Shemales Porn Stories
Page 74

The Long Road To First BBC part two

What's wrong with me? I love pussy. I love women. I was so paranoid, I just knew everyone was looking at me by the time I got back to the motel. I was certain that everyone I saw could tell that I had just sucked a cock. The desk clerk asked if I had a "Good" time while I was out. How did he know? Do I still have some cum on my face? I could still smell and taste the cock that I had just let explode in my mouth mere moments ago. I just needed to get to my room. No one could bother me there. Finally I arrived at my room.
As I stated earlier, I have an average size dick 6" no more or no less.... Continue»
Posted by proudman2 3 months ago  |  Categories: Interracial Sex, Shemales  |  
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He Got Used and Didn't Mind (Part Two)

I got the 1,000 views so here is part two. 1,000 views or 10 comments and I will write part three.

As Dave drove home from Jesse's, he called Lucy to let her know he is on his way home. She told him she had gone out with Carla for a girls night. When Dave got home he hit the shower, put his clothes in the hamper and went to bed.

Lucy picked up Carla from her house went to the bars in down town. Guys were buying them drinks and hitting on them. Their conversation was getting disrupted so much they decided to go to the gay bar just to see if they could talk and have a good time. Once there... Continue»
Posted by mrman1982 1 year ago  |  Categories: Voyeur, Hardcore, Shemales  |  
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My Fantasy #1

I had been secretly cross dressing for years without anyone knowing about it. I got pretty good at hiding it even when I would wear a hot pair of panties under my clothing. I must have become too confident because one day it caught up to me. Terry was a guy I knew from work. We had known each other for probably 3 months. We became friends right away. He and I liked all the same things and we loved to golf.
It was a hot day in July when he and I went to the course to play 18. We had done this many times before. This day was a little different. I was feeling a little sexy so, under my shorts I... Continue»
Posted by xdressakatie 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Trapped and Trained Sissy Ch. 04

Trapped and Trained Ch. 04
I don't exactly remember at what point it started, but I remember being so ashamed and humiliated by it even happening. The redness in my face seared, but you still couldn't even tell due to all of the makeup that was caked on me. And there it was again... so involuntary, so humiliating...

There I was sitting on this chair from hell with a cock thrusting in and out of my painted lips, another devil of a machine tearing my ass... pussy... in two underneath me. And I was moaning.

It wasn't one of those painful moans either... it was a moan I'd often heard coming... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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FUCKED HARD

hi,friends...its really awesome to share my personal experience with you all and in the same feeling i am f***ed to share a new story for all of you.it was friday when i came back to my home suddenly i came to know that my friend George is comming to my home.as u guys know i stay alone...i was very scared that what he will be going to do with me as he warned me not to go outside the house ....bell rang George was d***k and he was in mood to fuck me....He pushed me to the wall held me in my hips and bit and sucked on my thick juicy lips. Inturn, I put my arms around his shoulder and hugged him ... Continue»
Posted by ladyxboy 4 months ago  |  Categories: Hardcore, Shemales  |  
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Caught in the act

After my first encounter with John’s dick, I couldn’t get it out of my mind. Two weeks later we met at a friend’s party and we talked about it. He was worried his girl friend might find out. I told him he had noting to worry about as I had as much to lose as he had. But I also said it was the best sex I ever had & wanted a repeat performance. He agreed it was fun but felt to do it again would be risky. I said all we needed was an excuse to go away for the weekend. I told him to leave it to me.

