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When I was growing up, I always felt different. Like I didnâ€™t belong in this body. It may sound like a typical transgender discovery story, but it is not. I came from a very open family who would embrace every aspect of my personality. At age 7, when being a boy I wore my momâ€™s dress to a party and they applauded for my courage despite of attracting hatred from the rest of the family. To when I was beaten up in the college for my obnoxious dressing sense, by some men, who could accept...

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Do you get off to looking at porn picture galleries? I have heard this question come up in several discussions, and usually, there are sides. Some people think that pictures are a thing of the past, yet there’s another side that still appreciates good smut in the form of images. Personally, I prefer videos, but what are videos if not moving pictures. Besides, I’m dedicated to providing all perverts with their preferred smut.This article is for dudes that enjoy jerking off to shemale galleries....

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Shemales are fascinating humans, especially when they have a bigger dick than you have. I can’t say that I don’t enjoy a good tranny film, but I’m not too fond of watching women with a larger pecker than I have, and you guys know that I’m well endowed. Well, I can only imagine how it is for you with your ghost penis. But, hey, I’m not here to compare dick sizes.On the contrary, I’m here to point you in the right direction if you are looking for some hot shemale action. Sxyprn.com is a great...

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I've always thought myself as a straight guy. However, I always fantasised about serving a big cock. The problem was that I didn't fancy guys. That is when I came across shemale porn, OMG, what could be better?! A hot ass girl with a huge cock. Unfortunately, convincing shemales that aren't escorts are hard to come by, if not impossible. I started scouring escort sites and found a local shemale offering her services. She was Latino, 5"10, big tits, and best of all, and 8inch cock. I was really...

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I've always thought myself as a straight guy. However, I always fantasised about serving a big cock. The problem was that I didn't fancy guys. That is when I came across shemale porn, OMG, what could be better?! A hot ass girl with a huge cock. Unfortunately, convincing shemales that aren't escorts are hard to come by, if not impossible. I started scouring escort sites and found a local shemale offering her services. She was Latino, 5"10, big tits, and best of all, and 8inch cock. I was really...

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Shemale porn videos have been part of my fapping sessions for a long time now, and I know I’m not the only one. You lot love watching these whores with dicks, and perhaps for different reasons than I do. I do it because, with a t-girl, you always know what you are going to get: any day is anal day. But I bet you do it for the humiliation vibes you get from watching a girl with a big dick than yours. I’m not here to judge, though; I just want to show you where you can find the good content.Well,...

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Husband Enjoyed Cuckold Sex by Shemale Bull

Hi readers. I’m Aryama. This is my story of how I became an to my wife and our shemale bull. We have been married for a year, but we have no children. The reason is my small 3-inch cock. Even though I used my cock in various ways, I could only use my fingers to make my wife moan. During the first year of our marriage, my wife cum from me only once. Let’s see about my wife. She’s a fair-skinned 5’9 Tamil Goddess. She has D-cup boobs and a huge bubbly booty. If she started walking in the middle...

Shemale Surprise

anal – shemale – transgender – transsexual – oral – pantyhose – first time – stockings – wedding – lesbian"You can stay with Robert if you wish," Mary said on the phone.I looked up from my laptop where I was pretending to be working when, in reality, I was reading, for the hundredth time, the brilliant novella 'Shemale School: a Teacher Seduced'. The story had created a new obsessive fantasy I had never even considered before: to be with a Shemale.I even contacted the authoress to tell her how...

Shemale Surprise

A married man is seduced and taken by a friend of his wife's. "You can stay with Robert if you wish," Mary said on the phone.I looked up from my laptop where I was pretending to be working when, in reality, I was reading, for the hundredth time, the brilliant novella 'Shemale School: a Teacher Seduced'. The story had created a new obsessive fantasy I had never even considered before: to be with a Shemale.I even contacted the authoress to tell her how much I enjoyed it, and have since became one...

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I think the allure of spending time with hotties that have that something extra swinging between the legs is the ultimate frontier in porn. Long gone are the days when this fantasy fetish was kept a tightly guarded secret. Personally, I find it quite intriguing and I don’t give a fuck about some of the conservative feelings some of you may have. Ladyboys may come across as weird or queer, but I always find the idea of beautiful faces, plump tits, and big cocks in a single package to be really...

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Long sex story 8211 I Was A Reluctant Shemale

Marilee’s fists tightened in despair as she sat at her secretarial desk and listened to the muffled moans emanating from the office of her boss, JC Wyatt. JC was one of the youngest and most famous casting agents in Hollywood and was the most blatant offender of the “casting couch” which degraded women. The young actress, a stunning blonde who couldn’t have been more than sixteen years old, had looked so hopeful when she had entered that office only twenty...

