Shemales Porn Stories
Page 56

Young Sissy






Young Sissy

bysmittysimon©

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 ... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Shemales  |  Views: 609  |  
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Larry`s new Bitch


Larry's New Bitch

bysissyneko©

I hit a bit of writers block so I grabbed an old half completed story and started back on it. This is the result. I am not the greatest at transcribing the stories as the flow from my mind. While I have given this piece a once over, I am sure that I missed something. If I did I am sorry and I hope that it doesn't pull you out of the story to much.



Sitting at my desk I was fighting the urge to visit FancySissies.com with every inch of my will. I had been caught last week and brushed it off as a typo misdirect from a news site. Caroline... Continue»
Posted by klammer 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 703  |  
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Cock In The Coffee Shop



So anyone who has got to know me on xhamster knows I love the "3 c's"; Chocolate, coffee and cats. Well, to be fair it's four c's and the other is cock, though it's more a lust thing rather than love.
I only mention this as a recent event led me to consider removing chocolate from the list and replacing it with a rather beautiful and perfect cock.

My adventure begins in "guy mode" in the little town square over the station bridge from my house. I was originally going to meet a friend in sainsbury's and get something to eat but she cancelled on me and I'd already left the house, so I th... Continue»
Posted by KitsuneTV 1 year ago  |  Categories: Shemales  |  Views: 1737  |  
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Allison the pool slut part 1

Allison had now had her fair share of whore experience. The teen boyslut had fallen in love with big cocks, anal creampies, facials, swallowing, and the rest of the nasty fun she had while becoming a sissy whore for her black neighbor and his dark dicked friends. Little did she know she was going to get the fucking of her life soon…


One day Allison arrived home to find a package on her door. It was addressed to Mark(her boy name) and did not have a return address just a note. The note read “Allison, I took the liberty of buying you some nasty whore clothes for when I return home in a coup... Continue»
Posted by AllisonCumms 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 3153  |  
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THE WALKING FUCKERS, Complete Story

THE WALKING FUCKERS


It was supposed to be a weak RNA strand that
disabled the enemy then withered.
The vector virus had other ideas.
It found a single, mutated Ecoli bacterium
and mated with it.
Military “Intelligence” had finally fucked us all.


“M0m will be furious with me,” I thought, lying in bed,
trying to figure how I'd refuse the “corrective” surgery
and not get kicked out of the house.
The alarm clock beeped.

“I'm 18, why NOW?? I grew up this way! NO, mom, NO!”

Fifty rehearsals in my head.
I waited.
Nothing.

Then voices in the street.
I looked out the w
... Continue»
Posted by yutubeslut 1 year ago  |  Categories: Group Sex, Sex Humor, Shemales  |  Views: 641  |  
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Frank's Friend

Frank is a buddy of mine. We grew up and went to college together. While we were in college Frank and I went on a road trip from Lubbock to Dallas. We got to Dallas went to a few strip clubs and then finally found ourselves on Harry Hines Blvd. It was about 1 in the morning we were both horny and a little d***k. Frank pulls up to this leggy blonde in a short skirt and fishnet hose and asks how much. She told us she would do us for free for a ride home. We said fuck yes. Frank had me drive to her house while he had her in his lap, kissing and groping her. We got to her house and went i... Continue»
Posted by biguy52x 1 year ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 4019  |  
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“Some first date, huh”

So I had just gotten this new job at a fast food/dine in kind of place for the summer trying to make some extra money before the fall semester started. And there was this boy named Danny that would come into the restaurant every so often. He was really cute and had nice lean looking body. He was pretty shy but I could tell he was in to me because quite frankly the food wasn’t that good and he would always stop by during my shift checking me out. So a few weeks past and he had yet to make a move. I was a little hesitant as well because I didn’t know how accepting he would be of my “situation”. ... Continue»
Posted by pleasurenfun 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2288  |  
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feminized by my mother


Feminized By My Mother
My mom was staying in as were Jen's parents so we parked on a dark road and made out while I fingered her. Her panties were absolutely drenched when I was finished, and she rubbed her hand inside them and used her pussy juice to jerk me off, I spurted all over my pants and she laughed.

"I hope your mom doesn't see." She said.

"Actually she probably wouldn't care." I said.

"Oh yeah? In that case we should just have fucked in your house then."

"I wouldn't push it." I said jokingly, but she ... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 7920  |  
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My first BBC fuck!

I went clubbing last week with my girlfriends that I work with and they recommended a hip hop club in a seedy part of town. I was alittle scared but we went anyway and well, and we were really having some fun there!!! I decided to dress like a real lil slut this night, a black minidress, lacey thigh highs and garters and black fuck-me pumps.

My girlfriends hooked up with some cute black guys and took off leaving me there kinda by myself. I was being hit on constantly by these hot black guys but I wanted a white guy, or at leas... Continue»
Posted by sataori_fukame 1 year ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 3117  |  
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USS INTERPRIK a Sex Trek story (2012 by Salmacius)

This story is similar to other one You can see and is set like the cinema of the saga of "Star Trek" - so imagine in practice the same customs and the same atmosphere - and it's the story of an interplanetary voyage, with a few differences ... . that this will never find the movie or the text of it.

