Shemales Porn Stories
Page 15

Santa Baby

Santa Baby

Nikkie Silk

It was the last Friday night before Christmas, and the pub was packed
with office workers intent on celebrating the Christmas spirit by
getting as d***k as they could manage. Slade were belting out ‘Merry
Xmas Everybody’ over the speakers and the whole pub was raucously
joining in with the chorus. People were kissing under pieces of plastic
mistletoe and more than one office romance would begin, and probably
end, that evening.

The group that had grabbed a table to the side of the bar were typical
of the customers in the pub. Working at one of the companie... Continue»
Posted by nikkiesilk 6 months ago  |  Categories: Shemales  |  
4636
  |  
100%
  |  13

The Triple X cocktail - Wife Shares Shemale With H

"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an hour see you." She hung up.

The phone call made me really nervous.I had reasons to get nervous if not get a nervous break down. Tara and her husband owns a few restaurants in different cities across the States. I have known Tara since 6 months now since she busted me from one of the restrooms of her restaurants. Well wh... Continue»
Posted by Copious 4 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  
4626
  |  
96%
  |  12

Drama queen

The Drama Queen

My name is Christopher Robin; I did get a lot of ribbing about it. A well known did not do me any favours; it was friday last working day of the month also start of half term. I was just looking at my payslip. I had enough for my expenses plus a little left over for some luxuries. I tried to be careful with money although being an only offspring of my deceased parents. They were killed by a d***k driver going through a red light at speed. I had a substantive payout from his insurance company, and he would not need insurance for a very long time with prison term of 2 life sen... Continue»
Posted by hottvcarole 1 year ago  |  Categories: Group Sex, Shemales  |  
4621
  |  
100%
  |  2

Sissyfied By A Big Black Bull

Last night my life changed forever. We have new neighbors move in next door ,they were two big strong very buff black guys that were drop dead sexy ,as soon as a saw them moving in I was perving at them through my window and my sissy little white dick was hard in an instant as I have been fantasizing about being with a black man for a while now . I decide to put on some sexy under garments and my ugly male clothes over the top to hide them and I went over and introduced myself ,man are these two the ultimate fucking hotties mmmmmm b... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
4617
  |  
95%
  |  10

Down the Path

Down The Path


I hear the knocking on the door. Have my panties on under my shorts and tshirt. Nervously open the door and the man comes by me and I follow him into the living room.

He stops and turns. 'On your knees now'. He moves in front of me showing me his ID so he knows I know who he is in case he gets out of line. 'Tell me why you invited me here.' Looking down embarrassed to have to say it. 'I invited you here to treat me like a faggot Sir. I need a real man to come over occasionally and show me just how much of a fag I am.'

He lifts my chin with his finger then suddenly he s... Continue»
Posted by lookin02 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
4608
  |  
97%
  |  8

My girlie fantasy part 1

On a Halloween night I dress up in my sexy devil costume with my wig & some makeup & go to a local bar sitting alone. A guy ends up sitting next to me & flirts a little before I ask if he wants to go to the restroom with me to which he eagerly agrees. After getting in a stall we makeout for a little as he fondles my small breasts before I go down on my knees & pull his average size snake out & get to work. Shortly after starting he rewards me with my first taste & runs out embarrassed at how quick he finished leaving me wanting more. I sit back down at the bar & eventually another guy takes a ... Continue»
Posted by multiplierx 1 year ago  |  Categories: Anal, First Time, Shemales  |  
4601
  |  
100%
  |  3

My Life as a Shemale Part1

In this story, many will find what happened to me socially unacceptable. But since this has happened to me, I get to tell it and if you like, listen.

I was very young when I found myself on the streets and it seems long ago that some things I do not remember but its the important stuff that I do. And yes, like so many other stories start, here is how I looked. 4 foot nothing, skinny, long blond hair and even then had more angelic features then not. I do believe that now, that I was a woman even then but as nature would have it she would have a sense of humor and endowed me with a large peni... Continue»
Posted by gigi750 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
4594
  |  
100%
  |  3

Couple Uses Katie

So let me start off by giving you a bit of background here. This is a couple who I have played with a few times. They are really nice and understanding. They even allow me to come over and get all dressed there before we play. And yes they are an interracial couple. With that said.......