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NOTES for story; “Young shemale with Mature Woman” These are notes to the story entitled “Young shemale with mature woman”. Therefore, you’ll need to read said story to properly understand these enticing notes. Wife and young Ben have been enjoying each other’s company for three days now. Freely walking around naked at our cottage and pond. Ben is finally relaxing about the size of his privates as you’ll recall his penis is only 2.5 inches when erect and his ball sack is tiny. Fortunately, he...

Shemale Make Me Prostiute

Hi Myself Jimmy here I am back after 2 years with new encounters occurred in my life, going to narrate you the same, I am living in Bangalore now, in south Bangalore, I will tell you how I became a male prostitute with the help of a Hijda/Hijra/Shemale/Ladyboy, In my layout there was a beautiful girl with very attractive eyes whose name is Manju may be 24 to 26yrs, lived with her family and would go for house hold work, my age is 28, unmarried and just go a good job and was leaving alone in the...

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I’m Kami, and I’m a thirty-something blonde who mostly has a preference for other women, which if anything has been heightened by my boyfriend’s recent obsession with T-girls. Secretly though, while I’m busy licking out my gorgeous young flatmate Amy, or my landlady Jess, my mind often wanders towards she-cock, something that through my boyfriend’s sessions I’ve been lucky enough to taste and experience in my pussy a few times now.The other night, I got my first taste of an actual gay and...

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St Judes Shemale Academy

My name is Amanda Johnson and I am a 38 year old post operative transsexual and owner and headmistress of a rather unique school, a school that turns troublesome and reluctant boys into shemales. This is the story of St Judes academy for shemales. My own transformation happened over 10 years ago when in my mid twenties I decided to transition from male to female. Being the son of a world famous actress, my gender change was largely kept secret and only a select few of my parents...

Shemale Shopping Spree

She-Male Shopping Spree featuring Chelsea and Victoria, two gorgeous chicks with dicks - and an attitude! by Mistress Tawny Suede "Oh god, I feel so incredibly horny!" said Victoria. "Well, sugar, if we hurry back to the apartment, I've got just the cure," said her best friend and roommate, Chelsea. Victoria looked the stunning black girl in the eye and giggled. "Actually, I haven't been able to get that cute little salesgirl out of my mind," she said as she and Chelsea left the...

One man s shemale and lesbian adventures

It was my girlfriend Kami’s birthday. She had always been more into girls than guys and so I had arranged a surprise for her - and a treat for both of us. A girl I met earlier that week was to come over to hers that night, and I couldn’t stop the thought of the awesome threesome we were going to have from going round in my head.Kami was, like me, in her early 30s, but looked younger and had no problem attracting all the girls she wanted. And wow, she did get through a lot. Only a couple of...

Shemale Amazon Goddess

This story is based on a dream I had about shemale porn star Meghan Chevalier around 15 years ago.I'm sitting up in bed. There is an empty glass on the nightstand; I know that I have recently drunk whatever was in the glass. I'm wearing a light violet silk robe, and nothing else. It seems quite feminine. Then I realize that my body has become quite feminine as well. The fat I've been carrying around for years is gone and my waist has tapered down to about 27 inches. My legs are long and slim....

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My first threesome with wife and shemale

My sex life with wife was becoming monotonous and we were looking for ways to spice it up. We explored different options which involved fantasies of both of us which we had not been able to fulfill. I had a long time fantasy of having a threesome with wife and a shemale which I shared with wife and after some discussion we agreed to go ahead with it. I had always watched shemale porn with interest. Recently my interest had increased and I was watching more and more of those videos that had...

I Was a Reluctant Shemale

Author notes: I wrote several stories back in about 1995 or so, but due to certain circumstances, I ended up purging them off of my computer. Over the years I have found those stories on the net and resaved them to my hard drive. The story you are about to read is the most recent story that I have found. It was harder to find because it has been posted to a site (Kristen's Archives) by someone else claiming it to be their writing. It is not. It is my story and I am now reclaiming it...

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My Shemale Stepmother

My Shemale Stepmother by Richard-to-Rachel My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my...

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"LATE NIGHTS EARLY MORNINGS" FRIDAY NOVEMBER 27TH 2020 - SHEMALE ASKS ME FOR A FAVOR YEARS AGO .. I WROTE MY FIRST XHAMSTER LIFE EXPERIENCE STORY ON HERE. IF YOU HAVENT READ OR SEEN IT, I WOULD MAYBE SUGGEST YOU CHECK IT OUT FIRST BEFORE YOU READ THIS. HERE IS THE LINK FOR SOME BACK STORY OF MY OLD ROOMMATE AND THAI TS LADYBOY LOVER “ NINA “ https://xhamster.com/stories/what-a-week-anal-debauchery-at-its-finest-449485 But fast forward to a few days ago now, the following scripture is based on...

