Shemales Porn Stories
Page 13

beautiful tranny

This guy picks up a girl and takes her to his place. Can you imagine his surprise when he finds out that this girl has a dong?

Hi! My name is Andrew! I’m a 5.4 feet tall, with some cute beer belly, crew cut light brown haired guy, blue eyes. My friends say I have a big noseJ but it’s not that I should worry about! Men of my f****y have always been stocky, and thickset. So a big nose and stocky figure are not a trouble! I’m working in a Western City College as a tutor of English Literature. I teach student best masterpieces of Shakespeare and Charles Dickens, and so I am in my whole best! I ... Continue»
Posted by princessamyov 6 months ago  |  Categories: Anal, Shemales, Taboo  |  
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What is it about a womens bulge

A very attractive women once bumped into me in a very crowed club in Mexico City, I turned to say excuse me. I was speechless at her beauty. She was wearing a short skirt, garters below the skirt and knee high boots. She just stared at me and with out saying a word she bumped me again. I felt something different something firm and it moved it was very intriguing. I kept looking at her and without saying a word I couldn't move, I wanted to say something and I couldn't. She slowly put her arm around my waist and she slowly rub her crotch on my leg. I was frozen standing there looking at this gor... Continue»
Posted by ilgreek 3 months ago  |  Categories: First Time, Shemales, Taboo  |  
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How I got started dressing my true story.

As far back as I can rememeber I have always gravitated towards fem things. As a young boy I played with whatever girls clothes I could get my hands on. Which wasn't much. At 12 y/o I had a few pairs a panties and bras stolen from my cousins. One thanksgiving after dinner the girls changed and one of them left behind a black knee length dress and white pantyhose in the guest bedroom. I was so excited when I found them...needless to say she never saw that dress again. With the bra and panties I alrady had from her and the new black dress and white pantyhose...I had my first total outfit. My tr... Continue»
Posted by Sarahaspencd 7 months ago  |  Categories: Masturbation, Shemales, Taboo  |  
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The Surprise Vacation



The Surprise Vacation


by an unknown author and Tristmegistus

1. Chapter - Innocent Beginnings

"Did you take your vitamin, dear?" Ellen called from the bathroom.

I rubbed sl**p from my eyes and picked up the pill bottle, rolling a big
tablet into my palm. "My horse pill? I'm doing it now."

"Have you noticed any difference yet?"

"Nah. Vitamins are pretty much all alike." She'd gone on a minor health
kick a month before, insisting that I needed to lose a little weight and
take better care of myself. I hadn't actually made it to the gym to wor... Continue»
Posted by klammer 1 year ago  |  Categories: Anal, BDSM, Shemales  |  
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Daddy's whore

I had always been fascinated by the feel of womens clothes against my skin, and today was no different. Mom was away on a business trip to Canada, and dad was away at work for the next couple of hours.

I had always had an effeminate look to me, with me being 6’1” and thin as a twig at 19, I was scrawny. I had bought a black wig to go with the outfit that I had picked out. It was black 6” heels, black pantyhose, a black garter belt and panties, with a short black skirt and a little black tube top. I was hard just thinking about what I would look like.

I took a shower and completely shaved... Continue»
Posted by vince01 2 years ago  |  Categories: Gay Male, Shemales  |  
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New Neighbors

My first attempt at writing one of these. Let me know what you think.

My roommate Mike burst into the room grinning, “Dude, have you seen the two girls that just moved in down the hall?” That caught my attention, “Wait, that blonde and brunette are moving onto our floor?” I had indeed seen them earlier outside the building. They had stood, laughing and chatting with one another, while movers unloaded boxes under their supervision. I couldn’t help but notice them; the blonde in a slightly too short summer dress that showed off her strong legs, and a low neck-line that promised never-ending ... Continue»
Posted by slatemhor 7 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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Cheating Bastard

I began to suspect that my husband was cheating on me about 6 months ago. He'd call me and tell me he was working late or he'd show up to different events claiming that his boss needed him to finish a project before he could leave. Then his phone started to have more activity than normal. He'd often move to another room to take calls or messages. He started hiding his phone whenever he was asl**p so I couldn't go through it. The final clue came when he started to smell different. I had been married to him for many years so I knew his scent well but whenever we made love I could detect ano... Continue»
Posted by RyleighM72 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
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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 2 months ago  |  Categories: First Time, Masturbation, Shemales  |  
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Nate and his tranny neighbour

My first ever story. Depicting sex between a man and a transsexual.
It is lengthy but personally I enjoy these best. Constructive feedback is greatly appreciated, so feel free to write to me. Enjoy ; )

Nathan (Nate for short) was an average eighteen year old boy; liked girls, sports, partying, and being on his summer holidays he enjoyed the time off school. With some exceptions to the average rule, he loved his kinky dirty thoughts and porn. Frequently watching shemale porn, gorgeous busty women with big tits, a pretty female face but a thick juicy cock to be pleased, not a pussy to be fu... Continue»
Posted by BiTwinkxx 4 months ago  |  Categories: Anal, First Time, Shemales  |  
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Josie's Awakening

My name is Joseph, and this is a wonderful trip down memory lane for me. Join me as I relive the first few experiences of what would soon become a life changing event......

######



Jason and I were always best friends. We grew up together, we played sports together, we got laid at practically the same time by another pair of best friends, everything. This is our story......

