Shemales Porn Stories
Page 70

cumboy

I first met him online at one of those dating sites,we chatted a few times exchanged photos talked dirty, never figured on actually meeting since he lived all the way across the country,He was gorgious,and married.Then as fate would have it, i found myself in his city since i traveled around doing show at tgirl stripclubs.So i figured id email him and tell him i was in town for a show, maybe we could meet for drinks, He messeged me back, said his wife would be away for the day and gave me his address,After my show i drove to his house, and knocked at the door, He opened it and i smiled and sai... Continue»
Posted by kendracd 2 years ago  |  Categories: Anal, Shemales  |  Views: 1113  |  
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More TS sex

Some time passed since my first encounter with the lovely transvestite and I often remembered it in my lonely bed. But I couldn’t make the decision to seek her again. Maybe afraid from being seen, as she used to walk around near my office I started leaving office before dark.

When I went out, before returning home I crossed around in my car passing by the zones were TS usually had their hunting zones, but decidedly I was only looking and thinking how it would be.

One night I saw that the police was doing a raid near my office when I was cruising around. I turned into a dark side street a... Continue»
Posted by bloodyhugo 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1112  |  
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A Slut's first diary entry.... over 2 years a

Sooo...

Once on xhamster (dot) com i found a posting for hypno trancing a sissy to luv
BBC. i found it very HOT. (Funny - i was never into black men, and never the man in the vids.) i never wanted to wear panties or gurl
clothes, but occasionally goof around with my girlfriends and slip their panties
on as a joke (right!). i did luv sluts who give their bodies over to cocks and
cum and turn themselves into living sex toys. Creampie gangbang and shemale vids
were my fav.) i started searching for more.

i found some more from the original poster, then found her blog, then more and
bet... Continue»
Posted by dwadd73 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1113  |  
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Tedra Out of the Closet

After a very lengthy discussion, it was decided that not only should Tedra become more feminine and move out of the closet, but Judy would also under go "Enhancements" I was started on enhanced Hormone treatment as well as some tummy tucking and hip enhancement. We both got implants and I became a very impressive 40G and she was a stunning 34F. Over the past 12 years my wife has gone from an average looking gal to an absolute sexpot. The increase in her breasts' size coupled with her slimming down elsewhere has resulted in a body fit for Playboy and has allowed her to adopt her new sexy wardr... Continue»
Posted by tedra 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1112  |  
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My Shemale Girlfriend

I have a shemale girlfriend who is hot as hell. She has a small cock like a clit, small balls, and a tight juicy ass. She also has a beautiful set of tits. when we do 69 it is explosive. When I use a condom I make sure it has no lube because she sucks it so hard and wet it drips naturally. As I fit it into her tight ass it slides n so easilly and then I pull off the condom and fill her ass with cum. She also likes me to cum in her mouth. Now she wants to be shared so if you live near me send me a message. THIS IS FOR REAL!!!... Continue»
Posted by firefighteral276 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1111  |  
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Sissy Emma is Turned Chapter 3

There in front of me stood my ex wife.

This was the woman I had fought for years to get away from due to her vindictive and bullying ways. After years of trying I had finally left her and moved away, but things had deteriorated as we fought over my rights to see my c***dren. She had used any means possible to ensure I would not be granted access.

She was a big girl and now she stood in front of me looking like a vision of a bdsm fantasy. Her hair was tied back tightly in a pony tail and she had very heavy makeup on. She had a black PVC basque on which was pushing her ample breasts up to... Continue»
Posted by emmahighheels 1 year ago  |  Categories: Shemales  |  Views: 1112  |  
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Beer And PussyBois Part 2

I posed a frightened expression to get them even more riled up and quickly I was surrounded. Hands began grasping at me. A spank on my bunns. Fingers in my hair. Bulges began forming. I, of course, was locked in a CB-6000. One of them f***ed me to my knees while another pulled on my arms putting me in doggie. That's when the unmistakeable sound of flies unzipping filled the room. My legs were spread wide by a set of knees behind me, a large cock displayed in front of my face as the tip of another brushed against my hole from behind.