I don't know where I was or what I was doing, but I was bored and horny and looking for some fun to occupy my mind. Come to think of it, I'm pretty sure I was just in my house on a typical Saturday afternoon. I put out an online post for BBCs. I'm sure if you know me, then you would understand I... Continue»
Posted by Ivygurl86 10 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
4586
  |  
97%
  |  18

Moms Trannie

It was Saturday night and my friends had told me about a new club. It was about an hour out of here and had an older crowd. This sparked my interest some what having a fondness for older women.

I walked into the place and looked around, not much going on so I wandered over to the bar and ordered up a beer. A little while later the crowd picked up and things started to get moving.

The women were defineatly older here, I asked a few to dance and had a few takers but couldn't seem to lock in with them.

While I was dancing I must have missed the two that came in, a blonde and brunette wit... Continue»
Posted by frswriter 3 years ago  |  Categories: Shemales  |  
4583
  |  
97%
  |  36

My Shemale Mom and Aunt chapter 2

When we three got home Mom told to me go to my room and wait for her, about 5 minutes later I was sitting on my bed. She walked in with one of the bags of goodies we bought, Mom said I think you should call me "Jenna don't you Timmy".

Jenna started to strip so I went to her and got down on my knees, she said later Timmy hop in the shower NOW!. Mom/Jenna undressed and joined me in the shower she grabbed the the shaving lotion and her pink razor, she shaved every thing except my testicles, she dried me off and said lay on the bed while I finish, I laid on my back and pushed my knees to my ch... Continue»
Posted by sissytimmy 2 years ago  |  Categories: Anal, Shemales, Taboo  |  
4573
  |  
96%
  |  2

Four (4) in 3 days, no wonder my jaws ache

Yesterday was Sunday and I hoped it would be a day of rest. I went into the local market in drab, did a little shopping, decided I had the start of a cold and took my time doing very little.

My nipples were still sore from Saturday evening's little escapade and my jaws were aching a little, I seemed to have sucked a lot of cock in a very short time.

I spent a very quiet afternoon, rinsed out my collection of stockings, put off washing my lingerie until today and settled down for an online session without much hope of getting a date. By 6.00 pm I decided I did have a cold and was going ... Continue»
Posted by antoniaf 2 years ago  |  Categories: Anal, Mature, Shemales  |  
4572
  |  
100%
  |  1

The office girl

Tamsin was the new girl in the office and she was clearly shy. Unlike the other girls who splattered make up all over their faces and spent hours on deciding which dress to wear, Tamsin was rather plain. Her typical outfit was a smart suit. It became very clear very quickly that she felt very awkward in the new environment, so I thought I'd try and help her settle in.

Over the next few weeks we quickly became close friends, often laughing at each others jokes while our co workers were still trying to work out the punchline.

Out of the blue a office night out was arranged. I asked Tamsin ... Continue»
Posted by kinkymister 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
4570
  |  
92%
  |  6

Charlotte and her sister go swimming

I did not write this story.

I am 18, I have a younger sibling who is 2 years younger than me called Emily. Even though she is younger than me and we both come from the same parents, she has a better body than me. She is curvy, taller than me, wider hips, small waist, amazing big round ass and huge tits. I'm a D but she is an E, almost F. She turns me on a lot, I know it's wrong but I get horny thinking of her naked.