Chapter 1) THE DEPARTURE

It describes the journey of the "USS INTERPRIK" - starship ship in the same class as the best known "USS ENTERPRISE", but this is more modern and spacecraft that made a mysterious journey, a secret mission which for various reasons never ended for be described elsewhe... Continue»
Posted by salmacius 1 year ago  |  Categories: Group Sex, Sex Humor, Shemales  |  Views: 259  |  
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bookstore sissy slut

My name is dollie I love to be a girl and being very petite and pretty long black haired its easy for me too feminize. And until now I wouldn't go out, dressed up, sometimes a quick walk around or a short drive but nothing real. And one time in college I walked around the campus. Anyway I ignored all the signs being overly sensitive for a boy It should of clicked when I was diagnosed with disphoria. I knew I liked being girly but I really thought all teen age boys were like me. Always being a pretty-boy girls always came my way but they all end the same I get hurt because just like a girl ... Continue»
Posted by dcdollie 1 year ago  |  Categories: Fetish, Shemales  |  Views: 1844  |  
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crossdressers first time with a guy!

hi, im new to this. this happened about 3 years ago now.

I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from this simple thought I became massively aroused and started trying on her underwear, make up, and even a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.

I thought enough was enough and started making my way onto the street looking for - well I don't know what re... Continue»
Posted by cdnorwich22 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 2436  |  
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crossdresser's 1st time!

hi, im new to this. this happened about 3 years ago now.

I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from this simple thought I became massively aroused and started trying on her underwear, make up, and even a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.

I thought enough was enough and started making my way onto the street looking for - well I don't know what re... Continue»
Posted by cdnorwich22 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2209  |  
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such a whore

I finnaly made this happen a few days ago !
i have been crossdressing for as long as i can remember.I still remember when i snathed a pair of my cousins panties when i was young i dont know theres is just something about womens clothes that just intrigies me . Any way growing up i always masterbated wearing panties and lingere and watching porn ,I always consider my self differnt han other people but i didnt know why , which ended up me turning in to a loner , never really enjoying sex with women i always considered it like a lot of work fucking them when i could just sit back and jack off ,e... Continue»
Posted by queerbait82 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 2384  |  
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Sissy Ghetto bitch part 1

-The Guys

4 ghetto guys was inside a porn site looking at random sissy babe pictures when they accidently found a picture of someone they know. Like every album they clicked it that specific one with a tranny dressed so girly with mouth open. The guys had such a stone hard erection by watching all the pictures, they even said "I Would bang that sissy pussy 4 sure!" and everybody agreed. It was that guy from elementary school named C****. They started to chat with him, pretending to be the perfect guy to take care of his sissy needs. After 2weeks they made this sissy want to meet eachother, ... Continue»
Posted by emilia_steffi 1 year ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 561  |  
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Roadtrip - Part One

My vacations started in five minutes, and I couldn't wait to get out of the office. I had been counting the days impatiently for 2 weeks. Unfortunately, I had made no plans but that was ok, I was going to sl**p late for days! A last minute customer call and I was walking down the hall and out the door, oh boy, I was free! I felt a tinge of fatigue, as my heels clicked on the sidewalk and I felt a nice cool breeze run through my nyloned legs. It was springtime, and soon I would not need thigh- hi's to warm my legs, or boots for that matter. Karl, my co-worker and occasional lover, joined me for... Continue»
Posted by latinCharm 1 year ago  |  Categories: Interracial Sex, Shemales  |  Views: 1081  |  
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My Neighbor and I first time!

Recently I had a college student move into the apartment next to mine. He was small, shaggy blonde hair, without any facial hair, looks like ever. Skinny with little muscle tone. We started talking while he was taking a break. I told him the normal neighborly bs. Then I went on about my day. Seen him and talked to him every now and then. I found out he just turned 18 and was on his own for the first time. We both enjoy sports beer and junk food.

One day I was walking by his window, I just happened to look in and saw a skinny ass in panties. Pink boy shorts, my first thought was good for hi... Continue»
Posted by thetodd83 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 5424  |  
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Something new...........

Andrea was out all morning, running around doing things and getting ready for our trip. She was taking me to some erotic retreat somwhere, sounded like a lot of fun. I showered and got dressed and was standing in the kitchen at the table, when Andrea come home........

She loked at me gave me a little smirk then kissed me really hard, then pushed me to my knees and told me "Baby, suck my cock honey.....be my good slut, suck it." in a demanding voice, I obeyed and unzipped her jeans and pulled them down just past the round of her ass, He bulging cock moved in her panties and stood stright... Continue»
Posted by rockerroller 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1618  |  
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Continuing adventures with a TV

Danni and I met up again this past weekend and again, "she" literally rocked my entire fucking world. Coming in wearing a tight jean skirt, a loose black top and heels. Knowing what we already wanted and needed, she hardly got in the door and we were all over each other, kissing passionately, our hands roaming all over each other. Hungry for her cock, I then dropped down right there, lifting her skirt to reveal her sexy red panties, pulled them down to release her rapidly hardening cock right in to my mouth. I was in a cock sucking frenzy at first, not being able to get enough of her. Danni wa... Continue»
Posted by afterhours22 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 493  |  
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A Night on the Town: Part 3

I woke up like I do most mornings, naked, in Gina's arms, her breasts pressed into my back, her semi-erect cock pressed between my ass. I laid there, thinking about the night before, smiling. Soon, I needed to go to the restroom, and gently rose, making sure I didn't wake her. I wandered out of my room, on my way to the bathroom. "Dude, what the hell is all over your ass?" I heard a voice behind me say. I turned, facing my roommate Brian. "Umm, a bottle of lotion must have broken in my bed last night," I replied, a little embarrassed. "I heard Gina and you last night, didn't think you would ne... Continue»
Posted by thomas1927 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 786  |  
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