"Suck it bitch."

Just as I took the cock in my mouth I ... Continue»
Posted by amberfemxd 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1110  |  
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good fucking

thank god 3 months at sea not had rest or sex havin men around 24/7 can do things to a man,singapore been here few times wid times and some fucked up shit wow,
left for land 3 days leave was gonna make the most of it.
went in couple bars checking things out see what was happening,
found out there was a lady boy competition on thought what the hell always good for a laugh, never thought anything about it, as in men being women,
got in the club it was packed with sailors all with the same idea spose,
any way the guy in charge started to speak to the crowd asking if there was anyone
who w... Continue»
Posted by peternorth111 2 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 1106  |  
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The Secret Manor of Trans-Supremacy Part 3

PART 3.

TS.MISTRESSES TRAINING THERE SUBS TOO STRAP-ONS...

As one of the Manor Houses beliefs is in Sexology that came from Medieval times in sexual methods by Mistresses... Everyone should receive Anal with Thanks gracefully at all times, she says to the room...

She f***ed me too take the Twister as she screwed it in then pulled it out over and over agian as I was in stocks bent over with my arse positioned that she could comfortably use my Pussy arse for her Sadistic desires in Fucking me with many Cocks and allowing the other ladys too train themselves in screwing male bitchboys... Continue»
Posted by tvisabellacoupe 6 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1108  |  
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The unusual girl...and boy: Part 6

Part 6: "A new beginning."

Sam was now 8 months pregnant and she had just turned 16 in july. The last time we went to her doctor for her sonogram was two month's ago and the doctor said it was gonna be a boy. Sam had to go get another one but this time the doctor also gave her some bad news, saying that since she was going to be having a baby, she would have to consider losing her under developed testicles. Without thinking it over twice Sam said, "Thank you for letting us know doctor... But I'm more than willing to cut my balls off myself for this baby, so that won't be an issue for me." I... Continue»
Posted by adblman 2 months ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 1102  |  
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Office Fun - Part 2

Marcia was sitting in the car park of the office, about to leave having just finished work, when she saw Lee walk out of the building and head towards his car. It had been four days since they had fucked in the office, and she was eager for a second round. She checked herself in the rear view mirror before beeping the horn. Lee looked towards her and she beckoned him over, winding down the window as she did.

“Hey,” she said with a smile.

“Hi,” he replied, ducking his head in through the window. She caught him taking a quick glance at her cleavage.

“You wanna come to my place for some ... Continue»
Posted by gellid 3 years ago  |  Categories: Shemales  |  Views: 1100  |  
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My favorite time with a man as a Tgirl

I was in the dance clubs with my friends and we were very sexy dressed in heels and low tops and I was in high heels and a mini dress that was flowers all around it. My ass looked so big and round in that dress. It was low on my big boobs and very tight so my boobs looked like they have coming out. I was told by my friends I looked hot and like a real girl.

I felltd like a real girl. Very girly and my hair was long wavy and reach just above my butt. I was sitting down drinking with my girl friends. A man ask me to dance and we dance close and all night. He really like me alot. I was drinkin... Continue»
Posted by JackieRosa 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1100  |  
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Losing my crossdressing virginity

This is the true story of my first time with a man while fully crossdressed.
I answered an ad in the local paper for a guy looking to meet a crossdresser and exchanged some text messages before agreeing to meet.
I took the bus to where we had arranged to meet, it was a flat in a not great area of town. Nervously I rang the buzzer and entered the block, getting the lift to the fourth floor I went to the door and rang the bell.
The door was answered by a man in his early fifties of middle eastern appearance who showed me into the flat and told me he was married and this was a friends flat he ... Continue»
Posted by lucytv75 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1101  |  
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Halloween Pt1

Another damn Halloween story. Pure fiction.

