Shemales Porn Stories
Page 113

The First Step With Hope- part one

It had taken all my courage to turn up and meet her; having connected by internet only, and seen pictures of each-other, I yearned to see her. Wanting to make her feel as comfortable as possible and confirm I was not some on-line creep, I agreed to meet her at a club she frequented, so she would be among friends. I was in a cold sweat; she was incredibly feminine and over the weeks, had indulged me with some deeply intimate thoughts as she became more trusting and confident. My cock remained permanently semi-erect as she remained in the back of my mind, and rigid when I had direct thoughts ... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 591  |  
87%
  |  2

The best s****r ever part 5

Yes this is all true. please read from the first stories.

The next morning I woke up and we had all slept in our parents room and my cock was still in moms pussy while i had dads cock up me as well. Me and my s****r both went ownstairs and had a sandwich and another fuck before mom came downstairs to leave for work. When she came downstairs my s****r came in my mouth and I came in my moms mouth nd we swapped cum as she kissed me goodbye.

It is two years later now and we are all above age now so nobody could look down on us outside the f****y for having sex. I had taken a course in the lo... Continue»
Posted by horndogs 3 years ago  |  Categories: First Time, Lesbian Sex, Shemales  |  Views: 2087  |  
87%
  |  1

Going out as Leslie

A Short Story...

There was an unmistakable feeling of acute anticipation in my stomach leading out to my trembling hands. I knew where I was going tonight and the probable outcome.

Shaved, made-up sexy, dressed in a 3in heeled mini boot, fishnet stockings with a garter, black pleated short skirt, a white blouse with ¾ length arms exposing fishnet arm warmers to a stunning black straight haired wig, didn’t help the situation any.

Going dressed like this to a man’s lair and offering myself to him…I was quite apprehensive to say the least. Will he accept me? Will he go arm in arm with me... Continue»
Posted by LeslieStone 2 years ago  |  Categories: BDSM, First Time, Shemales  |  Views: 704  |  
87%
  |  5

my shemale GF part 3

Christy and I are on the couch, we had just woke up, I have a butt plug in and slept with it in cause she was going to fuck me today. She has a Pink G-string on and a Pink bra with her G-string pushed to the side for her cock. Me I'm wearing Metal Mulisha boxers and a Tyler, the creator T-shirt on, and I'm down on my knees jerking her cock and sucking her balls, ironic huh. The butt plug was pink and big at the base. As I'm sucking her cock, her roommate and also my friend, Ashley, walks in, I believe this was no coincidence. Christy says to her "Hey sweety, why don't you join me?". I got a s... Continue»
Posted by germanface 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1882  |  
87%
  |  1

Young Sissy Ch. 01

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.

*

I don't know how long I was under...days, weeks...who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of a beautiful new body. I tried to imagine myself as a... Continue»
Posted by bi_hengst 11 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1328  |  
87%
  |  1

Weekend i will never forget(Part 1)

I hadn’t seen Cindy for nearly 2 years, other than a quick lunch as She passed through town last year. We text or IM almost every day and talk on the phone every few weeks. We had been coworkers for many years and remained very good friends to this day. I would say that She is my best friend as I have been able to confide in Her about things I have never told anyone. In addition to being a very trusted and loyal friend, Cindy is beautiful and very desirable. I still can’t figure out why some man hasn’t swept Her off Her feet and married Her. She is truly amazing.
As I said earlier, I ... Continue»
Posted by wannabesubformt 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 652  |  
87%
  |  3

First time...part 1

We had met on an adult site and after a few messages and photos we decided to meet over the webcam. It seemed like an immediate attraction as we were both very aroused and enjoyed playing for each other over the webcam.

It was a year or so earlier I had stumbled across shemale porn on the internet and I was quite surprised. How could such a fine woman also have a cock? And how could I be so attracted to her? Hmmmmmmm how could this be? I was always attracted to and had slept with women but this was new and exciting...

