Shemales Porn Stories
Page 121

Weekend Office Sex

So I am the low man on the scale at work. My job is with the City I work in dispatch and am one of the people responsible for getting road crews, hydro and sewer crews out to fix problems wherever they occur. My boss is a very attractive woman named Jamie. She stands about 152 centimeters and dark chestnut hair that is short at the back but gets long at the front. It matches her deep espresso eyes. She dressed very professionally at work ankle length skirts, blouses and blazers that type of thing. She has perky c cup breasts that when she trots or runs through the office they have a nice... Continue»
Posted by triphammer73 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Teen pussy of 18 years in bathroom stall masturbat

Certain noises merge from a closed bathroom stall door which you well know are only from a girl pleasing herself, so it was no surprise to myself, a shemale, who uses the girls room very discreetly, to hear such moaning 2 days ago in the bathroom stall of a store in the local mall. And since i jack my cock off in those stalls also and spurt my jizz, it is always a thrill to hear another girl moaning, even so slightly, with pleasure as she fingers her wet pussy. Thus, i literally stood next to the door and wham, it was not locked, guess she wanted to be watched, so i went in and she just smiled... Continue»
Posted by cumsquirter 4 years ago  |  Categories: 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 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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The only guy who's been able to get this tran

His name is E***. He is 19, has a very sexy deep voice (though he doesn't like his voice, so I had to just settle for his typing), a virgin (but that's not a factor), he's got a 9in gorgeous cock and is able to self suck to half his shaft.
I've helped him cum through caming before, but wasn't turned on enough to get off myself. I haven't been able to do that for in a long while. Though before today. I hadn't see him give him self head yet.
Now thankx to a friend, who I sucked off just so he could release some well needed tension. But all that did was get me horny.
So I got home, a li... Continue»
Posted by ThirdEyeGirl 4 years ago  |  Categories: Shemales  |  
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The Blind Date Night Part 1

The date was arranged by a good friend of mine, she said she'd shown my picture to Warren and he kept pestering her to arrange a meeting. I finally agreed to meet him with no strings attached or promises. I had no idea what to expect or how far things might go but I always like to be prepared. I showered, shaved my legs and any other area that needed attention, shampooed my hair and perfumed and powdered my body. I decided to wear black thigh hi stockings, a black push-up bra and the cutest tiniest string bikini panty. The panty was black with a touch of lime green lacy trim. The lime green st... Continue»
Posted by chrissieCD 3 years ago  |  Categories: Anal, Shemales  |  
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Fantasy Cum True

I have always had a "thing" for she-males, but growing up where I have and hanging with the crowd I hung with, it was taboo to express this thought. I used to go home d***k and pull up shemale sex videos on my computer after hanging with the fellas and I would be so horny watching these creatures that looked like women, with curves and all, but nice juicy cocks to go along with it. I would often fantasize about an abrupt meeting with a shemale and for whatever reason, we would talk and become cool. In my fantasies i knew what I was meeting and wanted it. We would talk and everyone around u... Continue»
Posted by heater31 4 years ago  |  Categories: First Time, Shemales  |  
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Danni the Door Dolly:-Jordans Surprise part 2

Pulling the car into the secluded private driveway of the small hotel Danni felt much more relaxed, the drive here had been event free,the conversation was dominated by Jordan asking questions and Danni's flustered replies seemed to amuse her. Danni was feeling a little foolish for imagining that someone like Jordan would be interested in her but having her sitting next to her, breathing in the smell off her was getting her so hot that as soon as she got back to Julie's she knew she was going to have an epic masturbation session,you can fuck whoever you want in fantasies right?

Jordan st... Continue»
Posted by plukey74 5 years ago  |  Categories: Celebrities, Shemales  |  
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roxanna's gyrl script

so... there's lots of stuff we have to go through to bring out our gyrl... hair removal, voice training, early clown makeup nightmares (mine still make me shudder...) & all other kinds of stuff... but amongst all the options out there i really love hypnosis...

the key to hypnosis is to relax... not relax till you fall asl**p but to just relax so that you're brain isn't thinking about anything else but one thing... the hypnosis script... ideally, you'd be in a state of relaxation that's exactly the place smack dab in the middle of being awake & falling asl**p WHILE AT THE SAME TIME... concen... Continue»
Posted by roxxanna 3 years ago  |  Categories: Shemales  |  
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STORY of SkyDancer

Let me tell you a little bit about myself I'm five feet 10 inches tall around
220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.
Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort
Lauderdale, when one night I heard a commotion in the parking lot. There were
several men beating up a beautiful woman, when I tried to break it up I ended up
getting very banged up myself.
Her name was misty, she thanked me for helping her and asked if I need a ride
home since I was so beat up. I told her I was just doing my job but since my
glasses we... Continue»
Posted by ClassicCockx 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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From big band to big bang

My special friend Marla and I like to get all dressed up and go out dancing. Well we ended up at a club that has different thems. The night we went was the Big Band era that played a lot of swing music. If you're not careful some of the moves has your dress flying out and even over your head. It's not unusal to see two girls dancing, so we could scan the patrons and see who was going to be the lucky guy. I spotted a tall handsome prospect so I gave him a little sneak peek up my dress to peak his interest. He took the bait and ask to dance. he was a very good dancer, swinging me around s... Continue»
Posted by slipn2panties 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Crossdresser gets Gangbanged

So one night i decided to be daring and go for a walk in my city dressed in my sexiest girls cloths (i'm just a 26y.o. italian 5'5" 125lbs body man). I had a skimpy pink top on the revealed my sexy pink bra and cut just above my belly button, for my piercing to show. I also had on a micro-skirt showing off my ass cheeks just enough to see standing straight up and showing off my tramp-stamp tattoo GET SOME right above my ass crack. Sexy pink thong underneath that plus knee high black leather high heel boots and sexy blonde wig. I did my make-up so perfect you would never tell i was a man w... Continue»
Posted by sexboi421 4 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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First Time Shemale Encounter

