Shemales Porn Stories
Page 15

my first encounter

i had been with my girlfriend for over a year now, and our sex life was amazing, but i wanted to try something new. i wanted to try role reversal. i had never mentioned this to her, and i wasnt sure on how she would take it. one night, i decided to bring it up to her.


" ummm, hunni..can i ask you something?' i said.


" sure, babe, what is it?" she replied.


"well, i wanna try something different. i want to try role reversal, where i dress up as a girl, you wear a strapon, and you fuck me in the ass. what do you think?:


: wow, really?...you know, i think i could be fun..umm... Continue»
Posted by SashaCD 1 month ago  |  Categories: First Time, Lesbian Sex, Shemales  |  Views: 3408  |  
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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 1 year ago  |  Categories: Mature, Shemales, Taboo  |  Views: 3399  |  
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Am I a Bad Aunt - Part 3

Am I a Bad Aunt - Part Three

By billy69boy

(Part Two ended with Aunt Eve heading to the shower with a couple of her niece's dildoes.)

I couldn't wait to get in that hot shower and relieve myself with the help of Ariel's toys. As I stood under the cascading water, I spread shower gel over the larger pink dildo, teased my clit with the tip for about 2 seconds, and then plunged it deep into my wanton cunt. I was so sexed up, both from playing with my niece, as well as listening to her true confessions.

Oh god, here I was getting off while I'm thinking of my sweet young niece learni... Continue»
Posted by billy69boy 8 months ago  |  Categories: Lesbian Sex, Shemales  |  Views: 3393  |  
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My Job in Lingerie shop for cross dressers and she

As a student I applied for a job in a lingerie shop in London.
Having being dressing for yesars inmy s****rs pantys etc I was
really excited when I got a text to come for a job interview
I decided to wear my black lacy pantys and matching lacy bra under
my shirt and tight jeans. I tucked my big cock between my legs so as not to bulge too much

I arrived at the shop and went in and noticed there were a couple of old guys feeling the lingerie
assisted by two shop assistants
At the counter was an old guy who I assumed was the owner
I am Ann I am here for an interview for yiur job vacan... Continue»
Posted by juicypantys 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3384  |  
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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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Caught by a neighbour

I've secretly been crossdressing from a young age. In my late teens, around 17, I became more
adventurous. maybe because I was enjoying it more. At that age I was very slender, had long dark
hair as well has having a naturally smooth and hairless body. My b*****r and s****r were both at uni
and my parents would work a lot of the time meaning I was left home alone quite a lot. I would
"borrow" my s****r's clothes and had actually found in the loft a bag of things she didn't wear any
more. As you can image this bag had made it's way into my wardrobe some time ago to make those
long days al... Continue»
Posted by sparkyking 10 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 3361  |  
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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 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3352  |  
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Long Time Crush

When I was twelve I met a new classmate named Dave, he and I became great friends hanging out, joining clubs and what ever else high school k**s do. His f****y was from the Phillipines and he and his s****r were the first generation born in this country. His s****r Mai is the focus of this story. She is two years younger than Dave. I had a crush on her from the moment I saw her. She was one of those girls that even at a young age people would say how beautiful she was. Long black hair, deep brown eyes and that great skin tone she was just stunning.
But as she was only ten at the time I ... Continue»
Posted by triphammer73 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 3352  |  
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Wanting the Wife Used.

1 Introduction:
I should explain that I am now a late 50’s, male and married to a mid-40’s female. We have been married for almost 20 years. On and off during much of this time we have been involved in swinging and swapping partners. At first I was more interested in my pleasures with the other woman but I would watch my wife in action. This included some interest she expressed in female to female contact. During this time I have seen her with a few women. It was and is very erotic. We also participated in quite a few threesomes of MFM with my wife as the meat in the sandwich. Sh... Continue»
Posted by wildbill1492 8 months ago  |  Categories: Lesbian Sex, Shemales  |  Views: 3344  |  
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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 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 3343  |  
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The making of me the sissy

I was married at 20 and it was ok for about 8 years until it all started to change including me. One day I came home from work and passed a electrician service truck at the end of my driveway with a black guy driving it. I went in the house to find Kim my wife of 8 years laying naked on the couch. I asked her what she was doing and she gave me a story that after the electrician was gone she was hot so stripped down to cool off. For the next year I found myself getting no sex hardly at all and we needed a lot of repair work done but I never seen a bill. One day I got off early on a Friday ... Continue»
Posted by tim_likes 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3332  |  
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My first man!

