Shemales Porn Stories
Page 78

Pia's T-girl adventure

I met Pia a couple of years ago when I was out with friends at a transgendered night club in London. Originally she was born in Finland but she has lived in London now for several years. Her looks are typically Scandinavian with platinum blonde hair and a beautiful, friendly smile. Although I had never had sex with her or seen her naked, I could tell that she has a lovely, shapely body. After chatting with her I discovered that she is bisexual and really only interested in meeting other woman or couples after enduring, what she calls, too much ‘vanilla sex’ with straight men. I also discovered... Continue»
Posted by lightwave40 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1605  |  
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A Very Good Night

I sat on the edge of the bed waiting for his text. He told me he would let me know when he pulled into the parking lot so I could be ready. He wanted it to be completely anonymous. The room was mostly dark and I was to be blindfolded and on all fours, ass up and at the edge of the bed ready to be fucked. I LOVE anonymous sex. Sex clubs, video stores, cruising spots. The act of taking an unknown cock in my hungry cunt had my heart racing. I had no idea how old he is, age, or his race. All I knew about him as that he loved to fuck tranny pussy and fill it with cum.

My phone went off and I ope... Continue»
Posted by kbking70 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1788  |  
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Back Seat Booty

“My head hurts,” Charmaine Epps informed her date. “I think I’m ready to go home.”
“Yeah. That’s cool,” Steve Parker replied trying to hide his disappointment.

The six-foot-four-inch, two-hundred-fifteen-pound athletically built man had been enjoying the holiday party thrown by Charmaine’s employer. She was a former beauty queen with honey colored skin. This was the fourth date in as many weeks and the divorced mother of two was completely up front with him about her ‘three month monogamy’ rule. It was her philosophy to only give up the pussy after three months in a committed exclusive rel... Continue»
Posted by faggyboi 8 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 3474  |  
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SUCKING COCK

The first time I sucked cock, I knew I was was addicted. I grasped his semi-hard cock in my hand. So hot and velvety soft skin. I could feel his heartbeat with my fingertips. I leaned in and giddy with excitement, I placed my tougne on the tip of his cock. The taste was like a d**g, my pulsed raced and I had to get it into my mouth. To feel his reaction, the way his cock got instantly completely hard. I knew instantly that I owned him, if only as long as I was sucking his cock, He was mine. The way his head seemed to fit on my toungr like it was always meant yo be there. I wanted to see how m... Continue»
Posted by jennifersusan 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 3375  |  
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Cum hungry paper boy sissy

Cum hungry paper boy sissy



When I was thirteen our next door neighbor Pat offered me a summer job
helping him deliver papers and magazines. I quickly said yes and my
foster parents agreed. I liked Pat a lot as he always patted my ass when
Vance and Liz were doing something when he came over for dinner as he
smiled and winked. I loved the way it felt and smiled back as my cock got
hard.

I was light build and kept my long blonde hair in a pony tail and always
wore cut off jean shorts. I had also been jerking off and eating my
creamy delicious cum loads for over a year as I loved... Continue»
Posted by jayymie 1 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 6242  |  
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Used by Taxi Driver and more ch.2

The taxi driver headed off down the road towards the town again but on the way there walking along the road was 2 young girls and the driver pulled up beside them and asked if they wanted a lift?
They both smiled and said yes that would be great...town centre please. As they got into the back of the cab they were stunned to find David tucked up in the far corner.
They looked at the driver and then carried on getting into the cab. As they all headed into town the girls asked why he was there and why he was dressed as a girl and again the driver told them what he had done and the girls had a s... Continue»
Posted by Acebottom 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 848  |  
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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 2 years ago  |  Categories: Shemales  |  Views: 1940  |  
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A Cross-Dresser's tale

You may think of me as Fiona, and I am a cross-dresser.
A story by Erica inspired me to pen my saga of cross-dressing.

I am also a recovering alcoholic, with a few days over 19 years without a drink as I write this, and I suppose the two tales are intertwined to some extent.

Not that I am a saint by any means, a lot of people with a lot less time have a better sobriety than I. But I learned that alcohol is a poison to me, so I avoid it. I just do irrational things when I add alcohol to my system.

For a while, I blamed my cross-dressing on the booze. But I discovered that feelin... Continue»
Posted by prairieFreak13 1 year ago  |  Categories: Shemales  |  Views: 1048  |  
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First Times a Charm... My 1st love.

It was late August 2002. I was 21, and looking for a room to rent getting out of Baltimore to broaden my horizons. I wanted to start fresh with maybe some new friends, and seek new ambitions. My folks had split up, after a nasty divorce, so I had to get my head clear. I was an only c***d, and was very close to them except now I seemed to be estranged to the both of them. So, after picking up the Sun paper, I browsed the "shared housing" section. I called, and talked to a few people. Some for one reason or another didn't really fit my fancy. One woman I talked to had a whole laundry lis... Continue»
Posted by gurlinpumps 17 days ago  |  Categories: First Time, Mature, Shemales  |  Views: 4539  |  
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June 3rd 2011, Dream Come True!

Friday June 3rd, 2011, I went out to a local bar. Not crossdressed, just the man in me. I am normal on the outside, beer drinker, hell raiser, party kinda of guy. So anyways, im sittin at the bar with my buddy sam, drinking coors light and shots of cuervo. well sam had to cut out early cause his wife was getting bitchy, so he left and i stayed and got d***k. at the other end of the bar i was eyeing this gorgous red head, id say, 5'3, slim body nice tits, drinkin beer, which is a turn on for me when women drink beer!! And she noticed i was lookin at her. So i got up with my beer and went outsid... Continue»
Posted by sissypantyhoseboy90 3 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 844  |  
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The "Ball" Game

Dad and myself had not had any "Barb" time in quite awhile. We never played when mom was around and needed some time together. A "boys" trip to KC would be just what we needed!