I was out of town for a few weeks on business so we hadn’t had a chance to hang out for a while, so once I got back into town I called him up to see what he was up to
"Hey man what’s up"
"Nothin, my s****r is... Continue»
Posted by qqqqq2qq 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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Job Interview

I was interviewing for a new secretary and it had nearly reached the end of the day with no likely successful candidates. There was just one to go, a Keliana Kotey, whose CV certainly looked impressive and seemed as if she would do pretty well for the job, but I had to wait and see. The company’s receptionist, Paula, put her head around the office door to tell me that Miss Kotey was waiting and asked if she should show her in. I agreed and sat back to watch the view of Paula’s nice arse as she walked away from me. A twenty two year old gorgeous blonde, Paula was the kind of person who brighten... Continue»
Posted by keliana 4 years ago  |  Categories: Shemales  |  
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Am I A Bad Aunt - Part 4

Am I a Bad Aunt - Part Four

By billy69boy

(Part Three ended with Aunt Eve and her niece Ariel getting ready to pleasure each other with Ariel's favorite black strap-on.)


Ariel pleaded with me to fuck her first, such was her heightened state of arousal, as she regaled me with the details of her first sexual episode with Malcolm. After she helped me adjust the straps, she handed me the baby oil, and bent over the end of her bed, reaching back to spread her ass as best as she could with one hand. She was silent as I first lubed the thick black dildo, and then I dripped some down her... Continue»
Posted by billy69boy 1 year ago  |  Categories: Lesbian Sex, Shemales  |  
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Turned Into A Sissy Boi

It started innocently enough. I was spending another weekend with my girlfriend and we were in bed late one Saturday night. She had just cum and I was rapidly on my way there. I was on top pumping in and out of her. She snaked her hand back and started lightly brushing her fingertips around my butt-hole. I let out one moan, then another, and on the third one, I shot my load inside her. It was one of the best orgasms of my life!
“Oh, you liked when I played around with your backdoor, huh?” she said a moment later with a teasing smile.
“I sure did! It was great!” I responded. Lookin... Continue»
Posted by subjaye 2 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Daddys little helper

Maybe if I'd minded my own business and stayed off my dad's computer, my life would have been a whole lot different. As it is I wouldn't change it for the world.

My name is George Mason Jr. I was twenty years old when I moved back in with my father (George Snr, obviously) after my mum left him and took up with some arse-wipe she met at her gym. He had been devastated by the betrayal and I had moved back in to keep him company and make sure he didn't do something stupid. I was quite a good cook and a bit of a neat freak, so it worked out okay for both of us. I got out of my shitty one bedroo... Continue»
Posted by sparkyking 1 year ago  |  Categories: Shemales, Taboo  |  
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Uncles Lessons

I posted this story on another site years ago. I had some nice feedback, but not many views.

In '91' during my senior year of high school my folks split up. The whole thing was a mess, with me being sent off to relatives while my mom took my younger siblings to the gulf coast to stay with her parents. They sold the house and Dad moved to be with his new future 'ex-wife' outside of Dallas.

Since I am older by about 7 years, and was in high school I did not want to leave town in my last year. No way did I want to be sent off to someplace I did not know, and be the 'new k**' loser.

Wit... Continue»
Posted by Cuckarama 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  
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How I got started dressing

I was a sophomore in high school and like any teenage boy I was extremely horny. I masturbated atleast once a day usually 2 or even 3 times because I had so much time on my hands. I started off watching plain straight porn but I watched so much of it daily that I started to get bored of it. I just used sites like google or yahoo to find videos by typing in whatever I was into that day. It started out with just words like "blonde getting fucked" or "girlfriend giving blowjob." Once I started to get bored my words started to get more descriptive "Slut takes huge cock in ass."I was skimming throu... Continue»
Posted by pantyyboy 4 years ago  |  Categories: First Time, Masturbation, Shemales  |  
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Transexual Brothel

While I was on vacation, I went to a famous brothel. It was a large place with several different bars, a room with stripers, a video bar. etc. I wondered around for a while taking it all in. I settled down in a little quiet bar with a classic old black-and-white porno movie playing on the TV. I was propositioned by several women, but they didn't really turn me on so I turned them down.

I nice-looking woman set down at the bar across from me. She was a little older than me, probably in her mid-thirties. She didn't look like a hooker. She looked nice. I smiled at her and she smiled back. I w... Continue»
Posted by slatemhor 7 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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I was bored one afternoon...

It was my day off. I was bored, and very horny. I can't help myself some days. Well, I thought to myself, I can either jerk off quickly or take a drive to one of the two adult stores with peep shows. It didn't take too long to decide.

I live in a very cold climate, and it was fairly cold out today, so as tempting as it was, I wasn't going to dress up in a cute skirt. I slipped into some tight jeans and looked at my profile in the mirror. I sure wish I had a better ass. Just a bit more of a 'bubble' would be nice. I put on a cute shirt and put a generic dark blue hoodie on. Dressed l... Continue»
Posted by zaria_ts 7 months ago  |  Categories: Shemales  |  
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Sissy Emma is turned

I had been a crossdresser all my life but completely in the closet and hidden from all my friends and f****y. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.
I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean I talked of having implants, of being tattooed, hair permanently removed etc but did I really want that? I also talked ... Continue»
Posted by emmahighheels 2 years ago  |  Categories: Shemales  |  
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Night With A HOT Sissy!

June 28th, 2009. End of senior year of high school. I, Angus Corleon, actualy graduated. I wasn't a model student. I've been a leather jacket wearing, rebel rousin, beer drinkin, hell raisin son of a bitch since middle school. My parents didnt care about me, after all my b*****r is a cop and my s****r is a lawyer, and im the law breaker. Anyways, enough about who i am. My buddies johnny, brandon, timmy, and danny have a hell of a party planned for tonight. Big bon fire out in the back woods of where we live. Must be 200 people were expecting. We set everything up, fire pit, band equipment, cha... Continue»
Posted by CDboy9097 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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