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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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TranSexJapan

Trannies come in all shapes, sizes, and colors, but there’s something special about Asian shemales. Whether we’re talking about Thai ladyboys or the big-dicked futanari of a neckbeard’s favorite hentai, the tgirls of the orient have a natural mystique you don’t always get elsewhere. Oh, and they tend to be passable as hell! The trans sluts at TranSexJapan sure are.TranSexJapan.com calls themselves “the finest Japanese transsexual site”. It’s the typical brag of any premium porn site, right?...

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Femout

Fresh faces and unsoiled cunts are major draws in the world of pornography. Everybody wants to see schoolgirls, ripe teens, virgins, and first-timers earn their wings on camera. The age of 18 is the beginning of a new life for a lot of girls, but it’s a different milestone that marks the newly minted broads at FemOut.In case you hadn’t guessed from the name, FemOut.xxx is a tranny porn site dedicated to tgirls early in their transitions. These are sluts who just crossed the threshold into...

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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...

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...

TGirl Japan

The list of Asian stereotypes includes a predilection for tourist photography, really bad driving, and eternally youthful appearance that makes MILFs look like teens. They also make fun of Asian dick sizes and the way Asian dudes can’t really grow mustaches. That latter trait actually helps them make for passable trannies, as you’ll see on TGirlJapan.TGirlJapan.com is an Asian tranny site from the tgirl porn purveyors at Grooby Girls. If you spend any time at all beating off to shemale pornos,...

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The Studio and the Shemale Pt 3

4 years have now passed since I went to work for George as his apprentice. George has semi retired and left me to run the Studio with Amanda as my receptionist. Amanda and I are still as in love as ever. We leave our flat and walkk to the Studio at about 12 and stay open till quite late in the evening. Most of our work is with shemales now but we do have a few crossdressers on our books and we will do photographs for crossdressers if they want it. Amanda or Jessica will do their make up.We have...

Foursome 2 Shemales 1 Female and 1 Male

One day me and my girlfriend Sarah were discussing sex and I had brought up the subject of anal sex. She was against it. "There's no way I'd take it in the ass, I'm sure it'd hurt too much to enjoy it" she said."Not if you do it right" I told her."Oh, yeah? How many girls have you fucked in the ass and did they enjoy it?" she asked, trying to make a point."One or two in the past, before I met you and I think they enjoyed it" I explained."Very well but have you ever taken it in the ass?" she...

Fucked by shemale

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...

Fucked by shemale

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...

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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From porn to shemales to cock

Even when young, I was always so very curious about sex. Constantly horny and so young, I quickly discovered the only outlet I could find, porn, and was instantly hooked. The beautiful girls, their gorgeous naked bodies. I would masturbate two or three times a day.It wasn’t immediate, but soon I started to notice how lust filled and passionate the ladies were about sucking their man’s cocks. They looked like they were absolutely lost in it and loved giving blowjobs. I began to watch only...

Shemale Mistress borrows my Submissive Wife For a

I received a call from a friend of our's a Michelle a shemale Mistress asking if my sub wife could be available for a weekend party. I asked my wife last night if she wanted to be lent out ? She said it would be fine. I called Michelle and said she would be ok. Michelle said she would text me instructions. A day later I received a text of instructions have wife completely shaved pussy, ass and head . Have her dressed as follows cuffs on ankles and wrists. Butt plug and garters and heels and 6"...

Trans500

We are heading back to the wonderful world of chicks with dicks at Trans 500. That’s right, tranny, transsexual, shemale, traps, whatever it’s called these days. Does it even fucking matter? They’re chicks, they have dicks, and they are fucking, getting fucked, and doing every kinky act in-between. So, don’t be fucking shy if you love this shit. Some of the hottest porn out there has shemales in it. And talk about variety. These sluts will do anything. Anal, blowbangs, BDSM, and so much more....

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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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first time with a shemale

Anyone who has read my other stories will know that they are based on real events, this one is also based on an actual event. It happened on a recent trip to Thailand.We arrived in Thailand on a Friday morning, looking forward to a well-earned break. Jaq and I worked long hours, and we lived for our holidays. We had decided to visit Thailand as we were both curious about the availability of good looking shemales.It had long been a fantasy of ours to try a threesome with a shemale and hoped this...