We were probably stoned when we came up with the idea. Todd and I had been roommates for our first two years on college, and got on well enough that we moved off campus for our junior year.

Anyway, in late September we were talking about Halloween, and trying to come up with ideas. One of us, I forget whom, suggested we go on the usual pub crawl in drag. We laughed and laughed and laughed, before laughing about some doofus who fell into a swimming pool on some blooper show on TV. And then we laughed some more.

A couple of days la... Continue»
Posted by TransContinental 1 month ago  |  Categories: Shemales  |  Views: 1100  |  
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Teen pussy rendevous!

Yes, she said she would meet me at the same bathroom stall and would not you know it, she did exactly that! I was already in the ladies room, wahing my hands, and in she walks, absolutely stunning, heels on , short summer dress, beautiful face and hair and what a body, my cock got so hard right then! She went into the furthest stall, good choice baby, and i followed her in immediately. We embraced and kissed and just carressssed out bodies, clothes still on ,yet thet quickly came off and her tits were big and lovely, with large brown nipples, and her pink pussy had but a little pussy hair, i c... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 1099  |  
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Tgirl Hooker pt4

All my stories are based on my experiences.

For those who may not have read pt 1 to 3, Emma is a Eastern European Tgirl hooker who I found online, Pt 1 & 2 are about my first experiences with Emma and pt 3 she told me I was no longer a client but a fuck buddy....

So after that night when Emma told me I was now her new fuck buddy, we spoke all the time and had been out a few times to eat and it always ended with us boozing and me picking up the bill. I was beginning to feel a little used by this as nothing sexual was happening and the money I had spent could of paid for a good few hours ... Continue»
Posted by dirtydisco99 2 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1100  |  
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I posted a craigslist ad.

8 years ago I began crossdressing again and playing with toys. After playing one day while watching videos online I decided I wanted to take the next step and be with a man again. My holes craved it but the butterflies in my stomach had stopped me before. Afraid they would do it again this time I got dressed as slutty as possible and put up an ad on craigslist with a photo of me dressed and spitroasting myself with toys. Pic required I put in the posting. I was amazed at the responses and how many people couldn't read or just saw the photo and replied without reading. I didn't think it w... Continue»
Posted by bibottomboi 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1096  |  
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My First Tranny

I met Charkara (her real name) through an adult dating site. You can find her pictures on my xhamster page titled,

"My First Tranny". We corresponded through the dating site quite regularly before we decided to take it to next

level and exchange phone numbers and email addresses. We talked on the phone getting to know each other, what we

liked to do sexually, etc. She came off as a total freak willing to do most anything which was an extreme turn-on

for me. We then begun having phone sex with her telling me how she wanted to suck my dick and drink my cum and how

she wa... Continue»
Posted by ghostdawgg62 2 years ago  |  Categories: First Time, Shemales  |  Views: 1092  |  
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me and connor at the movies

me and Connor loved to fuck around in public clearly from our first time.. but this time we were bold and wanted to be noticed... we walked into the theater and as soon as the lights went down we snuck up to he front just in front of the screen... and we layed down and started to 69 while the movie was starting... nobody could see us and Connor was especially excited and i had something special for him.. i grabbed his cock and said "shove it in me sweety i want to feel your cum deep in me"... he his cock deep in me and i felt his balls slapping my ass... i was trying to hold in my moans and sc... Continue»
Posted by drewcd 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1093  |  
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car fun!

Some years ago, I had overnight business travel and I cross-dressed in my motel rooms after hours. I had some married men that I met online that would come see me when I was in their towns, and get some sweet head from me on their way home from work or whatever. One of my regular hookups, named Frank, pulled into the motel parking lot late one afternoon and looked up and saw me on the balcony. I was in a mini dress; heels and all dolled up, waiting for him, but was just getting a little "exposure" time in, as I waited. When Frank came in he said that he could tell that I was into being seen an... Continue»
Posted by dana213 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 1090  |  
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