Shemales Porn Stories
Page 59

Confessions of a She-male Toilet slave.

CONFESSIONS OF A SHE-MALE TOILET SLAVE
CHAPTER 8 - TESTED AND FOUND WANTIN'...

This is a short story about my first wife, about the day the World changed for me. When we married she was bi and a swinger, an older woman (40), and lot's of fun, I was young, barely 18, we swung all around town, her and her pretty boy. As soon as she got into my ass it was her friends using me, not her sharing her 'toys' with me... By the time we split up she was living as a hardcore biker dyke, and I was chained in a k**die pool in the basement serving as a human toilet, urinal, cum dump, and fist hole for w... Continue»
Posted by bucketkunt 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1395  |  
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Amy The Tranny Chapter 1

I met Amy at an adult theatre in town.
She was dressed to nines in a mini skirt, tight
halter top, and pumps leading up a pair of fishnet
clad legs. I invited her into a private booth
and once inside, went over her price for some
adult fun. She told me I couldn't fuck her as she
was on her period but I knew something was up and asked
her flat out if she was a tranny. She looked at me wearily and slowly nodded her head. I assured her I was into tranny sex and she relaxed and asked if I was into just a quicky or a longer more relaxing session back at her place. Of course I opted for th... Continue»
Posted by panteeluvr 2 years ago  |  Categories: Hardcore, Shemales  |  Views: 1387  |  
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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 1 year ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 1383  |  
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The Making of a Gloryhole Gurl Part 3

Making of a Gloryhole Gurl! Part 3
By Kristy

I look back on some of the Pictures from my early days, going to the Adult Bookstores and the Park and can’t believe how bad badly I was at putting my makeup on and some of the things I wore. Although I still like to dress slutty!
I could sneak away for only so long before I had to change back and make it home without a trace. I made a major breakthrough soon and began going into the bookstores completely dressed and I was going more and more to the ABS’s and sucking as many cocks as their were, and if I got real lucky I would fi... Continue»
Posted by kristygurl 4 years ago  |  Categories: Shemales  |  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 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 1381  |  
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Where I have never gone before


It feels like I haven’t been used in ages. I’m too much of a scared sissy. I find guys from all over, talk, email, text sometimes. But when it really comes down to it I get too scared. I’ve been with this guy before, his cock is soda can thick and he’s really rough. The day after my first encounter with him, I literally couldn’t walk properly or sit down comfortably. It’s exactly what I look for in a guy. Tall, muscular, dominant, big cock. Lately though, I’ve been dodging him. We agreed to meet this one time two weeks ago, I was really horny and constantly emailed him throughout the week. B... Continue»
Posted by cocksucker1966 7 months ago  |  Categories: Shemales  |  Views: 1385  |  
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Never Wanted To Be Your Girlfriend Ch. 04

8:20am Monday Morning

---------------------------------

"...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 3 months ago  |  Categories: Shemales, Taboo  |  Views: 1382  |  
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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 1 year 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: 1377  |  
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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 7 months ago  |  Categories: Shemales, Taboo, Voyeur  |  Views: 1377  |  
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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 5 months ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1379  |  
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Emo twink gets 20 years hard time

So, here it is. The next 20 years of my life in California Institution for Men Correctional Facility, aka Chino State Pen. I had no idea what was to come, never the faintest idea. Personally I thought I would get killed within a week's time.

You see, I'm not really inmate material. I eventually did become one but not as you would think like into one big bulky muscled tattooed thug. Instead, when I first walked into prison I was a 19 year old, 5' 1", 130 lbs, fair skinned curly red haired Emo twink.

Now, what is a nice cute androgynous lace and fishnet wearing bi-sexual white boy Emo twin... Continue»
Posted by pat4tights 1 year ago  |  Categories: Gay Male, Hardcore, 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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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: 1375  |  
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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: 1374  |  
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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 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1372  |  
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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: 1372  |  
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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 1 year ago  |  Categories: BDSM, Shemales  |  Views: 1372  |  
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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 3 months ago  |  Categories: Masturbation, Shemales, Taboo  |  Views: 1371  |  
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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 2 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1371  |  
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