My first, and last in some ways!

Here's the story! Bear with me (That doesn't mean you hairy guys need to do anything but read!).

When I was 20 I was living in North Florida (a “few” years ago) and met an fantastic man, Joe or Joseph by birth, he was 49 and a Cardiologist at a nearby hospital (I didn't know that right away maybe a couple weeks).

Joe was amazing, German/Austrian heritage with grayed blonde hair and blue eyes, a tennis players body and a fantastic 9 inch uncut cock (as I would find out one Friday evening).

I met Joe in the typical fashion at a bar (The Hyde P... Continue»
Posted by Handj0b 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 3323  |  
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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 4 years ago  |  Categories: Shemales  |  Views: 3320  |  
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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: 3319  |  
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A Day at the Beach

A Day at the Beach
By Lorenqt

I lay face down on my towel, basking in the sun, almost falling asl**p. My boyfriend Jake, he would be my husband if it were legal where we live, walked up and sat next to me. He gently stroked my left arm, "The water is great, Loren. You should try it."

Without opening my eyes, I turned my head towards him, "I think I'd rather just lay here in the sun."

He started rubbing my shoulder a little harder, "Come on, sl**py head. Get up."

"Stop it Jake!"

He gave me a quick kiss on the cheek then he whispered in to my ear, "Or, would you like me to ma... Continue»
Posted by lorenqt 1 year ago  |  Categories: Anal, Shemales  |  Views: 3316  |  
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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 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 3313  |  
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A Slut is born 3


I shrank back into the kitchen but Jim barked at me to stop.
“Where do you think you’re going?” he asked.
“Just back into the kitchen,” I replied, fear creeping into my voice.
“Not just yet,” he said “Why don’t you tell us all what you just did in the kitchen?”
“What do you mean, I was doing the dishes.”
“Don’t you dare lie to me, slut.” Jim thundered.
Really scared now, I answered “Well, Stan came in and held me down and fucked me.”
“So, you’ll fuck Stan but not the rest of us?” Jim said,
“What kind of host would I be if... Continue»
Posted by vosmou_vrot 9 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 3313  |  
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My transformation continued

I was made to feel sexy by my friend... and till to date i cannot forget that feeling of being wanted and being special.

That day in the tree house... my friend had a surprise for me. He said that i had smooth skin and wanted to feel it. He touched my face and stroked my soft hair. He lifted my chin and gently touched my lips. And I don't know what got into me. I opened my lips and sucked his finger. I closed my eyes and sucked his finger. I was doing this for about a minute or two when i heard his voice whisper into my ears - want to see something special? I instantly said yes.

I let go... Continue»
Posted by tran4mate 11 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 3313  |  
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2nd Shemale experience

All my stories are based on my own experiences

After my first experience with a shemale (also pasted on here, She was a He) I wanted to have a second, but this time for me to knowingly know what I was about to do.

I trolled chat rooms and dating sites for a few months, getting to know a few girls and then approached the subject. I soon was going to go on my first date with a shemale.

We meet at a local station and she was as stunning as her pictures and so convincing, she was even turning heads as we walked down the road. The evening was lovely and the food was great. We connected an... Continue»
Posted by dirtydisco99 4 months ago  |  Categories: Gay Male, Shemales  |  Views: 3313  |  
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My first time with a tranny

I had been looking at shemale porn for a while and dreaming of being with one. A few years ago I got away from work early and decided to have a few drinks. I was horny and soon looking at adverts in the paper when I stumbled across one for a ts hooker in the area. I called then number and the husky voice told me the address and to come in 30 minutes.

The next 30 minutes I was very nervous and took a minute or so before I worked up the courage to ring her doorbell. She let me in to her flat dressed in very little. Slightly taller than me, amazing breasts, big slutty shoes and an already erec... Continue»
Posted by ross80 1 year ago  |  Categories: Shemales  |  Views: 3306  |  
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