Shemales Porn Stories
Page 120

State Park Night Life ...

I was honey as all get out and showed up at the State Park in Quincy Ma, ready for some man on man action. All cumers were welcome. No rules on age, color, or size. I wanted dick. Stiff hard dick. And yes a creamy facial was on my list. The sun was just going down, and some old guy drove by my car and gave me the look. I didn't think anything of it at the time. So I got out of my car and walked out into the park. Almost dark now. Sat down on a bench and waited to see what would walk by. Maybe a talk stud or a young guy. Then I saw him coming from a distance. I could see him having problems wit... Continue»
Posted by brianswallow 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 637  |  
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The clerk needed a ride

It was a Friday night, and was out with some friends heading to the bars when we stopped at a convenience store for some snacks, and condoms etc. This was my second year of college and these guys had turned into friends that I hung out with almost every weekend. This night I noticed this stunning clerk at the store, red hair, over 6ft tall..curvy, and sexy..I could also tell she was a transsexual, but I didn't care, I put my items down and said hello..."hi Sweety" she said in a soft feminine voice..I was so turned on, and then my meat head friends started joking about her calling me sweety a... Continue»
Posted by smonkeys32 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 2055  |  
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The never that you never know

My story began when I use to promote adult entertainers. It was no surpise to me that alot of them was gay ( that didn't bother me my s****r-inlaw is a Tgirl). Anyway I began going to the after parties, while attending the different parties I met Mya she was so beautiful. We hit it off and became best friends. We did everything together, one night we was at a club where we had to much to drink. So we head back to my house, we get there I say " make yourself comfortable while I take a shower. Five minutes into the shower Mya walks in wearing just her bra and panties. She began washing my back ... Continue»
Posted by anancy725 3 years ago  |  Categories: First Time, Shemales  |  Views: 2069  |  
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The trannt from work

I've always had a thing about trannies. Just something. Never sure what or why. I loved looking at them. Seeing their huge tits. Their nice asses. Then seeing a dick between their legs. Now I'm not gay but, was always interseted. I would look up e****ts here in town just to see how far I would go. Finally one day, I got the nerve to do it.

Her name was Angelina. She was about 5'4". Say 125 with some hugh tits. Say 38 D or so. I had seen her where I worked. Would of never thought she was a tranny. Just always saw this hot chick with a huge rack & a hot ass. Everytime she came in the store, p... Continue»
Posted by radec_24 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2658  |  
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Jesse's Dream Job

Jesse sat nervously in the waiting room of the opulent office. He was there for a job interview as a personal assistant. Now at six foot tall with 220 lbs of football hardened muscle he did not fit the description of a personal assistant, but the advertisement on line had been pretty specific about the qualifications for the position and they were looking for a guy with his build. It was even listed first in the qualifications and typing was considered a ‘bonus’ ability. Go figure.

When he had arrived the receptionist called his potential employer on the phone and told him that Ms. Angel w... Continue»
Posted by SCARFACE12 3 years ago  |  Categories: Shemales  |  Views: 1442  |  
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Mel and me in rochester!!

The musical orchestra Mel and i are in had a performance in Rochester ,New York and i needed someone to share a room with at hotel. Mel was the first person who came to mind,and since blowing him last time i thought i would ask him. Mel told me his wife wouldn"t be going and he would love to share a room with me!! Friday morning we had to meet bus in Burlington,Ontario early so when i got up i showered and gave myself an enema so i would be so clean for Mel.My toes were painted bright red and i was shaven clean except for groin region and man-pussy!When i arrived at bus Mel had saved me a seat... Continue»
Posted by bashunia 3 years ago  |  Categories: Fetish, Mature, Shemales  |  Views: 683  |  
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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: 4261  |  
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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: 748  |  
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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: 665  |  
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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: 1748  |  
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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: 668  |  
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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: 2191  |  
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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: 387  |  
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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: 2217  |  
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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: 3979  |  
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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: 997  |  
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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: 1756  |  
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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: 679  |  
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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: 1458  |  
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