Shemales Porn Stories
Page 66

Moms teaches son to become a sissy sperma slut

I never knew my dad.

That's not an excuse for what I've become – and that's not to say I need an excuse – it's just a simple fact that some people find relevant when trying to examine what I've become.

Anyway, he was killed in a plane crash before I was born. Technically, he was killed in a plane crash while I was being born, but he died without knowing that. He'd been overseas at a business conference when my mom called to tell him she was going into labor, and had boarded the first plane he could back to North America. Ironically, it wasn't that long, turbulent, twenty hour flight that... Continue»
Posted by momandboys 1 year ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 1387  |  
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m*****ing a young crossdressing slut part 1

my name is nasty jay as i love to m***** and play with sexy sluts and whores.

i am 58 y/o now and over the years of my live i have had fun playing around with all kinds of fun and kinky people in my life.

i am retired from the army some i got to travel the world as see and play around.

most people think that i am a nice kind of guy but when i get a change i love to be a nasty boy.

so when i was 48 and had just gotten out of the army. i was taking it easy for a year and staying home with the k**s.

no wife so what's a nasty guy to do but see what's going on during the day as the k... Continue»
Posted by nastyjay2 4 years ago  |  Categories: Shemales  |  Views: 1383  |  
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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  |  Views: 1383  |  
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Never Wanted To Be Your Girlfriend Ch. 04

8:20am Monday Morning

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"...You can't be serious, Mike. There is no way anyone is gonna believe me," I whispered intensely.

I was sitting in the school office dressed in the patently ridiculous outfit Michael had picked out for me that morning, waiting to see the principal over my "disruptive" behavior. I just glared open-mouthed at Mike as he patted me on the head and smiled.

"It's gonna work great, Andi. Just trust me," he said, and then walked out of the office.

I watched him walk down the hall back to class, and it was then that I saw my mothe... Continue»
Posted by sparkyking 7 months ago  |  Categories: Shemales, Taboo  |  Views: 1382  |  
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Leila's Secret

I'm an ordinary guy, nothing special about me at all. Well, maybe my choice in women could set me apart from most.

It all started one rainy afternoon in Northern California as I was driving home after a party I'd attended alone the day before.

I'd stayed over at a friend's house and after a nice leisurely breakfast I headed home so that I would be back home before dark. I had to be at work the next day and wanted plenty of rest.

I was driving along Highway 1 when I first saw her. And boy, was she a vision. It had been raining all morning and the woman who stood there beside the road w... Continue»
Posted by nova169 3 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 1381  |  
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xdresser roxxi,s mistress is my wifes s****r

For a long time now i have wanted to see a mistress but as i am married its hard to get the money to pay for the services of a professional so i have not been able to fullfill my fantasy that was until last week. The adult store i go to to get all my sex toys has a billboard and people put up a picture and what they are into sexually .Its basically so like minded people can meet to explore there sexuallity . I went home took some sexy pics wrote out my add and my email so people can contact me .In my add i described what im into and ... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1379  |  
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part 2 from taken in public

ello this is an adult story if you are not over 18 please close this page immediatly. This
story deals with crossdressing gay males if you are offended by this type of material please
close this page also.

Thanks for all the replies to my first story; sorry it has taken so long but school has
started (college for all you perverts=:) so I have not had much time to write.

As I left the movie theater my mind was racing; I could not believe what I had just did
and what that man did to me aswell. The hot air hit me as I left the movie theater; standing
on the corner waiting for th... Continue»
Posted by kellyblue66abc 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1379  |  
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Euphoria

It's a Friday night. I'm at the hotel, it's 9pm and I'm half an hour late... The usual. My make-up's done, not to heavy yet, and I've got on a basic outfit that won't draw too much attention as I pass through reception. But I got my bag packed and the attention will come later. A quick scan of the room - have I got everything? I always forget something - but I think I'm good to go.

Ten minutes later and I'm in my boyfriend's car, heading for his place. I'm not ready yet and he knows it, so he's driving fast. Later I'm in his spare room, adding layer upon layer of make-up, fixing my long blo... Continue»
Posted by chemicalgurl 11 months ago  |  Categories: Shemales, Taboo, Voyeur  |  Views: 1380  |  
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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  |  Views: 1378  |  
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Impregnated by tentacles 2

Episode one of this story can be found here: http://xhamster.com/user/shemalecharlotte/posts/252264.html

I found myself in the morning laying in bed, alone, with that house empty I started to feel horny, cheeky thoughts popping into my head about when I was impregnated by the tentacles and my first experience with them and what they could do. I found myself getting extremely hard and couldn't help but strip naked and lay naked in my bed and touch my cock as it pulsed rather strongly in my hand. I thought about my big cock sliding deep inside the small teen girl after my stomach growing huge... Continue»
Posted by shemalecharlotte 9 months ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1380  |  
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Training of stacy

Before reading this story please be aware that that some people would label this work as obscene and pornographic in nature. It contains several themes including transgendered, homosexual and lesbian issues in addition to graphic sexual descriptions.