I happen to mention to his girlfriend later that John & I were thinking of going away to see a ba... Continue»
Posted by monkeynuts0 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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TRANSSEXUAL DELIGHT

I was new in the big city, a country boy through and through and it was the first time I had ever visited London for the sites rather than work, I was nervous just for the fact that I had never been anywhere like it and the place was so big, my town being one hundred houses tops, all of a sudden the bus I was waiting for pulled in and kicked me out of my daze, being the shy and gentle person I am let all the other tourists get on first and just out of the corner of my eye noticed the hair of a blond lady getting on to the bus, I couldn’t see her face just the back of her head and the lovely co... Continue»
Posted by star122 4 years ago  |  Categories: Anal, Shemales  |  
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He shared me with his friends

I was in an adult book store in Bradenton Florida. I had my sissy cloths on under my male street cloths. Once I was in a private booth I took of my male cloths and was left in my bra, panties, and thigh high stockings. Some lipstick and I was on my knees at the glory hole waiting to suck some dick. The first one through the hole was nice. Clean. I suck him for a while when he bent down and asked to come into my booth. I said sure and he went around to the door and I let him in. I dropped to my knees again and took his dick out and took up where I left off. As I sucked him I played with the nex... Continue»
Posted by firstknightd 4 years ago  |  Categories: Shemales  |  
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The Perversion of Bev - Part 1: The Beginning

“Some fucking romantic weekend this is turning out to be” thought Bev as she sat alone in the hotel room. Phil had told her he’d booked something special to celebrate their Silver Wedding anniversary and she’d been so looking forward to a weekend away without the k**s. The first setback was a phone call from Phil to say he’d been delayed at work but she should still go to the hotel as planned and he’d meet her there. Now, with the Friday rush hour traffic clogging the A1, he reckoned he wouldn’t be getting there for at least another couple of hours. “Just wait till he gets here” thought Be... Continue»
Posted by Suveran 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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Life with Brian

Brian and I had been best friends for as long as I could remember, although I wondered why from time to time. Sometimes he drove me nuts. He sometimes behaved really oafishly - or just insensitively - and he could be opinionated, too. Not that he didn’t have good reason to be. He was always one of the smartest k**s I knew, and he was captain of the football team when we were at high school. Brian was one of those good-looking golden boys for whom life always naturally came easy, smiling his way through difficult situations with a flash of his blue eyes and an easy laugh. Whenever we fell out h... Continue»
Posted by lana100 8 months ago  |  Categories: Shemales  |  
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The Host

Sunday...ahhh, my favorite day of the week. You see, that's when me, and a whole bunch of naughty, horny (and usually married!) men get together while their wives are away at church ;-) Now, whenever you are bringing 20 to 30 men together to gangbang a high heeled, crossdressing cumslut like me, one of the most important things to consider is discretion. I mean, what would all those prudish goody goody wives think if they found out what their husbands were doing with my warm, wet mouth and puckered lil asshole while they were reciting prayers and singing hymns!

Without fail, one of t... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  
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poker night

one night,my ex wife decided to play poker for fun,bout 30 min of playing,we made more interesting,that on the next hand,the loser had to do what ever the winner wants.I lost on purpose,so then she said to take a shower,and shave off all bodyhair,legs,chest,arms,underarms,face.then meet back in the bedroom,where she laid out a very short black minidress,black lace garterbelt matching panties,lace stocking 6inch high heels.then she applyed makeup,painted nails,jewery,and wigI look in the mirror and saw this sexy girl standing there,she had transform me into a beuitifull female.she said now your... Continue»
Posted by blonde68 3 years ago  |  Categories: Shemales  |  
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Playtime Stories Ch 2

2.

My cock is so hard as I write this. Occasionally, one hand strokes while the other types.
Most guys love a good blowjob. Most guys are afraid to try a finger in the ass, but love it after they do. Most guys want a woman to be a total wanton slut or act like the nastiest whore of their wildest dreams. Most women aren’t loose enough to be that “hot” or that incredible of an experience.
I picture myself as everything I wish I could find in a slutty bitch. You know, a total nympho who really will do anything and then ask for seconds.
Before I tell you about what happened th... Continue»
Posted by 6988slutty_rbckyy 6 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Being a shemale's toy can be fun

Joliet called and asked if I would be interested in having some fun...I thought about the last time and how pissed off she got. I hesitated long enough for Joliet to whimper in the phone 'I promise to make up for my last theatrics, no bondage and I will reward you very handsomely if you attend to my needs this week end.'