After the webcam playing we decided it was time to meet. I invite... Continue»
Posted by tom69su 3 years ago  |  Categories: First Time, Shemales  |  Views: 714  |  
87%

When I first met Joanne

I was home in Melbourne looking over Craigslist seeing what was on for offer.

I enjoy pussy and cock so was looking at all the sections and then came across t4m.

So had a look and found a advert for a mid 30's tranny wanting a guy to come over for some fun.

Now I've enjoyed watching shemale porn and so sent a message.

It wasn't too long that I got a response from Joanne.

Anyway getting to the chase. I rang the doorbell and I was met by a very attractive woman.

She introduced herself as Joanne.

We sat on the sofa and got to know each other.

Her hand then began to ru... Continue»
Posted by petelovespussy 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2215  |  
87%
  |  2

Tammy's Fantasy Field Trip

Tammy's Fantasy----a short story
A pretty cross dresser goes camping alone in the high country. Thinking he/she is all alone, she dons her favorite outfit which happens to be a lot like the one worn by Julie Andrews in the Sound of Music, only very much shorter and frillier. It is a perfect day as the sun is shining and there are some fat clouds drifting by to provide a short relief from the suns rays. She decides to walk out in the green meadow away from the trees where she is camped. As she nears a bubbling brook, she thinks she sees something move over by the bend in the creek that h... Continue»
Posted by cdtamara 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1373  |  
87%
  |  6

A very big f****y secret.

Let me start by giving some f****y background. I have a mother and father and one s****r, Virginia, who is almost f******n years older than I am. When I was three, going on four years old, my s****r ran off with her high school boy friend to get married. Over the next 20 years I saw her from time to time at f****y holidays and of course funerals. Her and her husband let the f****y know that they had two daughters over those 20 years.

I’m now in my twenty’s and this happened just last week!

The weather has been very wet and cold, so I went over to dad’s place to check on how they were... Continue»
Posted by Dark_Helmet 3 years ago  |  Categories: First Time, Shemales  |  Views: 2705  |  
87%
  |  11

Stop screaming whore you know you love it.

I made a horrible mistake.

I am usually so careful when meeting up with guys. I had been chatting online with a young guy in his early twenties for about a week and he seemed really nice. Like a lot of guys he was interested in meeting a Tgirl but I was bit hesitant as I prefer older guys. Mostly I meet up with guys at a neutral venue or at my place to have some control over the situation. Since he didn’t have a car I agreed to meet him at his place. Silly move on my behalf. I got dressed in my sexiest black skirt, black blouse , stockings, push up bra and black leather boots and went ou... Continue»
Posted by toniparr 4 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 2080  |  
87%
  |  5

My Young Sissy b*****r for Men's Cum, today.

sharlees****rboy
MY Young SISSY b*****r in Heat for Men's Cum, today!

You used to prance around the house in your white underware, when Mom was gone, shaking your cute ass at me till I caught you, roughly, in My Big b*****rs arms and carried you to my bedroom floor. You giggled all the way, till I tossed you down on the dirt floor and you tumbled and smiled up at Me and lay on your tummy with your legs spread wide for Man-Cock.

You know what I like to do to You, but, instead, I tie your wrists behind your girly back and fuck your throat so deep that you don't even taste My Cum! Well, I... Continue»
Posted by sharleesisterboy 1 year ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2166  |  
87%
  |  2

Caught by my wife

I was stuck, I couldn't move, literally in headlights... I dress up okay? you caught me, I guess your the master now... I used to control my wives life and for good reason I pleased her, and she pleased me the best she could... well now that's changed.. she came home from work early last Tuesday and came in the side door of the garage, I use the garage to film my escapades. And all this time I've never been caught, now I'm caught and can not go back... I am passable. I'm always dieting, I work out but I work out to slim and femme myself.. My wife has the most beautiful body ever, and thats why... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 3889  |  
87%
  |  7

Shemales in Barcelona


due to my job, I had the opportunity to travel a lot. Once I had to travel to Barcelona and the complexity of the meetings required that I had to stay there for about 2 weeks for consultations with customers. After long working hours, normally we went for a nice dinner (nothing better than begin the evening with tapas and wine or sidra, concluding with a excellent dinner and a nice Rioja wine (or a white Albarino, one of the best kept secrets from Spain)

After I was left in the hotel I searched the newspapers or the web to find some action, and boy, you could find a lot!