Autobiography of a Shemale

Autobiography of a Shemale Dominatrix By Barbi Satin Introduction Among many in the transgender world the term shemale is offensive. Transsexual in considered a proper, politically correct term. Transsexuals are persons born into the wrong gender and have the psychology and even brain structures of the opposite gender. They go...

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While I am pretty sure that you already heard about xHamster before, I am not here to talk about that site as much as I am here to tell you more about a certain section that I really like on xHamster. This site is filled with many hot videos featuring the hottest trannies, and you are more than welcome to check them all out.So, do you think that chicks with dicks are hot? If you do, then you have come to the right section, because that is exactly what xHamster has to offer. Now, do not get me...

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My shemale stepmom stepmother uses me and dad

Note : This story is completely fictional!My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the...

My Shemale Stepmother

My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the summer. He had bounced back quickly...

My Shemale Stepmother

My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the summer. He had bounced back quickly...

My Shemale Stepmother

Note : This story is completely fictional! My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the...

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How I became a Slave to a Shemale

Hey readers, This is Karan, back with another . I am sure that you guys will love it. I lost my asshole virginity to a shemale I met at a massage parlour. She took me to her place and fucked the wits out of me. So let me give you my brief intro again. I am 5 foot 10 inches tall, have a fluffy personality, and have a dark complexion, but attractive. I have a tool of 6 inches, and I am a pansexual from Hyderabad. I am shemale lover and would have sex with shemales only. I am flexible with both...

The Diary of a Shemale Whore on Tour

This one comes by popular request and is dedicated to all you naughty people who fe-mailed me and complained that whilst you enjoyed my stories you felt that I could perhaps be a little more filthy instead of being suggestive! Well, I've always said that I'll give you what you want, well, you got it and I hope you like it! Disclaimer; (seriously!) The following story does not reflect the writers personal tastes and depicts entirely fictitious characters and fantasy scenes of an...

A Shemale Fantasy and my Wife Part 1

Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to bed. It's the same thing you've heard from couples who have been married for ten years. The excitement level no longer exceeds sexual intercourse more then once a week. It becomes frustrating at times because I've always been the type who wants to try new...

A Shemale Fantasy and my Wife Part 1

Introduction: I didnt know what I was in for. But what a ride. I was always a sexually open individual. But in my world sexual expression wasnt really part of my routine. Im a 35 year old married man. My wife and I met back in high school and have been together ever since. Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to...

MY FIRST SEX WITH SHEMALE

This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...

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“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual.For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator).The community I live in has lots of shemale beauts; maybe that started my interest. One such ravishing creature has a gallery close to my office, and I fantasize every time I see her in the coffee shop. She also has an eye popping diamond on her ring finger.Once in a while I’d visit...

MY FIRST SEX WITH SHEMALE

This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...

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High speed internet has arrived at our cottage, fibre-optics! We own almost 500 acres with a very large pond, nice home with a pool in its backyard. Pond has a lovely beach but is a serious walk from our house/cottage, roughly 20 minutes via a trail through the woods. Seclusion is paramount, peace and quiet, love it!! We've decided to try living at our cottage and have a grown daughter with her husband and k**s live at our house. I went on an extended trip to Europe for business. Wife loved...

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Fucking the Shemale Librarian on the table Shemale Sex Stories

I was a student by day and a firefighter by night. I had joined the team two years ago and was trying to get a college degree by attending classes at night. I often used to silently masturbate when I would go to the library, as I was alone in the evenings, at the almost closing time and it would take the edge off a bit. During one of these times, I saw the local librarian and oh she was hot. Perky tits, tight ass and a low cut blouse. Wow. She would probably feature in my fantasies for a while....

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She had to make it good. It couldn't be just another gift wrapped cologne set, or a gift card to Ulta. She wanted this Christmas to celebrate her newfound lust with her k**s. She wanted David and Dana's presents to be fun, kinky and perverted. That's why, after a few weeks of thinking about it and a little searching, she had finally found David's gift.David had very open tastes. He was very in touch with his sexuality; he knew what he liked, and he was willing to explore new things to keep...

