Shemales Porn Stories
Page 66

Tgirl Playing With 2 Bi M/F Cpls Part 1

Playing With 2 Bi m/f Couples, (True Story) Part One,...

I was watching a straight porn movie a few years ago and after it ended the screen went blank, and I got up to pour myself another drink. When I came back in the room another movie was playing that totally blew me away.

This gorgeous young couple were sharing the well hung cock of another guy, and it was just amazing to see the look of pure lust in that womens eyes.
That was the start of my bi curiousity, and I set about finding myself a hot
bi couple.

Over the years I had met several attractive bi couples, but there was one ... Continue»
Posted by TgirlNikki 1 year ago  |  Categories: BDSM, Group Sex, Shemales  |  
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Wifes friend

Johanna had invited a friend to stay over the weekend. Her friends name was Lorenzia. She was from Chile and had a natural tan skin. She was a fitness geek and was extremely fit. She had thick black hair that she keept in a thick ponytail down her back. She had a wonderful ass and a c-cup sized breasts.
Johanna had to leave for work one day so I was left alone in the house with Loraezia. She was working out in the living room, lifting weights that would break my back if I tried lifting them.
she was dressed in a sports bra and tights. I looked as the sweat ran down her neck and back, over ... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  
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My best ever day

Okay. I'm not a stpry writer but I think my experience was hot enough that it may keep your interest.

I was 19 and I was on a training course for my new job. I had knew 2 weeks in advance where I was going so had started looking for mistresses in the area online. I didnt contact any but saved the numbers of my favourites in my phone.

I arrived late the first night, slept, went to the course then went home and got ready. I had a few glasses of wine then dialed the first number. Part of the fun for me was not knowing which one it was.

After a ten minute chat about what I was looking for... Continue»
Posted by LauraJaneXoX 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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Young Sissy Ch. 01

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 a beautiful new body. I tried to imagine myself as a... Continue»
Posted by bi_hengst 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Internet acquaintance

When I once again was bored and surfed the internet looking for some fun, I found the following ad: “Experienced and dominant master is looking for a young, unexperienced and submissive TV. You should be slim, shaved and very feminine. If you are interested, fill out the added form and send me some pics of you.” I found the text a bit short and I was disappointed that there were no photos of the man. Nevertheless I became curious. The text exactly applied to me. Already a bit excited I filled out the form, where I had to state my body measurements and sexual desires. I attached some slutty pi... Continue»
Posted by notgeile_fickstute 1 year ago  |  Categories: BDSM, Gay Male, Shemales  |  
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My highschool girlfriend 2

It had been a week and me and my girlfriend had not done anything else, but ofcourse we talked about it. Her mostly, saying "I was so sure you were so strait, im so happy your okay with my cock" all I would say was "I was so sure I was strait too, but being with you, just changed that I guess but I love it, you make me hornier than a girl with a vagina ever could." She also brought up another point, that the anal can go both ways, and ask if she could be on top next time. I was kinda scared it would hurt, but thought it may be fun, and told her that and she said she would make it painless, by ... Continue»
Posted by suckmedry69 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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SISSIES TRAINING PART 2

SissyIndy©

I drifted in and out of consciousness over the next hour, periodically snapped back into reality when the dildo assaulting my mouth would pause deep in my throat and eject a fresh deposit of cum into my bowels. Looking up at the television display of my abuse I would normally have been turned on by the sight of this brunette in a pink corset and black stockings leading down to her pink high heels being pounded by this horrid machine from both sides. Knowing that the slut in the video was me, a man f***ed to wear these whorish clothes and caked on makeup with a brunette wig bounci... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Chastity Locked Midget

“Hey, E,” Shayla Fields greeted her baby daddy.
“Hey, sexy,” smiled the tall, slim former high school basketball star. “Wassup?”
“I gotta work over. Can you pick up Katelyn from my Uncle Lamar’s house,” she inquired referring to their ten-month old baby daughter.
“Yeah. What time?”
“As soon as you can go.”
“Aiight bet! I’ma head out in five.”
“Thanks!”
“Anytime!”

