Shemales Porn Stories
Page 113

Night With A HOT Sissy!

June 28th, 2009. End of senior year of high school. I, Angus Corleon, actualy graduated. I wasn't a model student. I've been a leather jacket wearing, rebel rousin, beer drinkin, hell raisin son of a bitch since middle school. My parents didnt care about me, after all my b*****r is a cop and my s****r is a lawyer, and im the law breaker. Anyways, enough about who i am. My buddies johnny, brandon, timmy, and danny have a hell of a party planned for tonight. Big bon fire out in the back woods of where we live. Must be 200 people were expecting. We set everything up, fire pit, band equipment, cha... Continue»
Posted by CDboy9097 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 4260  |  
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horizontal dance? sure... I love to dance !

I met this really cute guy at the bar last week. His name was troy and by the bulge in his pants I can see why he was named troy...... I'm so sure that he was named after the trojan horse! he asked me if I wanted to go out dancing sometime and I said " sure baby... I love to dance. .. We decided on getting together the following saturday night. I was going to be in the neighborhood anyway so I said I would stop by his house around 9 o'clock. Saturday night came and I got ready and headed over to his house. He said we were going to the new club in schaumburg called drink and I really really lo... Continue»
Posted by jessiejarow 3 years ago  |  Categories: Shemales  |  Views: 648  |  
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The Walking Dead

My name is Ivy. That's not my real name, but that's another story. I'm 20 years old and this is my journal. There was an apocalypse and most of the civilization fell victim to this terrible disease. I was one of those who were punished by surviving. For a long time I though I'm the only survivor...

The Beginning
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War is hell, but this was worse even more as it happened on frigging Christmas. They were walking EVERYWHERE and I just couldn't leave my home. When I ran out of food the hunger drew me out. The city was in chaos and the only solution was to hop on my motorbike and r... Continue»
Posted by harloch 3 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 739  |  
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caught cross dressed part 3

The next few days felt like a lifetime for me. I couldn't sl**p at night - every time I closed my eyes, all I could see were replays of myself, dressed like a whore, being strapped to a padded sawhorse while it fucked me from both sides. Everything I ate and drank had a horrid aftertaste of that bastard's cum - it was as if that taste was permanently embedded in my ataste buds now. The back of my throat was sore so it hurt to speak and my pussy... no, my ass, as I had reverted back to calling it... was sore from the repeated violations it suffered.

I went through a list of possible ideas to... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 657  |  
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Masturbating on the Airplane... Sort of

I was on my way back from Boston after a torrid night of partying. I was tired and it was early in the morning; I really felt like I had JUST gone to sl**p when the alarm went off to go to the airport.

I threw on a long t-shirt, black panties and leggings, my boots, and a red pull over, since it was cold. I hadn't brought much with me so I would not have to check a bag. The cab took 25 minutes to get there, and I was standing at the gate charging my phone for nearly an hour.

My mind kept wandering back to some of the shenanigans from the night before. The faux lap dances we were giv... Continue»
Posted by noellejordan 3 years ago  |  Categories: Masturbation, Shemales, Voyeur  |  Views: 1747  |  
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Nylons in the Office

I work in an office where attractive women are few and far between. There is one analyst for whom I would die for one torrid lesbian affair.

She's blonde, blue eyes, 5'7", 110ish, mid 30's and All-American good looks. Yesterday, I was briefing our director and she was sitting behind me. Since the weather has changed, she has switched from dress slacks and heels to skirts/dresses and boots, and she was wearing her leather boots with black nylons, black pencil skirt, and a nice fitted blue blouse.