A tale of male seduced by shemale from rohitraj

Hi I am Rohit,I am young,very fair and handsome,well educated decent person age 26 years almost 6 feet tall living in Hyderabad,India.I am a great fan of Indiansexstories.net site and always read the sexual stories.....and compliment the people who write so long stories......i always wanted to share my encounters......but alas i dint met a single encounter.....but recently.....met an exciting one....which i am going to reveal to you people......This is my first story and i request you people...

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Hi dosto, mera naam Azim hai. Meri age 23 hai aur main ek bisexual mard hun. Mujhe sex ka bohut craze hai chahe aurat ke sath ya aadmi ke sath. . Aur yeh meri pehli story ek shemale ke sath hai jo kuch saalon pehle ki hai. Agar aap logon ko meri gay stories aur maid ke sath stories pasand hai toh zaroor yeh story bhi aap logon ko bohut pasand aaye gi. Yeh kahani 2 saal pehle ki hai jab main London mein padhai kar raha tha. Meri age uss waqt 21 thi aur yeh meri birthday ke kuch dinon baad ki...

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****d (sort of) by a Shemale!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...

My Sister 8217 s A Shemale

We are a family of four. Me, my parents and my sister. I am 23 years and my sister is 18 years old. She is very beautiful, fair and very sweet looking with small perky boobs and a very petite slender body. I, on the other, am a regular gym goer and have a very good physique, but the thing with me was that I was gay and loved gay and shemale sex. I have done gay sex a couple of times but have never been with a shemale. I always knew there was something different about my sister as I often...

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Sherry got fucked by the Shemale hairdresser Shemale Sex Stories

Living in the poshest parts of New York, Sherry was perfectly happy with every aspect of her life. She was ambitious and had a great job. She earned enough to lead a luxurious life in this part of the city. The only trouble was her hectic lifestyle and how it left her with no time to date. Her last breakup was rather messy. It has been three months since she broke up with her boyfriend. The only thing she misses now is the sex. She was not much into flings and one-night-stands so finding a...

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A Shemale Fantasy and my Wife Part 2

About an hour later my phone vibrated once again. It was from Carol. This time she had send me a picture of a shemale. The text read "do you think she's hot?" I responded with a YES! And I meant it. This shemale had beautiful big tits and a pretty big dick. In fact it may have been a bit bigger then mine. This was really starting to get interesting, just like Carol had promised. She was texting me dirty pictures and being really naughty. I loved it. I wanted to be naughty just...

A Shemale Fantasy and my Wife Part 2

Introduction: I didnt know what I was in for. But what a ride I arrived at work, walked into my office and settled in for the day. Just as I was checking emails on my computer my phone vibrated. I took a look. It was a text from Carol. In closed was a picture of her laying in bed totally nude with her legs spread. The text read, my tight wet pussy is waiting for you. I instantly got horny. I would never dreamed Carol would send me a picture like that. I texted back I cant wait to stick my dick...

A Shemale Fantasy and my wife Part 4

A few hours later I was woken up by Carol. "Wake up baby this day is just getting started" she said. My eyes opened and I was like a kid on Christmas morning. I couldn't wait to see and "feel" what she had in store for me next. Carol instructed me to shower get dressed and leave the house for a few hours. My next surprise needed some set up. I did ask she told me. Before I left Carol came up to me grabbed my dick, kissed me and said "get ready for some fun". Having no...

A Shemale Fantasy and my wife Part 4

Introduction: The Conclusion Basking in the glow of what just happened, I put my head back and just passed out from total bliss. I didnt know what else Carol had in store, but I knew I wanted to be well rested. A few hours later I was woken up by Carol. Wake up baby this day is just getting started she said. My eyes opened and I was like a kid on Christmas morning. I couldnt wait to see and feel what she had in store for me next. Carol instructed me to shower get dressed and leave the house...

Shemale Stewardess Seduction

Please note that this story is not written by me! It was stored in my computer for a long time now and decided to share it with you. The author's name as well as the site I found the story are not known... My introduction into the sultry, steamy world of shemales came (and I mean came!) at 35,000 feet, on a plane flight to the Northwest. I had been working myself to the bone, staying until ten or eleven at night, coming back in at six o'clock in the morning, and I guess the stress...

Beautiful Shemale Sex Fantasy 8211 Part 1

Hello people, Leviathan here with my first story. To describe me, I am an average looking guy with a pint of femme body and many have said I have a great ass. Jumping into the story, this is purely a work of fiction. I request you all forgive me for grammatical and spelling errors. I made up a story by mixing a few of my fantasies and pint of my imagination, and a lot of horniness! It was around 8 pm. I set off for a 16-hour long journey to native, my train just arrived. After a fuss, I managed...