Soon as dad got home from work we headed for KC. He had put my stuff in the trunk and when got a ways from home he got it out. I jumped in the back seat to see what he had brought along for me to wear(he always chose my attire for me). Several very pretty dresses and a couple skirts, one was very short, and some blouses. An eight garter waist cincher and the most beautiful FF nylons! Black, coffee, suntan, all with s... Continue»
Posted by Barb51 2 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 1204  |  
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tranvestite in trouble part 2

How could i have been so stupid?

Here i was, trapped by a guy twice my size and weight, dressed as a sexy secretary, just as he'd asked me, kneeling on this filthy floor, with his solid 8" cock buried deep in my mouth, gagging me.

Andrew was clearly loving acting out his scenario, with his submissive tranny slut, his eyes were bulging from his head. his hips were pumping, back and forth, litterally fucking my mouth, fucking my face.

i could taste the pre cum oozing from him, so much, i'd had to swallow loads, but i could feel it running down my chin, onto my chest. Still.....he couldn... Continue»
Posted by hornyTVluvr 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 771  |  
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The Bondage Whore, Chapter 8

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.


Chapter 8 - The Regulars

One of Rachel's most sadistic regular customers was a man she nicknamed "Saddam". Saddam was, Rachel estimated, an arab man in his forties that without a doubt, got off on making Rachel suffer. Saddam tended to visit on slow nights, when Jimmy and Joe would allow him maximum time with Rachel, which meant he was a Sunday night regular.

On this particularly slow Sunday night, locked in position, anticipating another unwanted visit from Saddam, Rachel remembered back to his very first visit: on that ... Continue»
Posted by thongcutoffs 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 830  |  
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Made my hubby crossdress and get fucked by bbc!

Finally convinced me husband to stop watching me take big cocks and to put on a pair of heels and to get fucked while its my turn to watch him!

ive always loved being a cuckold wife, meeting new people, having fun wherever it happens to be at, it really improved our marriage, finally i took it to the next step.

i spend alot of time at nights checking out mostly pics on xhamster and few videos. ive always been turned on by crossdressers, cumshots, and a few others fetishes im into. this time i finally got to see a live crossdresser fucked, my cuckold husband!

so we arranged to meet a f... Continue»
Posted by discreet4rmlanc 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 5847  |  
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came to play

I spent my c***dhood at my grandmas house while I was growing up, there was several k**s in the neighborhood... I basically grew up in the ghetto side of town. I knew more black people than white. I went to a school where there was always atleast a fight a day, so I kept to myself for the most part.. when I was 17 I was asked to stay late after school in hopes to help ms. Joliet my favorite teacher clean her room and set up for the next day, atleast that's what I was told. My final class of the day is gym so I was going to shower before I went to joliet's room, when I stepped out of the showe... Continue»
Posted by reefermcrevolver 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 2903  |  
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My first stranger.

I practiced dressing hundreds of times before I went out in public. I went out in public dozens of times before I tried to pick up someone. I wasn't attracted to gay men - I liked men who appreciated me for my feminine side, so because of that I only wanted to be with a straight guy. Obviously this proves difficult, since straight guys don't want their girl to have a cock. I have found that usually they are so turned on by the time they find you have a cock that they don't care.

This is the first time that happened to me.

I finally decided I was ready to try to pick up on a guy.
... Continue»
Posted by hotchickinchitown 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1963  |  
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paying to be used as a girl

i's been dressing up in girls clothes since i was 11. my mom's and my 2 elder s****rs suff. they'd caught me on several occassions when i was younger, but had thought it was a phase i'd grow out of. only now it turned me on too much to ever stop

Just recently i'd developed a new even more outrageous fantasy. now when i dressed i would fantasize about being used like a girl by a man....sometimes the fantasy would involve several men.this had come about ever since my mom had bought our first home computer. I'd spend hours when home alone watching tranny porn on the internet. i'd even posted p... Continue»
Posted by hornyTVluvr 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1622  |  
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Part 1, The Succubus with a Cock

Part 1, The Succubus with a Cock
His cock felt so good between my lips. I savored every inch with such great passion he moaned and f***ed my head farther down his shaft. I gagged many times but I was getting better at deepthroating. His balls were coated with my saliva, and soon the couch we were sitting on became wet to. I really did enjoy big cocks in my mouth. I had really acquired a taste for it if you’ll excuse the expression.
But it did not begin here, I stated with a surprise and then I was forever changed. One single act started me down a path that I could not return from. If given t... Continue»
Posted by decarabria 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1273  |  
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Flying High



The plane landed as scheduled. Luckily it had been a very smooth flight. I made my way through the busy airport. While I was waiting for my luggage my eyes went everywhere looking for beautiful girls. I saw my luggage come around and went for it. At the same time a voluptuous brunette reached for the same bag.

“Excuse me,” I said. “I’m pretty sure this one is mine.”

“Oh I’m so sorry, the look like mines.” Her voice was soft and sounds a little hoarsed. I looked her up and down. She had a very latin style, which my cock i... Continue»
Posted by Pedeco 2 years ago  |  Categories: Shemales  |  Views: 3553  |  
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Our naughty lesbian maid

Last summer my girlfriend and I went on holiday to the beautiful Greek island of Lesbos for two weeks of fun in the sun. I had a met Sasha a few months earlier at a club when I was out dressed as Tania. She was fascinated by my appearance and looks even though she knew that I was a slutty transvestite. Sasha was herself a free-spirited woman who was looking to meet other open-minded people so right from the start we hit if off with each other. We quickly got involved in a relationship and she completely accepted the male and female halves of my personality. So after a couple of months we decid... Continue»
Posted by lightwave40 1 year ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 3321  |  
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