Shemales Porn Stories
Page 14

We all shared the rent, and they shared me!

It was my Junior year of college, at that point I was mostly a closet cross dresser, with the exception of Halloween, and a few select occasions. I had been sharing a house with two other guys, and I they both knew I would dress, but we didn't speak of it, well until tonight. I was sitting around doing shots and watching tv with my two roomies, let's call them Jon, and Barry. Jon was a small skinny Korean k**, who was very much influenced by Barry, the all American boy, tall, blonde athletic. Back to our story, the three of us started talking girls, and fucking, and moved onto "would you if ... Continue»
Posted by smonkeys32 5 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Christy’s Awakening.

“And you said you didn’t think you could do it!” John sounded surprised and to be honest I couldn’t blame him. He had just released his load deep inside of me with a loud moan. He was panting and trying to regain his composure and all the time I could feel him pulsating inside of me.

After what felt like an eternity he finally pulled out of me and rolled over. His eyes closed, he had the look that told me he was totally satisfied. I had surprised him this far, I thought, but I wasn’t satisfied, I needed more. John had woken the a****l inside of me. As he lay there, I slowly moved my ... Continue»
Posted by chuntercd1 5 months ago  |  Categories: First Time, Shemales  |  
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A Little Surprise For Neeta

I had been living with that woman only shortly but long enough she was very liberated. Should I go with another girl, that was alright as long as I used a condom. She also told me she had been with other women and that things couldn't get wet enough as far as she was considered. So one night I 'm in this neighborhoodbar in the centre of Amsterdam when a girl sat herself next to me. Long brown hair, black rimmed glasses. The girl nextdoor, but that special girl nextdoor.Miniskirt in Scottish design, a tiny top with ample breasts, nipples rimming the purple cotton.
Said she was a Canadian touri... Continue»
Posted by FetishFreddie 5 months ago  |  Categories: Shemales  |  
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sissyslave


This is a BDSM story - male on male, later male on sissy - with some f***ed feminisation.
Sorry it takes so long to get to the fem part! Part two will represent the pay off.

Sissyslave

By NancyBerlin


Martin is, or rather, used to be, a totally straight looking guy, not so tall - 173cm - with a
somewhat stocky build, but lean and lightly muscled from his years of
swimming. You could say he had something of a rugby player's
build. He was not so young - 47 - but he kept himself in good shape and
although gay there was nothing effeminate about him. All in all he was in no way
... Continue»
Posted by NancyBerlin 5 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
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Moonlight ride


I take a deep breath and open the door, it's a summer night, nearly dark. The street is quiet, dumb to the scandal about to unfold. I doubted anyone would recognize me, in my short fur coat, denim mini and trademark purple heels. Not unless they were a fan anyway :) I just need no-one to see me leave the house, once a few yards away, I could be anybody.

The coast is clear, I step out and shut the door as quietly as possible and walk away from the house, praying I don't activate the neighbour's floodlights. As I clear the first few houses, I relax a bit and a thrill runs through me. I... Continue»
Posted by christinasucks 5 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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Mature Extreme Tranny Prostitute Part 3

I heard someone unbuckling his belt and shuffling behind me. He was obviously getting into position.
I felt a strong pair of hands on my buttocks opening me up before I felt a hardness inside me. His cock was quite thick and extremely hard although it wasn't very long. He held my hips as he pumped into me. My eyes were closed tight as he pushed himself into me. He was gasping and groaning as he pumped me full of his meat. He only fucked me for a minute or so when I felt him withdraw.

"Go on mate you - you next" said Dave as the next stranger took position behind her.
His cock also was ... Continue»
Posted by SexyTinaTV 5 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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How Nick became Nicki. A sissy story

This is the story of Nick. Nick was straight.
It was Friday night and she was getting ready to go out, she had something special planned tonight. She had her favourite pair of red and black lace lingerie on, the panties cupping her round smooth cheeks, her light blue pencil dress that hugged her figure and gave her a passable cleavage, white heels that make her look sexy even though they squeezed her toes and rubbed her heels and she had barely got the hang of walking in them. She had done her make up too, as well as she could, a little eye shadow and a cherry red lipstick. Her stomach was af... Continue»
Posted by ilgreturns 5 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Hitch Hiking across Europe (part 2)

Sue and Gavin (I finally found out their names), were a working couple who both worked in the city and so left early Monday morning, before I woke up, and I awoke to find a note...darling Kaye ...stay as long as you want, we will be back on Thursday evening, so I rose showered and shaved all over , and had a poke around and found a wonderful maids uniform, sweet frilly dress with apron attached, beautiful silk seamed stockings, superb black basque with 8 suspender straps to hold up my stockings, and a cute bonnet.... oh I did look the part xxxx
So I wandered around the house and did some t... Continue»
Posted by gkaye1954 5 months ago  |  Categories: BDSM, Hardcore, Shemales  |  
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Origins of a Whore

The Origins of a Whore


I really became a prostitute by accident. Okay, well, not really, but sort of by accident. I had been going to a chat room online and found there were quite a number of admirers of t-girls, she males, cross dressers, chicks with dicks, sluts with nuts, whatever you want to call us. I hate the term drag queen because it is so demeaning and inaccurate. I much prefer to refer to it as dressing “en femme”, and call myself a “girl with something extra”. But I digress. There were a number of guys who wrote that they were interested in meeting and some were serious ... Continue»
Posted by Chrissycdslut00 5 months ago  |  Categories: Shemales  |  
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A New Sissy Maid


Chapter 1
It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told himself, fatalistically, swallowing hard. At least, see what happens, give it a go. It’s an exercise in bu... Continue»
Posted by NancyBerlin 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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take at the mall