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My first Shemale a true love story

Even from a pretty young age, I loved Shemales. I loved everything about them. They seemed to me to be the perfect object of sexual desire. Beautiful, feminine, tits and a cock. My first introduction happen by accident, in a way. On the other side of town was a row of newspaper stands that sold adult newspapers. Late one night, I rode my bike to them and with a pocket full of quarters, bought every one. When I got home, i couldnt wait to look at them and in the darkness of my bedroom, saw my...

My first time with a shemale

OK, I was wasting my time on shamble videos and pictures on the web for about 8 years! When I first entered a porn site I almost got sick, but soon I got really curious about it but didn't dare to click that button; couldn't explain why I wanted it so much though. Eventually I pressed it. I started with shambles alone, then shambles fucking girls, then shambles fucking shemales and end up with shemales fucking guys... I started loving it, watching it on a daily basis. My fetish for thong...

My first encounter with a shemale

I am a straight guy who had never strayed before.. however i had been having urges over shemales and started wanking to shemale porn every now an again online. i have always been interested with my ass being explored but i never found men attractive. with shemales it was different. they are beautiful, slender but also filthy at the same time. it seemed perfecti had planned a europe tour some years ago and my first stop was amsterdam. after a few hours of roaming the red light district i was...

MY FIRST SHEMALE ENCOUNTER

I remember the first time I found myself in bed with a shemale. I had just broken up with my girlfriend. I was lonely, I was horny, andI had zero intention of finding myself in another relationship with a woman. When I told my buddy, Bob, he told me he knew just where to take me to solve this. So he took me to this club over in West Hollywood. The place was FULL of gorgeous women. My head was swimming - they were almost all slender and dressed in very sexy attire. Short skirts and sheer nylons...

me my daughter and a shemale

my last story was with my daughter for the first time now we both have shemale girlfreind very beautiful ones they would come over me and my daughter would put on our sexy heels she picks my shoes now lol and they would fuck us both on the same bed theses shemales are in good shape they would fuck me and my daughters tight lil asses and shoot globs of cum then they would watch us creampie it out one of them came over one night when i got off work my daughter wanted me to tougue out her shemales...

My First Shemale Encounter

I remember the first time I found myself in bed with a shemale. I had just broken up with my girlfriend. I was lonely, I was horny, and I had zero intention of finding myself in another relationship with a woman. When I told my buddy, Bob, he told me he knew just where to take me to solve this. So he took me to this club over in West Hollywood. The place was FULL of gorgeous women. My head was swimming - they were almost all slender and dressed in very sexy attire. Short skirts and sheer nylons...

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Shemale Funpark

You go to a Funpark in Miami, Florida where you are supposed to meet your Friends. You really like them and drove all the way out here just for them. Right as you enter the Funpark to get to the meeting point, your Friends call you in a groupchat. They tell you that their Car broke down a long time ago but their Phones had no Battery and they were in the middle of nowhere. They could only call you now to tell you that they sadly can’t come to the Funpark. They say that you have to go on the...

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My First Shemale

Early May 2006 or 7, standing on the northeast corner of 46th and 3rd, a rather nice New York City day, except Belinda wasn’t answering her phone for our 3 pm “appointment”, and I was not keen to just hang around smoking cigarettes on the corner wondering if I had been stood up. I had no prior experience but it dawned on me shemales, especially shemales for hire, might not be the most dependable group of people, well, maybe if they were a shemale cop, that thought hit the erogenous spot of my...

Visiting shemale goddesses

Sexy hung shemales have long been a favourite of mine and over the years i have had several sexy encounters of all kinds. As ive got older it has become more appealing to have these beauties top me if possible. Most ive met have been quite abrupt and arrogant and have suited the top position well. Not every experience has been nice. However my last one was a really nice suprise.I was in Amsterdam working for a week and had a 3hr slot early afternoon to amuse myself so took a short walk around...

NewTransNudes

Do you enjoy New Trans Nudes? I’m talking about beautiful women with their tits out and dicks bigger than your own, the kind of babes who are truly packing and well endowed. Trans porno is way more common than it's ever been, and it seems like every free tube has some chicks with dicks tucked away in the corner. Well, if you’re a big fan of the women and their penises, it’s usually a better bet to jack off to a site that focuses on them. That’s why you’re here, right?Just like it says on the...

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Overdose of shemale cock

I had been at college for almost three weeks when the events I am writing about took place. My name is Karl. I’ve always considered myself a pretty normal guy. I played football in high school, dated a cheerleader, and usually got decent grades in my classes. Alright, enough about me… let me tell you how my freshman year started. I was sitting in one of the hang out areas on campus one evening, trying to figure out which of my new teachers would be least upset were I to turn in a...