Sensing desperation, I gave my demands 'reward me up front in large bills in an envelop that I will address and drop into the post office before we do any thing, you will give me your car keys before we enter any building, and I have the last word as to what I will and ... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Daddy's Popper Challenge

Since I've been enjoying the users’ stories here so much I thought I'd share one.
I'm a pretty good looking guy, love girls and pussy, but I am a closet tranny chasers. I love hooking up with crossdressers and transgender. I dressed a little in high school and college; I left behind the clothes but not the lust for the femme bois.

Last week when work was tough I needed a five minute distraction to clear my head so I called up Craigslist and browsed the Casual Encounters T4M. This was around 2:00 in the afternoon, a very hit and miss time. The ad that peaked my interest was "Mature Crossd... Continue»
Posted by gypsy61 2 years ago  |  Categories: Mature, Shemales  |  
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My shemale girlfriend

I met Andrea out side a bar on the west end, she was outside smoking a cigarette, I started a coversation with something stupid like "you come here often?" she laughed and we started talking had a couple of drinks and exchanged numbers. Andrea is about 5"10", shoulder lenght dark red hair, nice green eyes, and full red lips.....our first date we met at her favorite resturant and she was dressed casual geans high heals and a tigh t-shirt, showing me her great ass, long legs and big round tits. we had a good date nothing happened but a small kiss out side her cab........Date number to we met a... Continue»
Posted by rockerroller 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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The Politics of Dancing

"What the fuck are we doing here. Seriously?" I growled in his ear. I was still smiling, and I doubt anyone was going to be lip reading.

We were on the dance floor, my arms around his neck, slowly swaying to a crappy Lawrence Welk-wanna be band.

"You know what we're doing here, darling." His reply was sugar coated, sappy with his big grin. And why shouldn't he be smiling. He was dancing with the most beautiful woman in the place. The men were obviously jealous of his new trophy wife, and the women were too polite and too mannered to say anything directly, but their eyes said it al... Continue»
Posted by TransContinental 10 months ago  |  Categories: Shemales  |  
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Old Black Carl (Part 4



There was no getting around it, now. Carl had total control over me with those photos, and I knew it. So many things could go wrong. Carl told me to clean the house before the football game started. He sat in his recliner and watched as I performed chores. It was hard to concentrate because, not only was I scared about the pictures, but Carl’s enormous cum load kept dribbling down my leg. It felt like there must have been a quart in there. After I had finished, Carl told me to shower, and to work on my makeup. He said it was going to be VERY important that I did it well enough to pass as ... Continue»
Posted by sissirandi 6 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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first time i had a shemale

It was no secret to me that my victoria was bi; we had talked about it and I encouraged her to express and explore her bi side. When I managed to get us a date with a hot girl that was goth and always wears neon red fishent pantie hoes neon red and black corset with black skirt with neon green dragons she realy truns me on when i walk by her but, I decided to keep that a secret.
I took my victoria to a nice dinner, and while being seated our date for the night showed up and introduced herself. Hi im christina she said then sat down. We had a nice dinner, and on our way back I asked the girls... Continue»
Posted by gothicslave 2 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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Devina is caught

Devina is caught
‘Oh my GOD what that hell are you doing’ screamed my wife…

It was I suppose a very good question, I was sitting at my pc looking at a picture of a man dressed as a women, with his hands tied behind his back while sucking another mans cock. To make matters worse I was dressed in a short blue mini skirt and white blouse, black stockings and patent black 4 in heels and to cap it all off my wife’s black trench coat. Very much the slutty look.

But let me explain a bit. Ever since I cam remember I have had a fetish to wear women’s clothes, especially raincoats & Macs. As I g... Continue»
Posted by Devinatv 2 years ago  |  Categories: BDSM, Shemales  |  
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