To make the action flow more freely and the stories light-hearted, I have taken a socially naïve approach and have not included the usual protections that intelligent people would choose such as condoms, birth control and out safeguards against sexually transmitted diseases. Such risky behavior as those exhibited by the characters of this story... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1375  |  
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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 1 year ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1375  |  
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A First Time Out

I'd always fantasized about going out to a bar or a club, dressed as a woman, and after a few drinks managed to find the courage to do so. By the end of the bottle of wine I was dressed up and ready to go, suspenders, stockings, a corset on so tight it was hard to breathe underneath a loose, knee length skirt and close fitting top. My make up was done, a touch up of lipstick after the long black wig had been smoothed down and the last of the wine polished off.

I'm always told I look gorgeous when I dress up, but I'd never been out before. Before it had just been for other people in private,... Continue»
Posted by amylee-jones 5 months ago  |  Categories: First Time, Shemales  |  Views: 1374  |  
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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 4 months ago  |  Categories: Shemales  |  Views: 1375  |  
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Woke up in a fuck

This is a small story so dont get pissed off k?

Wednesday 2:00 AM
I woke up not realizing where I am and looked around.
I saw panties,boxers,bras,and about 5 guys fucking sl**ping girls (3 girls) i saw that my shirt and bra was off but my skirt remained untouched.
somehow i was atracted to them fucking so i watched and jacked off. About 5 minutes later i came over a guys sl**ping face. then i thought,"Why not try it out?" So i slipped on a rubber and got some lube and carefully slipped in and fucked him. It wasnt long b4 he woke up as soon as i took my rubber off and came on his face ag... Continue»
Posted by FuckmyhornyAss 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1374  |  
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The unusual girl...and boy: part 2

Pt2:
After the night at my Aunt's house when I found out about Sam's secret, I spent the rest of the long weekend without seeing her, since she lived so far away from me. I called her and we talked for several hours at least ten times throughout the two days we were apart. When I went to school on Monday I couldn't wait to see Samantha. I had to wait for our lunch break since our only class together was history and it was the last period of the day. When I finally saw her I kissed her on the lips and she kissed me back passionately right in front of all the other students passing by during lu... Continue»
Posted by adblman 7 months ago  |  Categories: Masturbation, Shemales, Taboo  |  Views: 1372  |  
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TRANSEVOLUTION


People think I'm complicated

I'm not complicated as much as I am free of discrimination and others opinion over the true identity of who I am. See regardless whether one agrees or not I am not male, nor am I female either. I exist in a truth that is outside sociological normality. Our society got stained with the residue from over thousands of years of misleading. ONE small faction of mankind tried and semi temporarily successfully created a definition that has tried to eliminate the true existence of ALL people. (temp because: it is statistically logical that over that time technology an... Continue»
Posted by TSKristy 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1372  |  
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My First Time with Brian.

Heya there boys and girls! My name's Nicole and i'm a pre-op transexual from the UK, by chance I came across this website about a month ago and despite noticing that most of the user's seem to be madly perverted (lol) the rest seem civil enough to the point where I thought, "why not share my stories?" Who knows? You might just get a kick out of them. ; ) x

Back when I was 17 I had been cross dressing for just over a year, I was never tall (5'5 if you must know) and didn't have a masculine frame to boot (I guess I was always meant to be a girl - clearly haha) ANYWAYS one weekend when I was o... Continue»
Posted by NicoleB90 7 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1371  |  
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Playtime Stories Ch 5 - Best Leather Sales Lady Ev

5.

Shopping is not one of my favorite things to do. I still want to get there, find the items, buy them, and leave for home or wherever and use the items. However, I am female enough that I always want to have instant gratification and see how the item really looks on me.
A couple of years ago I had just begun to buy good quality “stuff” for my little whore-adventures. I was always awkward doing this because it is kind of embarrassing to buy erotic women’s clothing as a guy when it is plainly obvious that it’s your size. I also noticed that sales people are usually aware of my tr... Continue»
Posted by 6988slutty_rbckyy 12 days ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1371  |  
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Gang banged in bondage by shemale co-workers

I had just got home when my cellphone started to ring. When I anwered I heard my boss on the other end of the line. And she told me to come to her house for some "Fun" in a very ¨seducing voice.
After I took the buss there and walked up her driveway I kept wondering if my great looking boss and her sexy secretary was gonna tie me up again. The first time had been a real suprise but I had still enjoyed it in the end.
When I knocked at the door her secretary opened it and beckoned me in.
When I came into the living I came to the conclussion that I would be tied up again. There was bondage equ... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  Views: 1370  |  
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