My First Time with a Shemale

I had watched porn for a long time, graduating from straight porn to videos of shemales, falling in love with TS stars such as Leilani, Julie Bond, and the gorgeous hermaphrodite Dane Harlowe. However, as much as I fantasized about being with a shemale or cross-dresser, I never thought it would happen.Then one night when I was living in Indianapolis, after being out drinking and dancing, I stopped at the local adult video store. I had parked near a white van and, as I was drinking some more of...

How I Ended Up a Submissive Shemale Slut Part 1

How I Ended Up a Submissive Shemale Slut...Part 1 I am sitting here in my studio apartment, and I am alone and depressed and looking for guidance from a very dominant woman who wants a very submissive shemale slut that is 30 years old, horny as hell, and shares the same likes and tastes that I do. Mainly forced blowjobs, and lots of different outfits, everything from leather, latex, lingerie, you name it. Let me go back 5 years ago to how it all started for me. We all have our own...

Transfixed

Big dicks, nice asses and huge tits are staples in almost every porno movie throughout the ages. These engorged and swollen body parts are usually attached to exactly the men and women you’d expect, except in the case of tranny porn. On a site like Transfixed, the monster cocks and massive racks often belong to the same hot broads.Transfixed.com is an Adult Time original series. They take the world’s hottest shemale and cis female pornstars and put them in “highly stylized translesbian...

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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...

Notes to Young shemale with mature woman

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...

Shemale Park Shame

Park Shemale Shame Hi All, Now I’m as straight as the next man, I’ve got a cute little blonde girl with a great arse who I love to ride, lick and tit feel, but, well, here’s a cautionary tale. This is a warning for you fellas who sometimes find yourselves looking at pictures of pretty shemales, in all their frillies, on the internet when you just wanna have that added pervy kick so as to cum. Right, the other day I was walking home from the pub after a couple of after work drinks with...

First Time Surprise Shemale

I'm an eternal masturbator. I've always like wanking and playing with myself. At a young age I worked out that I likes playing with my ass hole, sticking things in it, walking round all day with something in it. With the advent of the internet I was like a pig in shit. So much porn to be had and so many things to see and do. One day I discovered the true beauty of the shemale. Wow. Gorgeous women, with cocks. Prior to this it had been women with strapons that got my attention, but this?...

My First Experience With A Shemale 8211 Part 1

I was on my knees with my hands holding her butt. The smell of her orifice is something that is still fresh in my nose, even after hours. I inserted my tongue between her butt cheeks. I could feel the hair around her orifice on my lips and my tongue. It tasted a little sour, a little tangy. But what aroused me was the feeling of her asshole, it’s wrinkled border on my tongue and the hair around it. My mouth was open wide and my tongue incessant. After a little while, her hole started to give in...

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XVideos Red Trans

XVideos Red includes Shemale videos, though I didn’t really touch on the subject of trannies when I wrote up my full review of the service last time. Chicks with dicks occupy kind of a weird place in pornography; some folks swear it’s gay if the girls are packing, but the market caters mainly to dudes who call themselves straight. I’ve never been one to split hairs or over analyze things, though. If it gets you going, that’s all that really matters, isn’t it?Just about everyone is familiar with...

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How I Ended Up a Submissive Shemale Slut Part 1

I am sitting here in my studio apartment, and I am alone and depressed and looking for guidance from a very dominant woman who wants a very submissive shemale slut that is 30 years old, horny as hell, and shares the same likes and tastes that I do. Mainly f***ed blowjobs, and lots of different outfits, everything from leather, latex, lingerie, you name it. Let me go back 5 years ago to how it all started for me. We all have our own stories and beginnings, and this one is mine. I am a very...

Shemale Subway Sex

I was out at a dance club with some friends on Saturday night. Clubbing isn’t really my scene though, and I soon found myself very bored. Looking at my watch, I saw that it was almost 1 o’clock in the morning. I was having an awful time, and if I didn’t leave then, I would miss the last subway train and have to take a $50 cab ride home. So I said goodbye to my friends, and caught the very last train home. The subway ride from the club was going to be around 40 minutes. At first, the car was...

One of my shemale escapades from back in the day

A number of years later, after my first shemale expereince, I still had a penchant for a hot shemale or a slender sissyboy who was passable. That's when I met Gina, who fit the mold of a slender sissyboy who was much more than passable, she was gorgeous.The first time we got together was on a rainy Sunday afternoon. My wife was out of town and I was cruising aroind on AOL in the SoCal Shemales chatroom. I came across her screenname and we started to chat. We traded writen descriptions of one...