I was out shopping with my mom and this guy kept following us; overtime my mom was not looking he would grab his cock which was getting hard and bigger. I had no idea how he was not getting noticed by the other shoppers. I told my mom we need to split up so I can shop for my own clothes and would meet up at the food court in a hour. I found a baby changing room and did not lock the door and waited; he came in a locked the door; I was so hot and horny I thought my little cock was gonna explode in my panties. He grabbed my neck and ripped my yellow t shirt; “oh fuck” I thought what am I gonna do... Continue»
Posted by kellyblue66abc 5 months ago  |  Categories: First Time, Group Sex, Shemales  |  
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HOW I BECAME A SISSY SLUT



ok so I'm still extremely high and I'm on the corner of samo blvd and st andrews and we are now attracting multiple cars driving past and staring and i have no idea what I'm doing i was just so nervous being dressed like a CHEAP WHITE SISSY AND my top ts momma has basically made me understand that we are gonna stay here with about 6-7 other tgirls that are older and all are mexican and black,, they were yelling at me and saying that because I'm young and white I'm basically gonna be picked up any second,, i ws nervous to leave my top ts mommy erika and she promised that she won't leave my ... Continue»
Posted by daddyssissyLA 5 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Liquor Store Booty

“Barry,” called out Geneva Campbell. “Do you mind going to get a bottle of wine?” The attractive middle-aged woman made the request because they were expecting a visit from her cousin and his f****y since they were driving though the area. It had been years since Geneva had seen Marcus. On the phone with his wife, she was able to convince them to spend the night,

Barry yelled back, “Yeah. Give me a minute.”

The forty-six year-old, brown-skinned man shut down his game of Madden NFL 16 on his Xbox One. He walked out of the den to find his wife throwing together a casserole.

“Do I need... Continue»
Posted by faggyboi 5 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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The MILF next door [parte dos] (Karen)

... (continua)

So I rushed to my house with her matching thong and bra in my head, [I have the same one] kept telling myself, what are the odds, my neighbor next door has a set like mine.

I decided to change accordingly, I went to my closet, check my panty's drawer and looked for the same set. What a great rush, I found a pair of khaky pants, a guayavera, some nice dancing a shoes and a light jacket.

By the time I got back to Karen's house, she was already "ready," very rare in latin women, they take forever, but not this boricua. She was wearing a nice silk black blouse, a mini... Continue»
Posted by ilialenyc 5 months ago  |  Categories: Fetish, Shemales, Voyeur  |  
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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 5 months ago  |  Categories: Anal, Lesbian Sex, Shemales  |  
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I was in too deep.

Ever since my first time being a dirty, sissy slut for a dom, I have not been able to find another man that could control me and make me beg to come over and serve him. I have posted ads on CL and even joined A4A. It is hard to find a guy who can be dominating and degrading without being too pushy, only sending one liners, or just wanting me to invite them to my place without any other conversation… that is not truly dom. So now I have all these sissy fantasies and urges that I fear I will never get out of my system... I felt like I should share one here on xhamster to help relieve the tensio... Continue»
Posted by igotoneforya 5 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Bruce,,

As we all know the net has a wealth of information
about all kinds of sexual practices. In the fall of
last year I had began to read about things I never
knew existed. I found myself reading about BDSM, cbt,
tt, milking etc. It seemed that in any of these
situations where someone gave up control to another
person it exited me. I found myself overly excited
actually. Although I had never tried any of it, just
reading about it made my dick as hard as a rock. I
know that I love getting fucked and sucking dick but
these things sound even better. After reading so many
web sites I stumble... Continue»
Posted by klammer 5 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
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Sissy gets first taste of latex, cock and spunk...

She imagined herself as a latex attired Dom with black thigh length boots, red corset, fishnets and a big black strap on cock who started by licking around her slaves balls and then behind them. She fantasised about curling her tongue into his dirty tight ass while she wanked him off, her tongue getting deeper and deeper.....Once his hole had opened and she had lubricated it with a generous drool of spit she slid first one and then two fingers to the knuckle in his tight ‘pussy’ and proceeded to finger fuck him. At first she went gently but then slowly started to pick up pace and vigour, addin... Continue»
Posted by Goosie 5 months ago  |  Categories: Anal, Fetish, Shemales  |  
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First time crossdressing with another CD

This is part one of a story, from a former user. I'd like to read the continuation, or anything else written by them. I enjoy the stories as much as the pics and videos, they all get to the right part of me. Any help would be great.

First Time Crossdressing with a mate part 1


This is a work of fiction, though someday I hope to make it a reality.

-----

It was the height of summer, and my girlfriend was out of town for 2 weeks. I'd had a handful of experiences with guys before, but ever since I dressed up like a slut for the first time, I couldn't stop thinking about meeting ano... Continue»
Posted by kumquat 5 months ago  |  Categories: First Time, Shemales  |  
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Dichotomy of Life

Shane finished his final touches of getting ready in the hotel room. He made sure the gingerbread candle was lit. He lathered himself with cocoa butter and sprayed some perfume. The five-foot-eight-inch, one-hundred-forty-pound batty boi was so ready to see him.

Driving his silver 2012 Nissan Armada out of the parking lot on his lunch break, Chris headed towards the motel where his paramour was spending the night. He was barely a half-inch taller than Shane and weighed close to the same although he had much more muscle. He had met the brown-skinned vixen at a gas station.

Unbeknownst to... Continue»
Posted by faggyboi 5 months ago  |  Categories: Gay Male, Shemales, Taboo  |  
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