Shemales Porn Stories
Page 73

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 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
3709
  |  
56%
  |  3

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 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  
761
  |  
100%
  |  3

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 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
762
  |  
100%
  |  3

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 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
2109
  |  
92%
  |  3

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 2 years ago  |  Categories: Shemales  |  
407
  |  
100%
  |  1

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 2 years ago  |  Categories: Shemales  |  
1497
  |  
100%
  |  6

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 2 years ago  |  Categories: Anal, Mature, Shemales  |  
1841
  |  
100%
  |  9

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 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
947
  |  
100%
  |  4

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 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
1813
  |  
100%
  |  22

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 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
1532
  |  
88%
  |  2

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 2 years ago  |  Categories: BDSM, Group Sex, Shemales  |  
1361
  |  
100%
  |  7

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 2 years ago  |  Categories: First Time, Shemales  |  
687
  |  
100%
  |  4

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 2 years ago  |  Categories: Shemales  |  
287
  |  
100%
  |  2

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 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
1384
  |  
100%
  |  4

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 2 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  
4616
  |  
100%
  |  6

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 2 years ago  |  Categories: BDSM, First Time, Shemales  |  
4028
  |  
100%
  |  13

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 2 years ago  |  Categories: Shemales  |  
857
  |  
100%

The Meeting - Cortney and CiCi (Part 1)

The Meeting …

Cortney could not keep herself from thinking about the upcoming date with CiCi as she sat in the luxuriant bath water and shaved her legs. She planned to fuck the glam slut whore long and hard. But first, the metamorphosis to turn her into the dome bitch - Cortney.

She rose from the bath, patted herself dry and admired her slim male body in the mirror. Her soon to be she-cock rose to attention and she fondled herself. She thought of CiCi and stroked her cock. This was the last time she would be a male tonight, and she played with herself only briefly. In the next roo... Continue»
Posted by Cortney101 2 years ago  |  Categories: BDSM, Lesbian Sex, Shemales  |  
376
  |  
100%
  |  1

MY GIRLFRIEND HAS A PENIS???

I met Gina at a club she was by herself at the bar and when I looked at her I was smitten I knows that sounds cliche but it was like that for me! I sat down a few seats down and ordered a drink a whiskey sour I believe it was took a few pulls to get up my courage then I offered to buy her a drink and she looked over at me with these incredible sea green eyes and actually smiled at me "Ok " she said and ordered white wine which she sipped so sexily I asked her if I could sit beside her and she patted the seat next to her I couldn't believe my good luck to find such a babe here and she likes ... Continue»
Posted by laceysgirl 2 years ago  |  Categories: Anal, First Time, Shemales  |  
4111
  |  
96%
  |  6

A Night on the Town

This is my first post, hope you enjoy. May continue the story if I get positive feedback.
It was my 21st birthday, and my friends were taking me out for a night on the town. We had been going from bar to bar, getting d***k and trying to pick up women. Finding no luck with the woman at the bar we were at, we decided that it was time to move on again. We wandered down the street, looking for the next bar. We found one called the Dollhouse, and decided to go in. We found a table and immediately ordered our drinks. I had the need to go to the restroom, and excused myself from my friends.
On my ... Continue»
Posted by thomas1927 2 years ago  |  Categories: Shemales  |  
1706
  |  
100%
  |  2