Shemales Porn Stories
Page 6

My one and only experience with a tranny/shemale

One Friday night I decided to take a ride to Hollywood to check out adult theaters as i had always gotten my cock sucked at different adult movie theaters. As I parked my car on a side street i walked to this one particular movie theater I found myself at entrance and paid the 5 bucks to enter. as you all know, when you go into any movie house, its always dark and you wait for a few minutes for your eyes to adjust to the surroundings. i was standing near the entrance and looked around to find an empty seat. i always look to find one in the back near the isle, but they were taken, so i went... Continue»
Posted by 1superhornyguy 8 days ago  |  Categories: First Time, Mature, Shemales  |  Views: 3365  |  
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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 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 3330  |  
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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 4 months ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 3308  |  
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His Dirty Little Slut

He'd been watching her at the party all night; fishnets, short tight leather skirt, tight top, scarlet red lips, and dark hair. She looked like such a dirty whore, and she was living up to her looks; time after time she'd lead another man out the back of the house, and each time she'd return, wiping the cum from her lips, and every time he'd catch her looking him up and down with her sultry eyes as she walked back into the room.

****

He stood over the toilet and shook the last of the piss from his cock before putting it back into his jeans and zipping it up. The drink was starting to t... Continue»
Posted by ass_pussy_fucker 1 month ago  |  Categories: First Time, Shemales  |  Views: 3290  |  
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My First Bukkake

It was shortly after my 14th birthday and I had already discovered (at the tender age of 12) how much fun it was to have sex! Me and my BFF, Ashley, were always finding people to get naked and have fun with and we were ALWAYS together ;-) We quickly learned that we enjoyed wearing stockings and heels, wigs, makeup and sexy outfits, dressing up like whores for men. We quickly learned that we loved sucking cocks and licking balls. We learned that we liked having our blossoming, young bodies provide pleasure for men. But most of all...we learned that we enjoyed making men cum...older men...well-h... Continue»
Posted by cdsexslut 10 months ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 3288  |  
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My absolute ultimate fantasy

When I was growing up my pops had a auto repair shop out in the country right off the crossroad of two main highways we were never going to be rich but we were very comfortable When I graduated high school he gave me half of the business,so I could take over when he retiredThat first summer is one that has shaped my life all due to a Texas gal named amie Belle. When you are young and full of energy and wanting more out of life sometimes you can go a little overboard.Many mornings we would get to rhe shop and there would be a traveller broke down sl**ping in their car waiting for us .I bought a... Continue»
Posted by diamondave65 12 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 3274  |  
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First time with a Shemale

First off this is a true story. I lost my virginity at a young age so sex is always been something usual for me. As far as how I lost my virginity... thats another story. I have always dated women that were openminded, bi-sexual and down right sluts. I have been in strange conversations and situations because of being soooooo "openminded", heres my story...

Bella and I were getting dressed for a night on the town. We had plans to meet a couple from a a website we were members of. So we were planning to have some fun after we had drinks and got them back to our place. In route... Continue»
Posted by trannincestluva 2 years ago  |  Categories: Shemales  |  Views: 3274  |  
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Fixing her computer

****d (sort of) by a Shemale!
By johnnyshemalelover


I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.

Her hair was dirty blond and loosely curled, and her face w... Continue»
Posted by leadpencil21 10 months ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 3256  |  
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Leila My Hermaphrodite Lover



(MF, herm, bi?)

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 before dark. I had to be at work the next day and wanted plenty of rest.

I was driving along Highway 1 w... Continue»
Posted by ab-2007 6 months ago  |  Categories: Mature, Shemales, Taboo  |  Views: 3255  |  
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Erica's Diary - The Making of a Crossdresser

Confessions of a Crossdresser

I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I started out as a panty fantasizer and have progressed. If I was a woman, I would be a cum dumpster. Intelligent, attractive, clean, classy, a good dresser, subtly sexy, and fit… but obsessed with a man’s sperm! I have been unable to control myself wanting to be a woman. I’m married, with k**s and I have even been through years of therapy, first for the pornograp... Continue»
Posted by ericalace 3 months ago  |  Categories: First Time, Shemales, Voyeur  |  Views: 3250  |  
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A night out with my s****r

Following in from Shopping with my s****r - Please read my other stories first to set the scene.

Jane and I lie embracing on her bed, our naked bodies merging into one as we hold each other closely.

"What do you want to do tonight?" I ask

"I was thinking we could have a night out together, maybe a meal and a few drinks, see where the night takes us!" Jane replied.

"That sounds good to me, I haven't been out for a few weeks because of my exams."

"Well, I'll treat you to a nice meal and a bottle of wine on one condition" Jane offered with a devious smile on her face.