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Sweet Julie Birth of a Shemale

Sweet Julie Birth of a Shemale by Mistress Tawny Suede Chapter One Is It Just a Role? The dress rehearsal for the drama club's latest production was over. The curtain fell, the audience of excited parents applauded enthusiastically. The curtain rose and the performers stepped forward to take their bows. The curtain fell again and still the crowd applauded. The two stars, Troy and Julie, took their positions centre stage, holding hands as the curtain rose one more time. They...

My Vivid Memory of Sex with a Shemale Free Sex Stories and Adult Erotica Stories

I am a lonely man in his forties. I love to travel, dine and explore new places by myself. But I often wish for a partner. I got divorced early, so the little chance of being with someone was also ruined in my memory. So, each morning I would go to work, do my mundane bank job and visit my nearest LGBT bar. I am sharing my memory of sex with a Shemale and how I found pleasure in it. I am not gay or have any element of pride in me but what really fascinates me is Shemales. I believe they have...

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First time fucked by a shemale

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...

shemale fantasy i ve read before and dream

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...

A Shemale Vacation

A Shemale Vacation - Part One by Richard-to-Rachel I was eighteen, na?ve and horny. After graduating from school a group of us decided to head to Europe for a last trip before having to enter our real adult lives. It was a chance to get completely drunk and have lots of wild sex. At least, that was the idea in our simple teenage minds. As for me, wild sex was something I wasn't exactly familiar with. I was still a virgin and I was pretty determined that that...

Making a porn flick and then sex with a shemale

I had met Josie at a bar and she had no qualms in letting me know that she was a shemale. We both were drunk and horny, so she let me feel her up. I had had gay encounters and considered myself bisexual, so I wasnâ€™t afraid of touching another penis. It made me hard. I was too drunk for sex so I shared my contact information with her and when we met, there was a porn flick made on my camera while having sex with a shemale. Josie had arrived at my apartment on Saturday and we were having a few...

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A Shemale Fantasy and my wife Part 3

Their was so many areas I wanted to explore with her. I felt like a teenager again. I couldn't stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite breakfast, bacon and eggs. As I began to walk up the stairs I could hear moans coming from our bedroom. They weren't Carols. I walked into the room to see Carol totally nude, with her...

A Shemale Fantasy and my wife Part 3

Introduction: I didnt know what I was in for. But what a ride After our night of raw sexuality, I started to look at Carol in a all new way. She wasnt just my wife, now she was so much more. Their was so many areas I wanted to explore with her. I felt like a teenager again. I couldnt stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite...

First time hooking up with a shemale

Well the first time I hooked up with a shemale was an escort visit (night out, massage and the rest :)), this was when I just started to gain interest in shemales (about 2 years ago), so I became curious and wanted to know what it was like to spend a night with one, after all they say its having the best of both worlds. I looked up a Brazilian shemale online and when I saw the pictures, I couldn't resist a visit. I mean her femininity was beyond this world, stunning from head to toe. I gave the...

Shemale And A South Indian Girl In An Abandoned Temple

Hey readers, this is my 4th story here in ISS. I am a fair-skinned bisexual male. I usually write erotica partially based on things that happen in real life. Let’s jump into my story. This is a story of a shy South Indian girl with a pretty face, fair skin, big natural Indian boobs, and a juicy bubbly ass. She meets a natural Indian pretty shemale to realize her wildest dreams come true! So the story is being narrated in the South Indian girl’s point of view. Her name is Lavanya or Lavi for...

SHEMALE SURPRISE 3

i have just fulfilled one of my fantasies with the help of niki, who used tobe nicolas a male cousin of mine who is now living life as a shemale. i havejust swallowed a river of cum after sucking on my very first cock. being malei have never thought of myself as being gay, and i still don't as i am not attractive to males at all. i love being hetero, but i do have an attraction for crossers or shemales. my cousin niki and i were having our first tryst and after making niki cumin my mouth she...

Magical Ring Turned Me Sexy Shemale

Hi, guys, this is Rii and you can find me on Facebook by searching Rii Femboi. Now coming to the sex story. I am 28 boy and an absolute nerd, always studying and as a result had no friends since my school days. I thought things would change in the college, but I was wrong that time too. After completing my college I got a very good and a high paying job, but there too nobody wanted to befriend me. I had to move away from my parents to Delhi for a critical project that my company entrusted me...

