life, she was very hot and I didn't mind the
occasional show when she would run from her shower to their bedroom. I have
to admit. My roomie was a lucky man. That girl had to have the nicest
breast on campus and an ass to die for.

Eventually as most love stories go, things fell apart
between them she had somehow talked my roommate into moving out. I should
have known she wore the pants in that relationship. How do... Continue»
Posted by urgonnaputthatwhere 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 2112  |  
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A Job In The Theatre

A Job in the Theatre
Chapter 20 -- Gary becomes Gayla
"Be a dear and get that bag from the car," Paula winked.
"Sure," Billy said stuffing his erection back inside his leather pants. He stood, and for just a moment,
was right next to Gary, almost touching. Gary could feel the heat waffling off of Billy. He looked so
obscene with that erection dominating his leather pants. You could see it a mile away. Gary could
never go outside looking like that. Billy could care less.
Billy looked Gary in the eye, had that crooked little smile of his. Gary couldn't believe what he had just
agreed to.... Continue»
Posted by pr1456a 1 year ago  |  Categories: Shemales  |  Views: 407  |  
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CD And Trucker

CD Adventures Truckers Ch. 02a
Part 2A: Portland to Bakersfield
I turned....
At least four things went through my mind the moment I heard Hank ask me to go along with him.
- One my wife was gone for at least 2 weeks so that was no problem.
- Two, with wireless connection and my laptop I could take my job on the road.
- Three, I had hardly any clothes in my bag that I was carrying. All the clothes in the bag were girl
clothes; my boy clothes were in the back seat of my car.
- Four, my ass (oops, my pussy) was on fire and now stinging a bit from Hank's big cock taking my
virginity just ... Continue»
Posted by pr1456a 1 year ago  |  Categories: Shemales  |  Views: 1488  |  
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Art Student

It was the beginning of the semester at the Art Institute and I was pretty excited about my new schedule. Professor Ludovian always brought interesting nude models to his classes, and his tips on how to draw the human body were most useful. I had learned a lot in the intermediate class but now in this advanced class, I knew the professor was going to be more demanding.
Ludovian greeted his students with a grin and a wave of his extremely thin and graceful hands, the hands of a maestro, someone who had mastered the art of drawing the intricacies of the human body. "Hi Daniel, good to see you ... Continue»
Posted by latinCharm 1 year ago  |  Categories: Anal, Mature, Shemales  |  Views: 1841  |  
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Finally

About a month ago I was away at a course. I noticed a guy across the room named Devin who was well dressed and had very feminine features. I sat with him at lunch because I had a feeling that he was a cross dresser or at least gay. Now I've been bi curious for a long time and have had close encounters, but nothing so far as to satisfy my appetite for cock/cum.
Over lunch we had a lot of discussions about the course and finally led to a conversation about what we do for fun. Devin told me he was a real clubber and liked to club as much as time would allow. At this point I felt a little ... Continue»
Posted by wantingtobiagain 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 946  |  
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Just Like Being Girly For A Man


I've just been thinking how nice it is for a sissy to be able to be in the feminine role with a bf. I'm lucky in that regard in that my bf likes me to be girly and I really like to be girly for him. nothing like being the soft feminine girly boi that I am and being in the passive roll when being made love to. being the receiver and not the giver in the penetration. course sucking his cock is also pretty girly isn't it?

my sissy pussy just loves the feel of a hard cock entering me and the the slow movement as he penetrates me further, then feeling him completely inside me. laying on my bac... Continue»
Posted by sissygirl 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1813  |  
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xdresser foxxiroxxi fucked by daddys poker buddies

Well its all my daddys fault he made me dress up like a slut everytime he had a poker night to serve drinks and give massages the cheap bastard would not pay a girl to do it so he made me do it. I cant really complain but as after the first couple of times the awkwedness went away and I started to enjoy it when I got compliments and started getting better tips . My daddy was getting a bit annoyed and tried to stop me doing it but the players insisted that I was to be there waiter. This is when it all clicked into gear as it was my daddy who wanted this and now he cant stop it ,so I thought i... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1531  |  
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A Reluctant CD Meets the Gang

I was at the office and I guess I must have been a little quiet because I scared my coworker, David in the next cubicle to death, almost. Sometimes I take off my shoes and work in my socks and when I stood behind him and cleared my throat, I wasn't sure if he was going to hit me, shout, sit dumbfounded, or be incredulous about it.

