Shemales Porn Stories
Page 112

Our naughty lesbian maid

Last summer my girlfriend and I went on holiday to the beautiful Greek island of Lesbos for two weeks of fun in the sun. I had a met Sasha a few months earlier at a club when I was out dressed as Tania. She was fascinated by my appearance and looks even though she knew that I was a slutty transvestite. Sasha was herself a free-spirited woman who was looking to meet other open-minded people so right from the start we hit if off with each other. We quickly got involved in a relationship and she completely accepted the male and female halves of my personality. So after a couple of months we decid... Continue»
Posted by lightwave40 3 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  
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The Party ( Part 1 )

Hello Folks,

In my blog I had mentioned that I may tell the story of the night I dressed as a lady and went out in public. Please remember that I was only 20 years old at this time and of course it was not exactly accepted back then. At 55 now, I still look back on this evening with joy.

I was in college in the North Carolina, I was a a skinny guy at 5'7" and only 140 lbs. I was trying to get in to a Fraternity on campus, but really had no chance since it was basically a jock frat. The only reason I wanted to join was because of a few friends that I had there.

I was at one of their pa... Continue»
Posted by JayDon1960 3 months ago  |  Categories: Gay Male, Shemales  |  
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Becoming the neighbourhood slut

The following is a fictional story but mixed up with some real experiences and a few of my actual desires :)



The first real days of spring were finally upon us. This was extra cool since I would be alone for a week or so. I took a few days off of work too, so I can spend the time dressing up at home and possibly try to find some real fun too.

When I got a few free days I always did the needed grocery shopping in the morning so I have the rest of the day completely free to dress up and stay dressed up. I usually went to a shop nearby, grab the needed stuff quickly and go home.

I di... Continue»
Posted by analhottie 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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Bar Hopping with my s****rs

My two older s****rs asked me to go to the bar with them which is always cool considering i am Transexual and they are not, course i always felt the reason they always asked me to go with them is because i had a way of drawing men to our table like bears to honey ha ha ha.(not that i think i'm all that and a bag of Salsa Doritos, but i'm alright looking i don't scare c***dren and dogs so i must be doing something right XD

It was Friday night and i decided to wear a purple mini dress with 3/4 sleeves with my 3 inch thigh high black suede boots and my black lace bra & ... Continue»
Posted by Shalimar 5 years ago  |  Categories: Anal, Shemales, Voyeur  |  
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Flying High



The plane landed as scheduled. Luckily it had been a very smooth flight. I made my way through the busy airport. While I was waiting for my luggage my eyes went everywhere looking for beautiful girls. I saw my luggage come around and went for it. At the same time a voluptuous brunette reached for the same bag.

“Excuse me,” I said. “I’m pretty sure this one is mine.”

“Oh I’m so sorry, the look like mines.” Her voice was soft and sounds a little hoarsed. I looked her up and down. She had a very latin style, which my cock i... Continue»
Posted by Pedeco 4 years ago  |  Categories: Shemales  |  
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My First Time

I had been dressing at home full-time for few months, so I felt comfortable enough to have some fun and make an OKCupid profile to see how many guys would be interested in me I got a ton of messages from interested men, but typically I would just flirt with them for a little bit and then kind of fade away when they wanted to meet up because I was shy. Eventually, my curiosity got the best of me and I gave one guy my number. He wasn't the most attractive guy that messaged me but he seemed like a pretty nice southern gentleman and he was big, about 6'1" and 260 pounds, which I liked.

We texte... Continue»
Posted by missjessica89 6 months ago  |  Categories: Anal, First Time, Shemales  |  
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Taken Care of My Lovers Cousin pt2

It was about ten Saturday morning when I woke from my slumber, Joliet was still lodged in my anus her/his penis soften but gripped by my anal sphincter muscle. I looked around and could not see James, I began to feel my aching butt hole. Even with Joliet's cock stuck in my butt, I could still feel the ghostly memory of James' massive fuck tool ravaging my butt.

Joliet began to stir as I moved and pulled me closer to her/him, 'David,' Joliet whispered into my ear, 'did you enjoy your little romp with my cousin James.' I thought to myself [how could you let him tke advantage of me knowing... Continue»
Posted by d4david 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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My absolute ultimate fantasy

When I was growing up my pops had a auto repair shop out in the country right off the crossroad of two main highways we were never going to be rich but we were very comfortable When I graduated high school he gave me half of the business,so I could take over when he retiredThat first summer is one that has shaped my life all due to a Texas gal named amie Belle. When you are young and full of energy and wanting more out of life sometimes you can go a little overboard.Many mornings we would get to rhe shop and there would be a traveller broke down sl**ping in their car waiting for us .I bought a... Continue»
Posted by diamondave65 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Quick Fuck

I was working the counter at the burger joint, as i asked the next customer for their order I was startled to her a distant but familiar voice. 'I don't think what I want is on the menu.' I looked up with a jolt and standing dare as sex as she/he wants to be is, blonde hair blues eyes, Bambi,'

I looked frantically around my fellow co-workers were busy in the back and no other customers were at the register. I whispered quietly 'Bambi, I need this job, what ever you want, I get off at four meet me across the street.' 'Silly boy,' Bambi started, 'I want a burger and fries.' I placed her/h... Continue»
Posted by d4david 4 years ago  |  Categories: Shemales  |  
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THE TRAIN JOURNEY IN INDIA PART II


This is continuation of ' THE TRAIN JOURNEY IN INDIA PART I '

--------------



well as you all read the ticket checker was in my cabin in the train

He was in his mid forties i guess and 5ft9 with a beer belly and chubby all over.