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My Wife The TOP ONLY Malay Shemale

Hi all, my name is yarra (not my real name perverts!!!) and I am a proudly married matured male, now 57 years old.My wife, 52 is a (or was a) biological female technically, been married to me for the past 24 years.Let me tell you my fantastic and totally out of this world story.Flashback to 24 years ago, that is the 1989, when i just reached my 30'ish age, you had read my earlier life story in this "Xhamster" site, where I started my strange relationship with my shemale mother, the one who had...

My first time with a BBW Shemale turned into a thr

I was at the club on a saturday night and didn't really expect anything different to happen that night oh boy was I wrong, happily wrong. I was sittin at the bar gettin drunk as hell and this voice from behind me and says " hey big daddy can I sit with u ? " I look up and I see this fine, phat, thick, lightskinned woman lookin right at me. Me bein' a BBW lover and partial to light skinned black women she was a wet dream cum true.I said sure u can sit here baby if u tell me your name. She says...

Two Sex In Two Weeks 8211 With A Shemale And Then With A Married Woman

Hi to all the readers of ISS. I am a great fan of this site. I am Ronald from Mumbai . I am 24 yrs old. I am a football player.I am 5ft 10 in my penis is 6 inches I hit gym regularly. Now lets come to the story. This story is about 2 months old I went to play a match in my friends area. The ground was situated between apartments on all all four sides. While the match had half time I noticed a women from first floor looking at me . As the match was over still she was starring now I knew what was...

A Shemale Vacation Part Two

A Shemale Vacation - Part Two by Richard-to-Rachel We sat there staring despondently at the ground. We had searched through all our bags and pockets and had nothing like the money we needed to pay for the hot sex sessions we had each enjoyed with the hot, hung Dutch whore. The guy, the pimp, who had previously been all smiles and friendly encouragement, very quickly changed in demeanour when he discovered we had not the money to pay. He became quite threatening and aggressive and we...

Sex experiences of a slutty shemale

« Bhopal girl fingered by boyfriend in hotel room mms | main | middle east lady Officer dressing up after fuck mms » Sex experiences of a slutty shemale Posted on december 15, 2008 12:00 pm, filed under straight couples Hi! This is priya, 21 years and i am a shemale. Hope you know what’s a shemale. I was born as a boy; but i always wanted to be a girl right from my childhood And so, i had medical intervention to change my sex. Since my parents are rich And supportive, I could well afford for...

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Shemale in bus with a nice girl

Hi dosto maree 3rd story ap ka leya bohat acha repons raha ap ki taraf sa specially females ka respons to bohat he zayada tha, such bataon to mujha itnee achee feed back ki umeed nahi thee, mai shemale haoin is waqt maree age 30 thee or khoob bara boobs jo 38 ka tha or land ka size be 6″ sa kuch bara tha, Maree nazar aik female par thee jo job kartee thee mai rozana usa dakhtee thee or imagin kartee thee, vo public taransport mai atee jatee thee, aik din maina socha ka is ka sath bus main...

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Wartime Comfort House Diary Day 8 Shemale

Dr. Takuchi was a classmate in the military academy. He was responsible for security of the secret 731 laboratory research in northern China. Although this top secret unit was never publicized, as a Commander General, I knew they researched all kinds of biological warfare and tested on the locals. Dr. Takuchi told me when he visited Shanghai last, 'We are mating all kind of animals with local females. Obviously with horse, donkey, Siberian husky, wolf, ape, monkey and then some others we...

My Indian Shemale Mother Part 1

100% fiction! I woke up the next morning feeling warm and contented. I opened my eyes to find myself lying in my mother's bed, completely naked, covered by soft, do wny blankets. I looked at the clock. It was nearly ten AM! I was going to be late for Office! All at once, the memories of the previous night struck me. I remembered my mom and I watching a shemale porno together, masturbating together, bathing together, and finally sleeping together. If this could be called normal, that was...

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Shemale Part 1

My name is Rick. I'm thirty-seven. I anyone anyone who comes my way. Tonight though, it was with a guy and a tranny. I guess I should describe myself. I'm 6"7 and strong. My cock is large and thick as a bat. I was driving to the town when my phone rang. It was the shemale, Kathy. "Hello Kathy." "Hey, listen, I'm sorry, but I can't make it tonight." "Oh, I'll have to tell Jeff." "Yeah. I'm sorry. We could reschedule or something." She offered. "No, it's fine. We'll do it alone." "Okay. Bye."...

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My friends and I were planning a weekend getaway to my lake house where I experienced orgy with a shemale. I didnâ€™t know that they were planning my birthday party too. I packed up and all of us headed to the house. Soon it was evening and I hear the doorbell. â€œSurprise delivery!â€ my friend Sean shouts. I go to the door and see a tall blonde walk in. She is dressed well, some cleavage too and heels. She has a large paper bag in hand and she sets it down on the coffee table. We are four of us and...