One day I foun... Continue»
Posted by bloodyhugo 4 years ago  |  Categories: Gay Male, Shemales  |  Views: 871  |  
87%
  |  4

Worshipping Carla's Cock

I am a closeted bisexual. I have been since I was an adolescent.

These days I have a secret regular lision with a south american transexual who is 20 years younger than I am.

When we date, she dresses in full feminine attire, a black minidress, silk stockings with a suspender belt, and heels. She is curvy and beautiful and easily passes for a girl until you speak to her, when her slightly husky voice seems to give the game away.

Those of us who know and love transgender people can often tell before a person who has not made love to these beautiful creatures. When I first met Carla, I... Continue»
Posted by Hangdog90 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 999  |  
87%
  |  5

my first 3some

at the time I was 21,I was able to get into the clubs,it was saturdaynight which was drag night,and I got all dressed up,wearing a red miniskirt,black top,with a black lace bra,matching garterbelt lace stocking,and panties,and a pair of black6inch high heels.I met this guy name john,who wanted to know my name,as I told him my name is ashley,by the way thats my real name.well john was very interested in taking me back to his place,I lets go.he was 6ft 200lbs,very good looking,with a 10inch cock.he had told me that he had a roomate,that my be there,and quite possble he might want to join in,I us... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 1073  |  
87%

HERMAPHRODITE BLACKMAIL

I remember it as though it were yesterday.
19 years old, jut dropped out of college over a sex scandal
with my History professor.
I managed to find a good job in a high end boutique
because I was beautiful, sexy and could pass myself off
as classy, even though I was a cheap whore.
My boss was a perverted dominatrix and immediately
made me her plaything as a condition for my employment.
As long as I obeyed her and serviced her clients.
I was making very good money as a prostitute for rich perverts.
I found a fairly nice apartment, no penthouse for sure
but far from a dump.
I del
... Continue»
Posted by Utubeslut 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1514  |  
87%
  |  16

Something in my drink, the captive part 1

So I'm new to Southern California, and I stop in this club for a few drinks, I meet this tranny, she didn't tell me but I could tell, I didn't plan on taking a run at her, just having a few drinks and chat. I let it slip that I had just moved to Socal and didn't know anyone..the next thing I know I blackout and wake up naked and tied up face down with my mid-section resting on a small stool. I woke up terrified with no clue where I was, or who had done this to me.

Just when fear had taken over I see this stunning girl standing in front of me, she spoke and said "you have two choices,... Continue»
Posted by smonkeys32 4 years ago  |  Categories: BDSM, Shemales, Taboo  |  Views: 1281  |  
87%
  |  4

Chatroom tricks 3

For those of you first reading this let me fill you in on a Friday that that opened my eyes. I am a 26-year-old normal guy who had for sometime been flirting and playing with an older woman named Mary via an Internet chat room. She was about 41 a firm fit body and gorgeous red hair, perfect, better than that she didn’t live too far away. Our chats didn’t really get too kinky so when she asked us to meet I agreed, as you would.

Well I went to meet her one Friday dinnertime for an afternoon of passionate sex, only things changed, I was tricked. Somehow I found myself dressed as a sissy, thong... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2226  |  
87%
  |  5

Deer Hunting with Daddy

Every year, a group of my f****y members, mostly uncles and male cousins, all pack up our gear and head into the mountains every fall for the yearly deer hunt. I had been going since I was 5. All the younger cousins slept inside an uncle's trailer, while the adult's and older cousins slept outside in a tent. This tent was huge and was intended to hold up to 10 people.

One year, when I was 8, I was having trouble sl**ping. I left the trailer and went to the "grownup" tent. As I got closer, I could hear strange noises...grunting and moaning noises ;-) I quietly unzipped the tent, but only en... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 5789  |  
87%
  |  5