"Go on,"... Continue»
Posted by ukdan78 2 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 3238  |  
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The Making of Erica - Sperm Loving Crossdresser


Confessions of a Crossdresser

I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my last count. I want to open my legs and allow another man to “do” me. I think I’m a little scared to serve a man has his bottom, but I just know that I will give it a try someday soon. I have been unable to control myself wanting to be a woman. I’m married, with k**s and I have even been through years of therapy,... Continue»
Posted by ericalace 1 year ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 3230  |  
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cinema fun

Cinema fun
i love all sex, anything is good sex as long as everyone involved is happy.
Many years ago while working in Berlin i took my car into a garage to have some work done, i was told it would take a couple of hours to complete, not really wanting to take a taxi home for such a short wait i decided to go for a walk and see what shops i could find. I walked for maybe ten minutes and made my mind up there were no quality shops in the area, it was quite run down and seedy. It wasn’t long before i came to a adult sex shop, i walked past and glanced in ,unable to see a thing i walked on f... Continue»
Posted by sean1000 7 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3227  |  
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My shemale boss part 2

Friday 12pm was here, I nervously knocked at my bosses door part excitement part apprehension ran through my body.

A clear come in could be heard from within by my boss Miss Jones so I went in. Ahh Rob right on time, take a seat and I'll be with you in a minute, she said.

I sat down opposite her desk whilst she continued to study her paperwork. Her black rimmed glasses were on the tip of her nose and with her finger, she curled her long black shoulder length hair. Through her glass desk I could see her tight black leather trousers she had on and black 5" heals. She had walked through my... Continue»
Posted by big_rob49 3 months ago  |  Categories: Shemales  |  Views: 3185  |  
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Helping a friend

Anna has been working in my office for a year now. I have never heard her talk about a boy or girl firend. Anna is 5'7'', long legs, light brown hair almost to her waist, very pretty. I have always talked to her, had lunch, but she had never opened up until she needed some help.....

Anna had bought a house that needed work. A couple of months after she bought it, she was complaining that her sink leaked. I told her i had done odd jobs through out my life and i would be more than happy to check it before she called a plumbler. She told me to come over friday after work.

Friday came,... Continue»
Posted by edukateme 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3165  |  
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SISSIES TRAINING PART 1

SissyIndy©

I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often moving the same piece of furniture to what seemed like the same place it was originally. Finally he decided he liked the new arrangement, which wasn't that drastically different than how it looked when we started. Obviously exhausted, I sat down on the couch. He asked me if I'd like a Ga... Continue»
Posted by stig1963 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 3151  |  
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Slut bi cross dresser

Party Surprise - First sex as a Crossdresser.
This is a work of Fantasy. I hope you enjoy.

Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly she was jealous of my legs. She was a petite sexy woman and we were almost the same size but I still had my own stuff that I’d secretly obtained from eBay and op shops.

I didn’t consider myself bisexual, certainly bi curious at least. I liked watching guys ... Continue»
Posted by pesty 7 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 3149  |  
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Alice 1

Alice

My name is Alan Smith, I am twenty two, about five foot six, fairly slim at just nine stone, my hair is dark blonde and fairly long, sometimes I put it in a pony tail. I have a degree in computer science, I work for an I.T. company, travelling around the southern half of England fixing computers and programming. I live with my dad Greg in a quiet suburb in Essex. My mum Elizabeth left us about four years ago, that was such a surprise as mum and dad got on very well, there did not seem any reason for her to leave, but dad and I have ... Continue»
Posted by ratty9uk 2 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 3150  |  
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A Trannie takes her first big black cock

Sitting on the lounge at my local sex club I was watching the guys go by. You get to notice certain guys going past trying not to look like they are checking you out on the sly (and vice versa) thinking how they can approach me.

Normally it’s just the usual crowd of guys but several weeks ago a big heavy set African guy in his mid 30’s kept going past me and looking at me out of the corner of his eye. After about his third walk past I gave him little smile. When I could see him coming down the hall the next time I got up and slowly walked around the corner into the next hallway so he could... Continue»
Posted by toniparr 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 3147  |  
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How I became a sissy

So it all started from answering a random craigslist posting that didn't even have a picture. I was off work and horny so I was cruising the ads and I came across a Cross dressing married dom and his wife looking for a sub. I was no stranger to the lifestyle and it intrigued me so I began to write an email. We exchanged back and forth for several weeks and then began talking on the phone. The day had come and they invited me over. I was nervous. I am a married guy. My wife knows all about my past experiences but had no knowledge of this relationship. I got my things together and put them in a ... Continue»
Posted by tg2027 11 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 3105  |  
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