Her perverted mother and the shemales

The next day, Jess was busy at work and texted me to ask if I would mind doing her a favour. She wanted me to go around to her sister’s house to pick up some of Ellie’s textbooks. I agreed I would, partly because I was intrigued to meet Ellie’s mother, imagining a mature version of the beautiful student whose mouth had made me come the previous day, crossed with the elegant dirtiness of Jess.I had also heard from Jess the real reason why Ellie was staying with her during her exams. Officially,...

The Studio and the Shemale

When the company I worked decided to relocate to the north of England, it was made clear to me that there would not be a job for me there and so the decision whether to move woth or leave was decided for me. The redundancypayment was extremely generous, as it should be, I had been with them since I left school. So now I had to find a new job and the decision was whether to stay in the line I was in or change careers, but With the redundancy payment as it was there was no rush.Quite by chance I...

Erotic Massage From A Shemale Masseur

Hello, this is Rahul. This happened when I was on a business trip to Dubai. I am a bisexual guy and like she males, crossdressers. Anyways I found an ad by a shemale offering massage. I booked an appointment and went to her place. Her name was Maria. She was an English speaking shemale from Brazil. I was happy that she was from Brazil since my earlier encounters with Brazilian shemales was very good and satisfying. Maria greeted me with a smile and asked me to undress and lay face down on the...

my shemale GF part 7 Bukkake

My birthday was like a week ago or s o, and Christy got me what ive been wanting, a bukkake. I finally got this present like two days ago. We went to dinner, we meaning me Christy, Brittany apparently another shemale who I didn't know about but also my friend, and Jennifer, who I did know was a shemale. There are apparently plenty of shemales where I live, awesome. We went to Buffalo Wild Wings, Christy wore a short jean skirt, and nothing underneath, I know cause I dropped my fork and she...

Shemale Subway Sex

I was out at a dance club with some friends on Saturday night. Clubbing isn't really my scene though, and I soon found myself very bored. Looking at my watch, I saw that it was almost 1 o'clock in the morning. I was having an awful time, and if I didn't leave then, I would miss the last subway train and have to take a $50 cab ride home. So I said goodbye to my friends, and caught the very last train home.The subway ride from the club was going to be around 40 minutes. At first, the car was...

How I Ended Up a Submissive Shemale Slut Part 1

I am sitting here in my studio apartment, and I am alone and depressed and looking for guidance from a very dominant woman who wants a very submissive shemale slut that is 30 years old, horny as hell, and shares the same likes and tastes that I do. Mainly forced blowjobs, and lots of different outfits, everything from leather, latex, lingerie, you name it. Let me go back 5 years ago to how it all started for me. We all have our own stories and beginnings, and this one is mine. I am a very...

shemale on shemale

Hi dear it just a story may be its real cany sure some 1 told me & i write this 1 for u Hi mai ap ki friend ap ka leya aik or story la kar aee hoain, mujha 1st three stories ka jo respons mila vo to mai ko bata nahi saktee, par ap ka tnx zaroor kartee haoin dil sa. Isee ka sath maree 4th story ap ka leya. Ya mara sath hona wala aik ajeeb or anokha waqia tha. I mean really very different, mujha movie dakhna ka mood huva to mai cenma chalee gae wahan khelade 420 film aksha ki lagi thee new film...

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Sex With Shemales In Train

This was an incident that happened without planning. When our state of Telangana announced that some Corona infected persons have traveled by train, people stopped traveling in trains. I travel daily up and down from Hyderabad to Warangal. One Friday evening, I was returning and the whole train was almost empty. Only about 4 passengers there in the compartment. When the train was on its way, I saw a group of transgenders coming towards me and they were asking for money from every male on their...

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TrannyTube

Who’s ready for some tranny porn at Tranny Tube? I’m going to go out on a limb and guess if you’re reading this, you want to see some chicks with dicks… sucking other dicks. It ain’t really my thing, but hey, I’m The Porn Dude, so I got you covered. Today we’re going to take a look and see why Tranny Tube is currently pulling around 8 million views a month.Tranny has become an offensive word in a world that seems increasingly tranny-friendly. Wake up, you woke fucks. Porno was tranny-friendly...