Lets start off by saying this a very true story, one that i love to re-live over and over. lets begin

I was in el paso, texas..my girlfriend at the hotel. Something in me decided to go to the strip club. So i did. After a few dances, i decided to leave. I had always heard in mexico it was very easy to find shemales. So i decided to go over the boarder to the very dangerous city of Juarez. After i was in mexico i grabbed a beer and started walking. Within 15 min i noticed these beautiful women all standing outside of an apartment building. I walked over and proceded inside. Not kno... Continue»
Posted by iLoveShemales12 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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Crossdressing House whore fuck toy

I love to dress-up and pretend i'm a girl and fuck myself in the ass with a huge dildo. Sometimes, i wish i could get fucked by a huge black cock. The bigger the better but i would like a cock around 12" long and 2" wide. I can put on make-up and a sexy wig, with a skimpy mini skirt and garder with stockings, you would never know i was a man. I want that hard cock banging my ass hard and deep, all the way to the balls so i can feel them slap against my ass.
This maybe just a fantasy, but i would love to try it someday. Even better would be a gangbang. I could suck cock and get fucked all nigh... Continue»
Posted by sexboi421 4 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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Working late

This story follows on from my last story “On the Road”

Working Late.

Dannielle had been woken by a call from Paul asking her to come into work early as they had some figures to go over. She knew what that meant, a quick fuck before work. As she was getting ready she remembered what those builders had said yesterday, the photos they had taken and the note they had left. “Wonder if they where actually going to come to her work and find her if she did’t get in touch” she thought as she got ready. It wouldn’t be that bad, she had fun with them and she loved Johns cock. “Bet they where just p... Continue»
Posted by danni1 5 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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Boston Surprise

Boston Surprise by FRSWRITER
It had been weeks since I saw the gurls, their memory burned deep in my brain.

Hanging around the house with not much to do didn't help either. I had been trying to call Jill for a few days, but she would not answer. About now I was thinking it was a dream and never happened.

It was getting late and I was contemplating going out and trying to score, headed for the shower to get cleaned up and go. The water felt good and I was getting hard just thinking about what tonight may bring. When I was all soaped up the fucking doorbell rang, I yelled but I guess they... Continue»
Posted by frswriter 3 years ago  |  Categories: Shemales  |  
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Passionate Sex with a Beautiful Shemale

Passionate Sex with a Beautiful Shemale


a man and his shemale lover get down to business
Will led Sarah by the hand into his bedroom. He closed the door as they entered and pulled her towards him. He placed his hands around her, caressing her toned stomach as he slightly nibbled on her earlobe. He could feel her trembling in his arms. Sarah lightly ground her ass into his crotch, rubbing herself against his hardening cock.

“Mmm,” she moaned, feeling Will’s lips kiss the nape of her neck, causing her to break out in goosebumps.

She turned to face him, wrapping her arms around his n... Continue»
Posted by adel5000 4 years ago  |  Categories: Shemales  |  
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Turned into a Toy

I clicked the lock shut on the locker containing all my clothes and looked down at my now naked body. I was in very good shape for a fifty year old. I'd always been thin and now I was shaved from the ears down and all six feet of me looked smooth and toned. My cock was a bit tumescent, larger than average and some found this odd for a complete submissive and was often disappointed when I didn't let them play with it, but I preferred to be always aroused when I served others.
I placed a towel around my waist. There was an odd clicking sound behind me and a soft lilting voice spoke, "And whose ... Continue»
Posted by kbking64 4 years ago  |  Categories: Anal, Fetish, Shemales  |  
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a very special girl

"Slam!"

Everyone in the hallway jumped slightly, turned and quickly looked at
the tall girl near the sound of the slamming locker. Satisfied that
there was no crisis at hand, the k**s at the school mostly went about
their business. Of course, there were the few admirers that glanced at
the girl at the locker, but it was no major deal.

After all, Marilyn Walker was used to being looked at. After all, how
many 6'3" girls wear 4 inch platform heels? How many 6'3" girls are
there? Oh well.

She swung her backpack over her shoulder, and strode slowly along the
bustling hallways ... Continue»
Posted by pcarter 3 months ago  |  Categories: Interracial Sex, Shemales, Taboo  |  
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When in Athens




When in Athens

I received an envelope addressed to me through the hotel
in Athens I was staying at, I opened it and withdrew an
embossed card, inviting me to a club that I had never
heard of before, after much deliberation I decided to
try it. I alighted from the taxi at the main entrance
about 10 pm the following night.

It became very obvious that it was more than the usual
club. It was round with small side alcoves lit with
small spot lights or in some cases with large church
candles, the alcoves were situated under columned arches
that really reminded one of a ... Continue»
Posted by lindaforyou 4 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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Happy Birthday to Me

So last month, I was lucky enough to experience one of my favoritest annual events ever: my birthday party!!! Now, for those that don't know, I take my birthday VERY seriously. You see, I was only 12 years old the first time I played with a pecker...and I've been lickin' 'em and suckin' 'em and bouncin' up and down on 'em ever since :-) I suppose my love of being gangbanged and making guys cum on my birthday all began on the eve of my 14th...

It was a hot night in June and I had invited about 20 friends to a backyard birthday party sl**pover. 14 of my best buddies showed up. I had blown... Continue»
Posted by cdsexslut 1 year ago  |  Categories: Group Sex, Shemales, Taboo  |  
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