He was looking at some rather hardcore porn where a few guys were makin' a girl airtight while she was tied up. I guess I was looking a little too interested myself. This gave him an opportunity to save face about what he was looking at.

"You like?" he said c... Continue»
Posted by LeslieStone 1 year ago  |  Categories: BDSM, Group Sex, Shemales  |  Views: 1361  |  
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A Night To Remember

A Night to Remember
I have always had a strong fetish for stockings, garters, sheer panties, heels and other sexy lingerie.
I've always required my women to dress this way for me. Even when I walk through the lingerie
section in a department store or Fredrick's and I can't help but want to look at the panties and
stockings, I want to feel and touch everything and I become aroused.
Well, a few years ago, I dated very sexy women that loved lingerie and she was also very kinky. She
was bi, loved to be in control (gentle...nothing harsh) and one night when we got back to her place
she told ... Continue»
Posted by pr1456a 1 year ago  |  Categories: First Time, Shemales  |  Views: 687  |  
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A Night Out To Remember

A Night Out To Remember
I had known Sue for almost five years but had known Liz for a lot longer. We had met while she was
still at school although I was four years older we still became good friends. After she left school I
helped her with her college work and more importantly when she needed advice about boys and later
girls. I helped her pass through that difficult stage when she was just discovering her sexuality. She
soon became aware that although she liked boys she liked girls a whole lot more.
It was difficult because we lived in a small country town and everyone knew everyone el... Continue»
Posted by pr1456a 1 year ago  |  Categories: Shemales  |  Views: 291  |  
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part 2 from taken in public

ello this is an adult story if you are not over 18 please close this page immediatly. This
story deals with crossdressing gay males if you are offended by this type of material please
close this page also.

Thanks for all the replies to my first story; sorry it has taken so long but school has
started (college for all you perverts=:) so I have not had much time to write.

As I left the movie theater my mind was racing; I could not believe what I had just did
and what that man did to me aswell. The hot air hit me as I left the movie theater; standing
on the corner waiting for th... Continue»
Posted by kellyblue66abc 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1383  |  
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Getting back at the bully

Hi, my name's Rose Marie, and though you may have already guessed, I'm a hermaphrodite. Don't let that fool you though; I'm not some wimpy little girl. I'll admit I can get a little rough, but I can be laid back too. I just turned 17, and just like a lot of other people, the good 'ol hormones are ragin, but I do a lot better job of hiding them from most people, when I want to that is....

I'll be a junior in high school this year, I’ve had a mostly quiet summer. I have dark red hair, I put some white streaks in it with one of those hair styling kits, I’m not trying to be the center of attent... Continue»
Posted by wheels1825 1 year ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 4614  |  
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My first time being taken dressed as a woman

I'm a 42 year old married bisexual guy, slim built, average height and shaved below. Ive had a few encounters with other men but none dressed as a Woman.
Ive had fantasies for years about wearing women's clothes and make up. Unfortunately I haven't had much opportunity for either, that was until a few months ago.
As it turned out my wife would be away for 3 weeks and opportunity presented itself. I quickly got down to planning and slowly but surely a plan came together, well sort of anyway.

I went online and ordered some womens lingerie, wigs, panties, make up and a few slutty costumes, ... Continue»
Posted by jimbo70xyz 1 year ago  |  Categories: BDSM, First Time, Shemales  |  Views: 4019  |  
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A Night on the Town: Part 2

Thanks for reading my first post. Here is part two, hope you enjoy!

The next Saturday night, I was sitting nervously on my couch, waiting for her to arrive. That morning, I had finally found the courage to call Gina. She was angry at first that I had waited a week to contact her, and told me that we were going out tonight. She had made me give her my address, and told me she would be stopping by at 8:00. She told me to make sure I was freshly showered, and that I had shaved everything below my neck, by the time she showed up.
While I was waiting, I started thinking back to last w... Continue»
Posted by thomas1927 1 year ago  |  Categories: Shemales  |  Views: 853  |  
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