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Jimmy Olsen Shemale Bimbo Chapters 12 to 13

Jimmy Olsen - Shemale Bimbo by Mistress Tawny Suede Chapter 12 - Frustration! Thursday morning. Jimmy woke up and stretched. He rolled over and sat on the edge of the bed. He momentarily lost his balance a bit. Despite weeks of having tits, they still threw off his centre of balance a bit. And his back hurt. But he smiled when he realized that was because his boobs had gotten much larger since his initial transmogrification. He giggled as he took his breasts in his hands and...

Stolen Stockings Pt 1 SHEMALE LESBIAN PORN

WELCOME TO CHURCH OF RUBBER - STOLEN STOCKING CONFESSION .the sign read above My study doorway.My transex very leggy young secretary nurse led the new prospect in to My parlor and knocked on my door and I said "COME"the heavy gothic arch door swung open and there stood the two stunning transexual stocking sluts in ultimate sissy wear. One happened to be My private nurse and secretary, the other was a specially chosen pretty thing who had been in communication with ME for some time now. My...

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...

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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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...

The Morning After Pt2 Wow Public bondage Shemal

Irea talked with Rosa for a while in between mouthfuls of scrambled eggs and small bites of bacon; inconsequential things really, just small talk and friendly jokes while the inn woke up around them. The usual regulars wandered in from their homes in the wan hours of the morning as the rising sun shone through the windows, a few casting lustful glances in the bound demon hunter's direction. Most noticed she was occupied talking to the friendly death knight, but a few approached and began to...

Young shemale with mature woman

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...

Shemale Ne Mummy Ko Choda

Hi friends yeh story meri, meri mummy aur shemale ke beech hai. Is story mein btaunga kaise shemale ko maine choda aur phir kaise shemale ne meri mummy ki chudai ki. Meri mummy jinka figure 34-30-36, bank mein job karti hai. Unka divorce hue 6 saal ho gaye hai. Mummy job ke karan kafi fit hai. Yeh incident 3 mahine pahle ka hai. Main aise hi net surffing kar raha tha.Tabhi ek din maine shemale wali video dekhi.Woh mujhe kafi achi lagi. Us mein shemale gand marwata hai aur marta bhi hai. Mujhe...

One man s shemale adventures part 2

I had gone round to Kami’s as we had planned a dinner date, but she was nowhere to be seen. Amy let me in, having just returned from the gym. “Yeah, she said sorry but she’ll be a few more minutes.” Amy said, and I couldn’t help but eye her up and down in her sexy gym gear as I followed her into Kami’s bedroom. “While you wait, why don’t you suck on my clit?” she said, as she pulled down her lycra shorts and spread in front of me on the bed. Underneath, her white panties were soaked through...

Would love a shemale like this

****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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TranzFanz

Tranz Fanz! Do you get a kick out of chicks with dicks? Maybe you’re a crazy boy for ladyboys or just appreciate the fine details of a fine shemale. I don’t want to jump to conclusions, but it’s a certain demographic that flocks to this section of the website. I’m guessing you’d consider yourself a trans fan, in which case you might want to check out TranzFanz.TranzFanz.com hasn’t even been registered a year, but they’ve been garnering more attention on the web lately. The tagline at the top of...

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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...

My first time with a shemale true story

My girlfriend had been out of town for a couple of weeks and i was so horny and wanted to get upto something kinky.I called a shemale site from la costa del sol called taiakshemales and arrange to meet one of the beauties.I was very nervous as i drove to her house as i never touched a dick before.Once i was in her room waiting for her to come out she was wearing this sexy lingerie very slutty and a bead panties that just went around her tool.She asked me if i had any experience and what i liked...

Transsexual Shemale

TRANSSEXUAL You are not a woman; You are not a man; You are opposites united In a hermaphroditic plan, Perfection, Completion, Wholeness, No longer a person divided Into separate houses, Separate camps; Your genitals--penis and testicles-- And your jutting woman's breasts And buttocks transform you, Save you from the curse With which the rest of us are cursed, Remaining only men or women Instead of a goddess Born of hormone therapy, Surgery, And a desire to...

Me And Two Shemale Lovers

The ad in the local “underground” paper said “2 hot she-male lovers looking for inexperienced open-minded male for exciting new encounters….” It added a few brief descriptions etc. I thought to myself. “Why not, you’re open-minded and adventurous?” So I gave them a call, wondering about the details. I’m not totally new to the scene and have dabbled a little in being in the bottom or receiving side of anal and while I never have travelled the shemale route, it always intrigued me. I have seen...

Celebrity Shemales

Here, you can fuck the shemale version of your favorite celebrities! Feel free to add new celebrities! IMPORTANT: Leave a like for whichever celebrity you want me to write a shemale story for first!