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Experience of my sex with a shemale Free Sex Stories and Adult Erotica Stories

I was at my friendâ€™s bachelor party in Vegas and was going to experience something different. We were hitting up several clubs and in one I met Irina. I saw her dancing over the bar. Great body and amazing tits. I looked up and smiled when she caught my eye. She smiled as well and came down towards me. I am well built and was 27 when this incident happened. We had drunk quite a bit and I was slightly tipsy. I was instantly attracted to her and was dancing really close. Then she brought her ass...

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First Time Shemale Encounter

Lets start off by saying this a very true story, one that i love to re-live over and over. lets beginI was in el paso, texas..my girlfriend at the hotel. Something in me decided to go to the strip club. So i did. After a few dances, i decided to leave. I had always heard in mexico it was very easy to find shemales. So i decided to go over the boarder to the very dangerous city of Juarez. After i was in mexico i grabbed a beer and started walking. Within 15 min i noticed these beautiful...

My first Shemale stepmom encounter

My name is Hunter, I'm 28, skinny and not too tall. I've never had much luck with girls, in fact I never dated one and I used to spent my days playing games on my computer and watching porn. Shemale porn. Dominant shemales fucking men. I wish i could be one of those men on the videos, that turned me on so easily.I was alone one day jerking off watching a scene of Yasmin Lee dominating a tied up guy when something unexpected happened: my stepmother arrived early from her job, entered the house...

First love with a shemale

This happened around 10 years back. I never had a chance to share my experience. After getting some free time at my work recently, i thought of sharing my erotic stories.I will cut the chase and jump into action. I had been browsing horny shemale videos for a long time but never had the opportunity to spend time with. The place where i stay does not have good transgenders and 80% of them are just fake and try to loot money. I searched the craigslist and from one of the websites luckily found an...

Shemale Summer

Once again, this is not a story written by me! It was stored in my computer for ages and decided to share it with you. Hope you like it! One hot summer day, my friend Sam and I were scoping out the babes at our local beach, as usual. I saw this really hot, busty blonde a few towels down giving me the eye. "Hey, check her out!" I said to Sam. He peeked up from beneath his Ray Bans and shook his head. "Forget that one," he said. "She's not your type." "What do you...

Memorable Night With A Shemale

Hello everyone, my name is Ajay Kumar and I am staying in Gachibowli, Hyderabad. A little introduction about me. I became bi-curious under different circumstances. I was later diagnosed with erectile dysfunction which made me more drawn towards the bisexual world. I have met with guys. But always felt that something was missing which made me more curious about meeting a shemale or couples. But found out that they were next to impossible. I signed up on various websites to search for shemales or...

Sex With A Hot Shemale

Hello everyone, my name is Ajay Kumar and I am based out in Visakhapatnam. The following story is a work of fiction as the real-life situation slipped out of my hands miserably. The story is a bit long so bear with me till the end. A little introduction about me, I became bi-curious under different circumstances and was later diagnosed with erectile dysfunction which made me more drawn towards the bisexual world. I have met with guys but always felt that something was missing which made me more...

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My Indian shemale Mother

100% fiction! The Morning was so gray with clouds free that, when I woke up to the sound of my alarm buzzing at 8:00 AM, I barely realized it was morning. Groaning, I pulled my blankets closer to me, turned over, and tried to go back to sleep. No 19-year-old boy likes waking up for high school at seven in the morning, but it’s even worse on December 21st, two days before Christmas vacation begins. I had no desire to greet such an ugly day, so I decided to sleep until Christmas. Wearing only...

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Fucking A Hot Shemale In Bush

Hi guys this is Avinash from Chennai.. I am 21 yrs old and this happened few years ago to me in a local train in Chennai. This story is about how i fucked a shemale and got robbed by her. Now to tell about me i am a fit guy with muscles shaped up.. My cock size is 13cm ( yes u read correctly.. My cock is 5 inches.. I cant lie that its 10 inch huge monster and all.. Now coming to story i used to go to my school by local train in Chennai.. From Guindy to Chrompet.. We all know beggars will get in...

NoodleMagazine Shemale

I presented my group of friends with an exciting quandary the other day. What is gayer? Watching a dude fuck a chick, or watching a chick with a dick fucking a babe? Take a moment to roll that about your braincase. For many of you, you probably had a gut, knee-jerk reaction that, of course, watching a chick with a dick is gayer, but it only takes a brief application of logic to start questioning that assumption, so let’s break it down.While several of my friends were not happy about it, I...