As I finished talking, questions started being fired around the table. I leaned back in... Continue»
Posted by noellejordan 3 years ago  |  Categories: Masturbation, Shemales, Voyeur  |  Views: 665  |  
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A Night of Makeup, Cock and Cum - froam Annamalice

It was all I could do not to accept. After all, it's been a fantasy of mine for years. When given the opportunity, I had to go for it.
I had been surfing the internet for crossdressers, shemales, transvestites and transsexuals. The idea of a hot woman with a cock had always turned me on. Further, I had always wondered what it would be like to be with one and turned into one for a night of being a cum-guzzling whore.
I popped into a chat room and started talking with others when I got a private message.
"So you want to be a whore for a night, do you?"
Thinking this would be another n... Continue»
Posted by slim_krak 3 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 2194  |  
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Dressed in holiday style II

I was up by 1 p.m., showered, changed into some fresh panties and donned some hated boy clothes to hit the streets. I stopped by a local coffee shop (not the national chain-brand type) and over a mocha latte the barrista was kind enough to give me a few pointers about where she thought the best holiday lights in the city could be found.
I tipped her handily for the information and then went to my fave camera shop, where I chatted with the proprietor a bit and bought a couple of new high speed, high definition sim cards. He also gave me some tips abut possible locations so I spent the... Continue»
Posted by prairieFreak13 3 years ago  |  Categories: Shemales  |  Views: 384  |  
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My first time

A few years ago I was going out with a girl for quite some time,no sex just a sort of regular romance,I brought her home to meet my parents more than once but she never offered me the same type of visit to her parents eventually I asked her why and she cried after some time she explained her parents were odd(her words) our relationship blossomed and we decided. To get engaged this was the early eighties so quite normal.my mum threw a little party and lindas mum came along,everyone was having a good time all getting d***k etc I don't drink .I slipped away in the car my intention to confront her... Continue»
Posted by Teddy1307 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 2210  |  
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the surprise I loved

I never had never heard the term shemale or transexual. Didn't know anything about it. I joined the military right out of high school. Ended up in the far east and started out on the town. I saw a great looking girl in a bar and started to chat her up. I bought a few drinks and we were both starting to loosen up. Then out of the blue she asked if I wanted to get out of there and sme place more private. Now I had a few girlfriends in high school and had sex with a few of them but i had never had anyone address me like this. I wasn't she what her intentions were but I knew I wanted to fuck her. ... Continue»
Posted by gayswitch 3 years ago  |  Categories: Anal, Shemales  |  Views: 3978  |  
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Singapore tranny sex

My ship was dry-docked in Singapore for 3 weeks, n i was lucky enough to meet a gr8 girl first nite ashore, Lin, half chinese/ half malay, n fucking sexy. I slept at her flat most nites and the sex was awsome. She shared with a girl called Meena, a hostess on Singapore Airlines, but until this special nite i had never met her. Anyway, this nite as we got back to the flat Meena was in too, taller and bigger tits than Lin. Well we got on very well, the drink flowed, talk turned sexy, and Lin said that she had told Meena how gr8 i was in bed! We all laughed, then i grabbed Meena, kissed her face,... Continue»
Posted by horneybial 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1007  |  
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Glory Hole Orgy

Glory Hole Orgy
Driving down the street I spied my destination. A big yellow building with “Adult XXX” written on the marquee in front was on my right. I turn into the parking lot and drove to the back behind the building and park in the darkest spot I could find. Another crossdresser had told me that they welcomed our kind and even let gurls like us in the back where the video booths were located.
I sat in my car and lit a cigarette, thinking I would see who was going in and out of the store. Half an hour later I had witnessed four men and one couple enter and two men and the couple lea... Continue»
Posted by littleoralvee 3 years ago  |  Categories: Shemales  |  Views: 1749  |  
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Playing it straight

I had exchanged emails and photos with Jennifer. She quickly answered the door and I noticed her plus size shape peeking through a sexy black teddy as she guided me in the room. As I stepped in the suite I saw the focus of my attention, Alexia. She was sitting on the hotel couch I was floored by her beauty. She looked a little Hispanic and Asian with blonde hair and black roots peaking through. She looked to be in her upper 20’s with a smooth face covered in a bright orange tinted foundation, light pink lips, light charcoal colored eye shadow all the way around her eyes with dark black eye br... Continue»
Posted by Zeffer 3 years ago  |  Categories: Shemales  |  Views: 674  |  
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Spontaenously meeting a straight and fucking bareb

