Shemales Porn Stories
Page 73

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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Chrissie in Chad's Playroom

A few years ago a friend of mine was suddenly called out of town and asked me if I wouldn’t mind stopping in at his house and feeding his cat while he was away. Since his home was conveniently located on my usual daily route between my condo and current office I figured it would be relatively easy to attend to this simple task for him. I mean what are friends for if you can’t ask them to mildly inconvenience themselves once in awhile. He told me he’d likely only be away for no more than five days so I agreed to feed his feline companion.
The first evening as I was driving home following a p... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Summer sun

Evening sunshine is lovely. For a start I can wear less, no coat, no warm clothes, in fact a skimpy skirt and strappy top that covers not much more than the tops of my hold ups and my bra. I like to walk in countryside and feel the warm breeze gently ruffle my clothes and visit those areas where you know others have been when they have been a bot randy.

Walking through the woods you can pick up little signs, in one place there are ropes hanging from tree branches and a rug underneath. My imagination races. Its the first time that I have been here and I am the only car parked. All of a sudde... Continue»
Posted by samwell66 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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THE SWEETEST KISS. part 1


This is my first posting of an occurence from my early youth. Since xhampster has specific guidelines and, although this is a true story, I will abide by the guidelines - even if events happened at a different time in history.
Everything, following, is true.
Thusly, this tale began two seconds after I hit legal age.

I had a friend, Stephen, in school. We were both 18 and had known each other for several years and had always been friends.
Steve wasn't popular but, funny enough, he and I both had the same thin, muscular physique and, while I was good-looking enough, Steve ... Continue»
Posted by jennifer1969 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Panty-wearing tease gets more than he bargained fo

This is my first story. Not true but very much first-person account of a fantasy of mine. I've left it hanging at the end with intent to finish the story soon but wouldn't mind some feedback.


I live on the second floor of a house on a street that is under construction. Normally I would be annoyed when the machinery starts up in the morning but when it wakes me up I just get horny. I like to sl**p in sexy little panties as it tends to excite my dreams throughout the night and keeps me primed for my daytime fantasies.

This particular morning I awoke to the sound of a jackhammer. I squirm... Continue»
Posted by prollybadtodo 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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My shemale girlfriend part 3

we both layed there for a minute or two without saying a word, both of us savoring the feeling of extasy, my tongue coated with my cum and my ass filled with hers.....Andrea rolls ontop of me kissing my lips softly, her big round tits and semi hard cock pressed aginst me she softly says "mmmmmm gonna have to suck you hard huh....." she slowly slides down my body kissing her way to my cock. Kissing all around then sucking all my cock in her hot mouth she looks up at me and lets me grow in her mouth, then sucks hard but slow up and down the full lenght of me as I get harder as her throat close... Continue»
Posted by rockerroller 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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shemale looking for black

I was at the bar for the night. relaxing, putting down a couple drinks. I had started talking to another guy at the bar. we had a lot in common. after a good couple of laughs, a woman came up and joined in. we were suprised, she was really hot! we sat around for a cpl minutes, talking and laughing. as the bar was closing, me and my buddy needed to find cabs to get home. the woman offered to give us a lift, and we saw no problem, and agreed. on our way back, she said she wanted to drink more, and I said I had some beer at my place. so we all decided to go there for a little bit.
as we get sett... Continue»
Posted by whitewhores 2 years ago  |  Categories: Interracial Sex, Shemales  |  
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my dream

I'm a mature (over 60) married Black male (short, fat, with a small organ and feminine nipples ISO (over 30) spike heeled woman that what's me for companionship ie. movies, bowling, dinner, television, conversation...... Also wants to teach me how to be a receptive Lesbian. a*****ion and relocation possible. I am here wait to be overwhelmed by a super sensuous cuddle-maniac into copious kissing. Tug on my nipple and feed me with your spit. Unleashed your imagination (gentle only) and your toys to make me your sensual thesis. She (you)grabs my face, sticks her tongue in my mouth, spits in my op... Continue»
Posted by blasy 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Mistress Carol transforms me into a cissy cum slut


I sat on my car and put on my heels, smoothed down my mini skirt and checked my hair growing out nicely and currently in a blonde bob. I was breathing fast and felt my small, c size, breasts move up and down. My nipples were erect and sensitive the piercings quivered slightly in my halter top. Deciding my makeup was fine I put one stocking leg out of the car and tipped tapped to MISTRESSES door. The cool air felt lovely on my bare belly and thigh’s.
“OK slut you are back for more we will continue your transformation into what I want you to be. Are you still in chastity?” Mistress wearing a ... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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