Shemales Porn Stories
Page 75

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 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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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 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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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 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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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 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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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 2 years ago  |  Categories: Group Sex, Sex Humor, Shemales  |  
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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 2 years ago  |  Categories: Fetish, Shemales  |  
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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 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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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 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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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 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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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 2 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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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 2 years ago  |  Categories: Interracial Sex, Shemales  |  
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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 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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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 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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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 2 years ago  |  Categories: Gay Male, Shemales  |  
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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 2 years ago  |  Categories: Gay Male, Shemales  |  
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My adventures with a TV

I recently had a fantastic time with a beautiful crossdressing friend of mine. Before our date, I had no idea that he was. I did know that he was gay and that him and I were going to get together for some fun... Wow! I didn't know how much fun I was going to have with "her."

It had been a number of years since I was last with a man, close to 30 years to be exact, and I have been getting to the point where I really wanted to experiment and find someone to play with. I was introduced to a guy; I’ll call Danni for this true story, about a year ago. I knew Danni was gay because he was very open... Continue»
Posted by afterhours22 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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THE MEMORIES OF MR. MÜLLER OR WHAT AN ADVANTG

It was many years ago. I began for the first time to buy and wear more often woman stuff and thought that it was not normal.
A friend had the same problem and gave me the phone number of a psychologist. I dialed the number and a woman's voice answered: "Practice Dr.Roth how can we help you?" I told that I absolutely need a date and at what a problem it was. The lady on the phone (seemed to be the receptionist and secretary of the doctor) proposed a date before which I immediately accepted.
So I stood on the day of my appointment in front of the practice door and rang the bell. The door opene... Continue»
Posted by LARALONGLEGS 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Talyns Adventures: Part 1

(This was a story written on request by a good friend of mine. Hope you enjoy!)

(FANTASY story: F/S ahead. Fetish is Fantasy setting with awesome elf.)

Her name was Talyn, and this is the beginning of her true adventure. Talyn was an elf, a beautiful young woman that stood slightly taller than most of the other women of her city. She was considered beautiful among the elves, and a rare flower with her striking red locks. They swayed slightly with each step they took, back and forth just above her large, firm ass. She dressed differently than most adventures, and her weapon was certainly ... Continue»
Posted by JasmineCS 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Father Knows Best

“Dad,” laughed the 37 year old high principal when his father answered.
“My man,” replied the 56 year old small town chief of police. “What’s happening?”
“Not too much, pops. Just making it. It’s been hectic around here lately.
George replied slightly confounded because he never heard his son speak in such a manner, “Oh yeah? “Everything good with you and Candace? How are my grandk**s?”
“Yeah. We’re fine. The k**s are good.” Jerome fibbed. “It’s just a combination of work and normal shit.”

“I hear you. Sounds like you need what the white folks call a ‘mental health day’.”
“Wish I could... Continue»
Posted by faggyboi 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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An amazing true story

okay never done this before but here goes =) So i had just broken up with a girlfriend a couple months ago, and had been feeling pretty down and unhappy. I had a friend of my f****y invite me over to hang out and play some video games and eat some dinner. When i got to their house Jan and Ted, they have been married as long as i can remember about my parents age, were glad to see me and felt some relaxing fun would take my mind off things and everyone could have a good time. So we started playing some video games and drinking some wine when ted had to get up to do a little work and left Jan an... Continue»
Posted by xnotclspamx 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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