Transsexual

Sex date with a sexy shemale

For already several weeks I surf through a website that advertises women, men and also shemales. Since my great experience with the other shemale during my holiday (see one of my other posts) the craving grew bigger and bigger to meet up with one again.So last night I decided it was that far. I drove to the address I got from her on WhatsApp and rang at the door. After paying her the agreed amount (love the humiliation factor of this, need to pay someone to fuck my ass) she showed me the...

She turned into a Shemale

The weekend had just got under way and from the start of that Saturday you could tell something was in the air. She was acting like a shark with blood in the water.The day started with her rolling over and grabbing my Ballz with an aggressive fist, stretching them out, shaking my cock.The signs were there for a day filled with wonder and experimental crazy sex. The day moved along slow after that, we went out shopping, she tried on dresses to tease, we ate and just spent the day wandering...

A shemale transformation part 7

So i woke up in my room thinking i just fucked my mom but it was a dream also the name that i gave in my dream was not her real name my mom name is Jennifer she got big hug tits i mean nice round big perfect. She got big booty thin body thick legs anyway. As i was wakeing tho my door had been kinda open. I know somebody been watching me sleep or as come in my room i never leave the door open. I walk over to the door mmm nobody there then i close it and start geting ready for school i took my...

Shemale massage

It has been one of those long and stressful weeks. I’m in desperate need of relaxation and relief so I head over to an Asian massage parlor for a typical happy ending massage.The girl who usually massages me isn’t available so another girl is suggested which I accept. I think to myself that she can’t be much different than my usual so I don’t care much. I just need a massage badly.She comes out of the back from another massage and introduces herself as Jessica. I smirk a bit knowing there is no...

Shemale Gangbanged

Hi........readers.......i am a shemale whose presence looks like an angel.......Due to my physical appearance....boobs,ass....whatever boys use to look at is as soft as cream.My story starts with a mistress ....who fucked me twice....but without any payment...So it was a summer and i called him to pay me....he told sure u come to my home .....i will pay you.I thought why he agreed so easily.....but any how i thought what he can do ......maximum he will again fuck my ass and suck my boob snot...

Brandi the Shemale Cums After MNF

So, I come home from watching Monday Night Football with some guys at the local pub. I turn on the TV and some infomercial for an exercise machine comes on. The model working the machine has a great body and seeing her workout is really working me up. My cock even gets a bit hard.Feeling a bit on the adventurous side, I open the phonebook and look for an escort service that has shemales. I find one. Just talking to the dispatcher and describing what I want makes my cock hard again.The hour I...

My first time with a shemale

This is a true story, probably the wildest thing that ever happened to me. It happened when I was about 19 years old and lived in Hamburg, Germany. At the time I was one of those willowy, thin guys, little body hair and a healthy appetite for sex but not much experience yet. At a young age I discovered how exciting it is when I fondled and fingered my ass while masturbating and I developed a real fascination with anal sex.At the time I used to visit a club ("disco" in those days) somewhere...

Strong fuck from my shemale lover

Last summer I was visiting Kolkata and after a hard day’s work I needed some alcohol to relieve tensions.I ended up going over to the night club at the same hotel where I was staying. Entered the bar late on a weekday and found that there were very few people there. I sat down and asked for some whiskey. Whiskey always seem to help get me fucked up and that’s all I wanted to be right now. Too much seem to be on my mind as I stared off into space. I had only downed two shots. The bartender asked...

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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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TransHarder

Tranny Surprise, aka Trans Harder! Ah, what depraved gentleman hasn’t experienced the ol’ TrannySurprise? You’re out one night trying to get some action and maybe you tie one on a little too tight, but surprise yourself by taking a beautiful woman home anyway. Everything seems normal until, Surprise! She’s got a huge dick to match those monster titties.I’m sorry to ruin the surprise, but you already know from the name that the girls on TrannySurprise are packing at least as much meat as you...

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Transsensual

Hey there, fruitcake. Not sure what kind of sex movies you want to watch tonight while you polish the ol’ pole? I won’t judge you if you’d like to see some beautiful women, but also have a hankering for some penis. In fact, I might point you towards TransSensual.com.This is a tranny paysite, so turn around and head back to the free tubes if you can’t afford to pay to cum. If a premium ladyboy masturbatory experience is what you’re after, you may have just arrived home. Let’s take a look at what...

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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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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...

Maree shemale bahan

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...

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