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The orgy with a shemale

THE SPELLING IS OFF SORRY I WAS AT WORK! I had to move to Japan back in the fall of 2004 and lived in Tokyo in a 3 room apartment.I could not pay all of the rent so I lived with a female school teacher age 27 years of age and japanese.Her name was Miki.There was a one more girl who was friends with Miki ,I never seen much of her.Her name was chichi and I don't know what her job was but these two woman were not japanese women miki was around 5 feet tall and was around 108 pounds ,Long black hair...

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I lost my virginity to a shemale

As living in an Asian country where sex is very personal thing and no body wants to share any thoughts regarding that.Me as a person wants to try it in a different way and which took me to another level of that,which I had never thought of.Being a young 18 year old boy I use to see porn just to control my thoughts and body,like every guy use to do.Then while searching on net I came to know a word called shemale.I had heard that word earlier also when I was 14-15 but didn't paid attention...

My First Fuck With A Shemale

Hey, everyone, it feels so good to be back again here and share with you all yet another fascinating and horny story. This is your friend cum pal Dr. Raj from Gujarat. Just to remind you about . Do check them out. Coming back to the current story this was my first ever experience with a trans woman or shemale. And my God. it was one hell of a ride. To cut it short I met this shemale lets call her D through Locanto website. Of course, it was a chargeable meet. As far as my knowledge goes you...

Shemale Sex Is The Best

This happened when I went to Mumbai (Bombay then) there was a bar named Voodoo in Colaba. It was a gay bar where transsexual & cross dressers hung around, I went there after about 10 pm when things pick up. The place was full of Cd’s and Transsexuals and no one could make out that they were not women. I was taking in the scene; they were almost all thin and dressed sexy clothes, mostly Short skirts. This is a nice place to get a good looking cd or shemale to give you a blowjob. They just want...

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Shemale snapped

(A story written by a friend) Hope you like it!Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed. She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. There was a date on the agenda tonight with a guy she'd been seeing for a couple months now. Camilla kicked a pair of high heels out of her closet while...

An Erotic Threesome In Delhi Me Rich Woman And Shemale

Hi reader, Now I am back with sex story of me (Sam) and the rich woman (Geet) name changed due to privacy. I am Sam a 27 year from Delhi. I had many casual sex encounters with married women and girls. Any women or girl can contact me at hangout Geet is a rich Delhi-based woman who has lots of money to waste on anything but that’s not much for a living. She sometimes feels alone even having around her as her hubby who is businessman always out for business. By looks, she is a gorgeous lady...

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Hi dosto sunny again, recieving alot of friends stories, but care about some interesting & meaning ful stories, here it is 1 more. Hi mara name ram shiri chan(call ramu)age 18 1 sister name preti age 19 figure 30 boobs 26 waste 3″ cock, mom & dad is doing job abroad. Dosto ya recently he ki baat hai ka mujha pata chala maree bahan shemale hai. Mara dad 2 sa 3 years ka baad ghar ata hayin. Or ghar main hum 2 log he hayin. Middle class family… Wasa ya stories par kar maree neyat bahan par wasa he...

Joseph got fucked in ways he never imagined Shemale Sex Stories

Joseph has been in search of a girlfriend for months now. Ever since his last breakup, nothing seems to work out for him. He is tall, handsome, and has a beautiful body. His green eyes occasionally captivated women. And yet, he could not land a date ever since Kelly left. This was probably because he tends to get tongue-tied around women ever since she left. But after almost three months without sex, he was getting desperate. He would occasionally check through different dating sites. This is...

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Night With Shemale In Train

Hi this is alfento ……. A 20 years old guy doing an ug course in chennai……I am a athlete guy with brown skin short black hair,chest 36 and waist 30.Penis of size 15 cm or 6 inch……. This I s real dont shock I cant tell lie like I have 8 or 9 inch cock….Lol.As I used to go to my native town by train which is at night 11 ‘o clock. Once it was a holiday of christmas I packed my beg and went to railway station.And standing in the waiting hall as it was crowed…… I was looking for my train but the...

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A shemale couples vacation in Thailand Part 02

Welcome to part 2 of my story

Real event OMG shemale and another surprise

This is a true event, a lil back history, for about 3 yrs ive become fascinated by shemales, no porn will do without a shemale cock, i dont see myself as gay but i do wonder that if i like penis there must be some gay in me, but i do not like men at all. Now regular porn just does not do it for me and i alway fantasize about a shemale cock, a big juicy shemale cock and what i would do if i had the chance, i envy every man i see in the videos that get to suck and get fucked by shemales.cut the...

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