he was stared at me for a cpl of minutes and then removed his coat, shirt, pants and boxers. He had his back to me i couldnt get a view of his cock. he wore his pyjamas. I had meanwhile turned to face away from him and said "Bhanu did you lock the door?" and he replied "it is not Bhanu it is me Ramesh Sharma and I have locked the door !!". He had a gru... Continue»
Posted by hornyboyind 3 years ago  |  Categories: Anal, Shemales  |  
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careful what you wish for

a saturday afternoon hanging out up in the balcony of the old mid town theater in mobile alabama, under my street clothes, i have on a pair of sexy tight bikini panties, training bra, and a slip. as i stand up to the wall behind the seats i'm approched by two men, one on either side, they have apparently noticed that my shirt is open and have seen the top of my slip, bra, and the collar around my neck, before i can do anything, they are all over me feeling me up, and strip my street clotes off, so i'm standing there in my panties bra, and slip one of the men grabs my hands, pull's them behind ... Continue»
Posted by robinlikesitrough 4 years ago  |  Categories: Shemales  |  
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On the street with Luci

About a week after my fantastic session with Luci and Karen, I was walking down the street in the city. I got a text. It was from Luci. It simply read 'Stay there Ill meet you very soon.'
Strange!
I looked around and couldn't see her anywhere, so how could she know where I was?
I stood and waited a couple of minutes. (I was standing in a small corner between two shops) Luci suddenly appeared round the corner.
She was wearing an ankle length coat and lovely strappy sandles. Her hair was glistening in the sunlight. Of course we kissed lovingly. I asked her how she knew where I was? She confe... Continue»
Posted by cockhappy 4 years ago  |  Categories: Gay Male, Shemales  |  
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I CAUGHT YOU, SO NOW WHAT!

YES, MOST OF US , YET NOT ALL OF US, HAVE BEEN COUAGHT BY SOMEONE ELSE, WHOMEVER THAT MIGHT HAVE BENN WHILE WE WERE MASTURBATING, EITHER OUR COCK OR PUSSY, AND OUR REATION IF CAUGHTCAN BE SO DIFFERENT! YES, I WAS CAUGHT JACKING OFF MY SHEMALE COCK ONCE AND ONLY ONE, BUT THAT WAS ENOUGH OF AN EMBARRESMENT IN ITSELF, SO I TAKE MORE CAUTION WHEN I MASTURBATE NOW, YET IIT DID OCCUR! AND NOT BY A STRANGER, BUT BY THE STEPDAD OF ONE OF MY GIRLFRIENDS, WHOSE HOUSE WE WERE HAVING A sl**pOVER WITH, I WAS ABOUT 18 AT THE TIME, READY TO GRAD HIGH SCHOOL, AND GAVE NO THOUGHT TO EVEN EVER BEING CAUGHT MAST... Continue»
Posted by cumsquirter 5 years ago  |  Categories: Shemales  |  
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The Bondage Whore, Chapter 8

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.


Chapter 8 - The Regulars

One of Rachel's most sadistic regular customers was a man she nicknamed "Saddam". Saddam was, Rachel estimated, an arab man in his forties that without a doubt, got off on making Rachel suffer. Saddam tended to visit on slow nights, when Jimmy and Joe would allow him maximum time with Rachel, which meant he was a Sunday night regular.

On this particularly slow Sunday night, locked in position, anticipating another unwanted visit from Saddam, Rachel remembered back to his very first visit: on that ... Continue»
Posted by thongcutoffs 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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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  |  
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Hook up at the gym

I ended up at the gym late the other night to try to get in a quick workout before I went home. The owner was busy doing his end of the day paperwork, I've never been there that late. There was only one more guy working out, he was pretty good looking and I couldn't help but check him out, especially when on his back doing bench presses, his back arching, legs spread apart and his large package in his pants seemed to be calling out to me. I couldn't be 100% sure but I thought he was wearing panties, unless it was his outfit and lighting making them look pink under his shorts. He finished h... Continue»
Posted by slipn2panties 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Step-Mom China...part one?

I was at Jon’s house that night thinking he would be home instead he was at some “party” I was not invited to and I found his “step-mom” home alone. I always found it odd he referred to China, as his step-mom since he was an orphan with no Dad to speak of she seemed only a few years older than he did but I never really asked him why he called her that.

I sat with China in the living room for quite a while talking and watching music videos when she asked me if I wanted to go downstairs and play video games on the big screen TV. I of course being a guy said sure, since I loved to play vi
... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Shemales  |  
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Daddy's Girl





Daddy's Girl

The Hitchhiker

It had been snowing all day. A wet, heavy incessant snow that was covering everything including the highway. Combined with a wind-chill factor in the teens, Christopher was almost frozen stiff. He was elated when the huge semi pulled over to pick him up. He climbed up into the cab and smiled thankfully at the driver.

"Thanks a lot mister. I was just about frozen out there."

"No problem, son." The driver smiled at him. "Name's Zeke," the driver said and extended his hand.

Christopher took the offered hand and shook it. His hand seemed to disapp... Continue»
Posted by klammer 10 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Would love a shemale like this !!

****d (sort of) by a Shemale!

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.

Her hair was dirty blond and loosely curled, and her face was quite beautiful. She w... Continue»
Posted by loverboydjinn 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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My Ex-Girlfriend's Mom

My name is Bobby. Before I tell this story, let me set it up by telling a short story first.

At the end of my senior year in high school and into the beginning of the summer, I dated a girl for a few weeks but never got past making out with her. Her name was Jill. One weekend Jill and her mom, Lana needed to leave town and asked if I would check in on things at their house. I did as they asked and once, while I was there, I got on the computer and watched some porn, shemale porn.

A few days after they got back, Jill and I got into an arguement and I broke it off with her. She tried calli... Continue»
Posted by naughty_bi_interest 5 months ago  |  Categories: First Time, Shemales  |  
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