Errol Reynolds locked the door of his efficiency apartment and hopped into his black 2010 Ford Focus sedan. He sped down the highway eager to retrieve his youngest c***d. He had two others – both boys. He was a stereotypical... Continue»
Posted by faggyboi 7 days ago  |  Categories: Gay Male, Shemales, Taboo  |  
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My firs time as a crossdrese

Hi,i am 19 and i have always liked wearing womens clothes.While wearin them i always imagined there was a nice older guy fucking me and cumming on my face. After a while i decided to try my fantasy for real. I got in contact with an older men and we decided to met. He said that he would come for me in a car and that we will go to his house and have a lot of fun. I was so nervous and could hardly wait to meet him. The next day i was waiting for him at a spot where we arranged to meet. He came in his big black suv and opened the door and said to get in. I got in and sat next to him. He had dark... Continue»
Posted by nikoletakurva 5 years ago  |  Categories: First Time, Mature, Shemales  |  
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Masturbating on the Airplane... Sort of

I was on my way back from Boston after a torrid night of partying. I was tired and it was early in the morning; I really felt like I had JUST gone to sl**p when the alarm went off to go to the airport.

I threw on a long t-shirt, black panties and leggings, my boots, and a red pull over, since it was cold. I hadn't brought much with me so I would not have to check a bag. The cab took 25 minutes to get there, and I was standing at the gate charging my phone for nearly an hour.

My mind kept wandering back to some of the shenanigans from the night before. The faux lap dances we were giv... Continue»
Posted by noellejordan 4 years ago  |  Categories: Masturbation, Shemales, Voyeur  |  
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new job fantasy

I was pretty nervous as I looked at myself in the mirror and put the final touches on my make up. Not only was this the first day of my new job, it was the first time I would be working anywhere in full femme mode. I’d spent the last few months perfecting my look, my walk and my voice. The hormones we beginning to kick in and my cute little tits looked perky. I fact I’d been passing successfully for a while now, but still this was a big step.

I did a last twirl to check my self out.

“Not Bad”, I said. My red hair bounced at my shoulders and crimson lips we plump. The knee length skirt I ... Continue»
Posted by cinful6767 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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First time dressing up

I was always interested in women's clothing. I don't know what it was but it just made me wonder what it was like to be a girl. When i was 15 i finally gave into my curiosity and wanted to browse my s****rs clothes. I went into my s****rs room when the house was empty and opened up her closet. I saw all of her nice shirts, blouses and dresses, i looked around pulling some stuff out and eventually made my way to her dresser and saw all the panties and bras. I wanted so badly to try on a whole outfit but i was terrified of getting caught.

Then i got an idea. I picked out the clothes i wanted... Continue»
Posted by Badassgirl123 1 year ago  |  Categories: First Time, Masturbation, Shemales  |  
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Sandy comes to visit me

If you have read any of my prior stories, you know that while I was born as a boy, I more closely resembled my mother and my older s****rs. I was the only boy in our f****y, and from a young age realized that I was destined to live as a girl. It started early in life, with me sneaking into my s****r’s rooms and admiring their pretty things. Later on, I actually began “borrowing” things from each of my s****rs. I lived in secret, ashamed that I was different.