We both love our swimming. Even though this is an awkward sport for me as I am tiny and it is hard for me to hide a big 8 inch cock. I usually tuck it between my legs pushing... Continue»
Posted by drew1207 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
4570
  |  
94%
  |  1

My first tranny

I had never been with a tranny before and did not plan on being with one at all but you never know what will happen. I had a bad day, I had been in meetings all day with new clients in another city. I decided to stop for a drink or two before going back to my hotel room. I found this bar that look interesting so I went in. There were lots of beautiful women there so I thought that maybe I would get lucky and not have to be alone tonight. I went to the bar and ordered a drink and checked out the room. Like I said there were lots of beautiful ladys there but one caught my eye. She was not too ta... Continue»
Posted by wildbill975 3 years ago  |  Categories: Anal, First Time, Shemales  |  
4561
  |  
17%
  |  14

My First Tranny

Cheryl had really opened my desires to fuck. She was, and is totally uninhibited, and a total sex machine, doing whatever she desires at the moment. When I felt my cock enter her throat the first time, and felt her tongue slide up my cock to the balls, and she sucked the cum right out like my urethra was a straw, I knew I had a keeper. I was hoping I was able to satisfy her, and hoping she would keep me around, this was really the best sex ever. I would get no argument from my wife, she was getting all the cock, and later I would discover she was getting pussy also, she had the best of it ... Continue»
Posted by fishkiller 4 months ago  |  Categories: Fetish, Mature, Shemales  |  
4554
  |  
100%
  |  2

Corrupting Little B****r

DISCLAIMER: This story is solely a work of fiction. Any similarities between people living or dead is purely coincidental. No a****ls were harmed in the writing of this story.

I was s**n going on s**n when our m****rs moved in together (they would marry the following year). I had been living as a girl for a year and a half. He, my new little step-b****r, was f**n at the time. He had just started puberty, and was a bit shy around girls, it was kind of cute. He was also kind of cute, in that young, androgynous kind of way. We got along okay, sure we squabbled, and he, for whatever reason, w... Continue»
Posted by seityn 1 year ago  |  Categories: First Time, Shemales, Taboo  |  
4554
  |  
100%
  |  4

A young man's summer [full story]

MY BEGINNING

My name is Jason, and I am a typical teenaged young man; lean, horny all the time and really happy that I have reached the age where I can get a job that pays better than mowing lawns or delivering papers. My parents work all the time and me and my older b*****r John, have had the house to ourselves since I was 8 and he was 13, which meant no more getting up at 5:30 to go to a sitter who would either keep us all day or make sure we got on the bus for school.

I discovered the concept of sex early on; John would jerk off constantly if he thought no one was watching, this sta... Continue»
Posted by serious58 1 year ago  |  Categories: First Time, Masturbation, Shemales  |  
4549
  |  
100%
  |  3

Shooting with a tranny

I was bored one day so i decided to rent out a transsexual e****t. I called her up so we can do a special photo shoot together and needless to say, we ended up fucking. She came to my door with an all black dress on and the sides were transparent. She had 5 inch open toe heels on and a leather jacket that came to her waist. Her hair was long and curly and she was fair skinned and spanish about 5'8 with heels on. She walked in and asked me where i wanted to start. I pointed to the couch and she sat down. She immediately changed into a tank top for men and a very small lycra shorts. She was bare... Continue»
Posted by michneo 1 year ago  |  Categories: Fetish, Hardcore, Shemales  |  
4521
  |  
100%
  |  5

Best I ever had

I was at work one night closing up shop when my buddy Nick shows up and asks if I want to come over and party. I say sure. When we get there he tells me his girlfriend Nora might be interested in a little playtime. Now this might not happen again if it does happen he tells me. Well I'm certainly interested. You see we both met her about the same time and she was a hot little number. About 5'1" or so she claims. tight petite little dancer's body. Perky A nearly B cup breasts. Medium length honey blonde hair ang... Continue»
Posted by aladinane56 2 years ago  |  Categories: Voyeur, Shemales  |  
4518
  |  
100%

Josh and Lois

My name is Josh, six foot four and weighing in at two
hundred and eighty pounds. I am a big guy and did not
have trouble getting girls even though I was not as
handsome as most and the really pretty ones usually
went for the more handsome, financially secure guys.
This was never a problem as I was screwing regularly
with the girls telling their girlfriends about my
huge cock and most of them wanted to try it at least
once.

I am blessed with a ten inch fat cock measuring nine
inches in girth... about as thick as a beer can. I
never said no and made any takers scream and ... Continue»
Posted by griffen1 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
4518
  |  
100%
  |  2