I went out as a guy one night in my local town and I was extremely d***k hehe.. This guy was buying me drinks all night long and was very flirtatious towards me, he said he has seen me as a TV on a site and I was slightly dazed and shocked that he knew this about me.. So privately I confirmed I am a TV. When I told him that I could see he loved it that I was. So we partied until very early hours but the only thing that was slightly awkward that all my friends were there as well. But we kept it quiet that we knew what both us were. As the night grew, we went to the bar together and he was buyin... Continue»
Posted by kellyslut26 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1454  |  
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White sissy used by black Masters

I’m booked into a London hotel and, after you text me to say you’ve arrived, I text you back the room number. It seems like ages before I hear a firm knock at the door and I jump up, excited but nervous about what’s about to happen. I walk over and unlock the door, careful not to meet your eyes as the door opens.
Instead I see your dark presence enter the room out of my peripheral vision and hear you smirk: “So, you’re Danny the slut are you?”
“Yes Master,” I answer, and my cock twitches.
“Well Danny, I’ve got a big surprise for you,” you laugh, as I see someone else enter the room. “Becaus... Continue»
Posted by NancyBerlin 3 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 2106  |  
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Tranny Gang Bang

Gang Banged
I stood there looking in the full length mirror very pleased with the image I saw. I was ready for the evening and the first time I would be with more than two men at once. Freddy, had talk me into doing him and two of his friends in a sleaze motel.

Freddy had found me on my internet messenger. We had chatted for a long time and meant twice. Once at a small lake in a subdivision near where I lived. An Italian man about 40 with a bit above average dick. It was so exciting to get screwed in the shrubs around the lake’s edge with the lights from the houses softly illumining ... Continue»
Posted by littleoralvee 3 years ago  |  Categories: Group Sex, Shemales  |  Views: 1145  |  
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Who got lucky last night PT.1

This story is complete fiction.

He awoke at 2am, throat dry and scratchy and with a hangover the size of Jupiter. He removed the comforter and saw that he was naked, he usually never goes to sl**p naked unless he had gotten some tail. He didn't discriminate against who he go his tail from. Man, woman, old or young, teenage boy or girl. His theory on the whole thing was basically the same as every other logical person. If they could shoot spunk from their young throbbing cocks or if their sweet tight cunts bleed every month they were free game. He believed this religiously.
... Continue»
Posted by james_jones_03 3 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 867  |  
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HOW I BECAME A TRANNY WHORE (PART 2)

HOW I BECAME A TRANNY WHORE (PART TWO)
After my first night working for Mama T, I was hooked. At least once a week I was a worthless whore at her trailer. I would be at her trailer, ready to serve her cliental. Of course most the Johns picked one of the real girls over me, but there were the occasional guys that wanted some thing different or couldn’t wait. I didn’t mind. I just craved being in this sleazy environment knowing I was nothing more than a piece of useless meat on sale. After all I was tainted merchandise; I had a cock between my legs instead of a juicy cunt. The other gir... Continue»
Posted by littleoralvee 3 years ago  |  Categories: Shemales  |  Views: 1109  |  
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hell of a night

I was about 18 at the time, and I did my usual Friday routine. Shower prettying up, then bored. I decided to go to my neighbors house, he was hanging out in his garage. In the recent months I would go over and hang out, he didn't care I was u******e and would let me drink. So I got ready after doing my makeup. I wore a black collar that was really frilly, with my playboy bra which helped with my not so awesome chest. My thong was black which matched my bra and the shirt. My jeans were blue and I thought I was smoking. I was sure to bring my purse and phone. I called him as I stepped out, just ... Continue»
Posted by Lauren_lee 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 2155  |  
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Quick Fuck

I was working the counter at the burger joint, as i asked the next customer for their order I was startled to her a distant but familiar voice. 'I don't think what I want is on the menu.' I looked up with a jolt and standing dare as sex as she/he wants to be is, blonde hair blues eyes, Bambi,'

I looked frantically around my fellow co-workers were busy in the back and no other customers were at the register. I whispered quietly 'Bambi, I need this job, what ever you want, I get off at four meet me across the street.' 'Silly boy,' Bambi started, 'I want a burger and fries.' I placed her/h... Continue»
Posted by d4david 3 years ago  |  Categories: Shemales  |  Views: 1938  |  
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