When I graduated from high school, I moved to the big city to attend the University. I was fortunate, as my grandmother loved me dearl... Continue»
Posted by Rickicd 3 years ago  |  Categories: Shemales  |  
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paying to be used as a girl

i's been dressing up in girls clothes since i was 11. my mom's and my 2 elder s****rs suff. they'd caught me on several occassions when i was younger, but had thought it was a phase i'd grow out of. only now it turned me on too much to ever stop

Just recently i'd developed a new even more outrageous fantasy. now when i dressed i would fantasize about being used like a girl by a man....sometimes the fantasy would involve several men.this had come about ever since my mom had bought our first home computer. I'd spend hours when home alone watching tranny porn on the internet. i'd even posted p... Continue»
Posted by hornyTVluvr 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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New Control

I'm no stranger to the concept of chastity and orgasm denial / control; but recent events have really opened my eyes to it and I now feel I can speak about my experiences with it now having been subjected to it for an extended time. Unlike my previous experiences with being controlled through chastity, this time I feel well and truly broken -in a totally submissive way. I had believed that my time with it before was all there was to it as previous lovers and Owners had locked me up from time to time in an effort to establish more control over me. Now my current situation has me at a whole new ... Continue»
Posted by LaArana 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Cockatoo Part 4

Cockatoo Part 4

Return From Bangkok

It was late afternoon by the time my flight left Bangkok and dusk began
to fall about halfway back to Koh Samui. Lights from the fishing boats
in the Gulf of Thailand began to glitter like tiny jewels in the
gathering darkness. I could make out the dark shape of Koh Tao, and I
shivered at the memory of what had happened down there only a few weeks
ago. How close I had come to death in the cold, dark water, and how,
given a second chance at life, I was determined to make the most of it.

I spent half the flight worrying if I had made the right d... Continue»
Posted by nikkiesilk 22 days ago  |  Categories: Anal, Lesbian Sex, Shemales  |  
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she had a COCK bigger than mine ..oh my !

this is no B.S ,no fantasy, no make belief, no fairy tale,.. this is a TRUE STORY and an ACTUAL EVENT.

iv always been a very observant k** growing up always trying to find the unseen and overlooked things in life i guess you can say curious....how curious ??:] well...

there was this older lady who il call Ms.Auburn who lived in the neighborhood that everybody knew,especially the men because she was a tall long legged brazilian chick with a pair of double D's that you couldnt possibly overlook and she would always come out on her steps with a short tight satin auburn coloured housecoat a... Continue»
Posted by jerkme 3 years ago  |  Categories: Fetish, First Time, Shemales  |  
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Magic Panties Ch.02 (sissy story) by noflon

This story is a work of fiction, all characters are fictional and obviously the events are fake. Any inaccuracies between stories, accept the changes.

You may reprint this as needed, just give credit to the author. Oh, and enjoy!

Chapter 2: Discovery

Let me recap for all of you. Two nights ago, I was stood up at a bar, and the next morning a box arrived at my door. Inside was a pair of black panties with a pink heart on the crotch and an 8in realistic dildo mounted on a suction cup. Strange right? I mean, I'm a tall lanky straight guy, with short brown hair, but what's stranger is, I... Continue»
Posted by bqreus 1 year ago  |  Categories: Shemales, Taboo  |  
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My first time with Mike (while dressed like a girl

I still remember the first time that i dressed for someone else. It was during studies in University, there was a party and we all had to show up dressed. Something like pre-Halloween!!!!
During that time i used to date an older man. We were meeting up at pubs and bars in the city close to my campus. He was local, married and due to that there was a lot of secrecy. We were usually ending up at parking lots in his car. Not the best place to have sex but still better than nothing.
This party was the perfect opportunity. I asked him to come too. As you can easily guess my choice was to dress a... Continue»
Posted by georgette32hk 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Fantasy of a Fantasy

It wasn't that I was opposed to man-on-man sex. It's that I wasn't for it. I mean, it didn't get me hard, but it didn't turn me off either. I know this not because I sought it out, but a gal I dated for a while confessed she loved gay porn, and had a fantasy of a threesome, where she'd back off and watch the two guys go at it. This was years ago, of course, and being the open minded guy I was, I said I'd consider it, if, big if, the other dude was okay.

But, as I said, this was years ago, and we never got around to trying. She went her way, I went mine, and eventually found myself in a... Continue»
Posted by TransContinental 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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