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One day sitting at home edging, I decided to go on craigslist t4m most of the ladys were black with huge scary cocks then I happen upon a thai girl Tia, we started talking and asked her if she wanted to meet up, she didn't drive so I had to pick her up. as she walked to the car I took notice she was about 5'8 she had tight jeans on and a decent ass for a Asian girl. she had a leather jaket on and I could see she was pretty flat chested. Tia had shoulder length hair and her face all dolled up....

Wife Shares Shemale

"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an hour see you." She hung up. The phone call made me really nervous.I had reasons to get nervous if not get a nervous break down. Tara and her husband owns a few restaurants in different cities across the States. I have known...

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...

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Wife fucked by shemaleThis is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even...

wife fucked by shemale

Wife fucked by shemaleThis is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even...

Shemale on Shemale

We were in the back of a taxi, our tongues deep in each other’s mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. She responded by grinding herself against my palm in a seductive, circular motion. I could feel her getting harder and she moaned softly. I felt that moan vibrate on my tongue, causing my own cock to...

Gas Station Shemale

Before I begin this story let me say this: I know that a gas station is a place where one would not likely see a chick in a short skirt with heels and even if you did it wouldn't happen in the wee-hours of the morning.........would it??? On this night I hadn't paid close attention to how much gas I had in my car and when it was time to drive home from the party I'd been at I realized that I absolutely had to stop to get some (probably not a real good idea but I had no choice). Signage along...

Taken by Force a Shemale

Taken by force a shemale! By venisss It started very simply. I was on vacation in goa, and stayed the hotel, overlooking a nice sunny beach, with dozens of various palms around. Once I saw an attractive woman at the hotel bar and offered her a drink. She accepted and we conversed. I was not planning to pick this girl up and make it out with her, just normal decent chatting. She appeared to be a very good listener and glib, it was very interesting with her. Soon, we were laughing and joking like...

DaftSex Shemale

I have already written a general review of "Daft Sex," which you can find by punching the quoted characters into the search bar. However, that tube possesses a titanic amount of content, and to be as absolute thorough, so I thought I should give it another review. Or rather, I did several focusing on different facets of the platform, in this case, the shemale erotica found on this tube.Talk about t-girls, porn with extra poles, and other forms of innuendo are inbound.Time To Talk About The...

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Had Amazing Sex with My Crush Who Turned Out to Be a Shemale

My name is Nick. I am Software Engineer residing in Las Vegas- the perfect place to be working by the day and partying by the night. I absolutely loved the night life of Las Vegas. Occasionally on weekends, I went out partying at a nearby nightclub and casino. That is where I met Cassandra. She was a regular visitor too just like me. I often noticed her and sometimes even stared. It did not go unnoticed by her and she made the first move to get introduced. Soon after, we were making plans...

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Alpha Male

How many times did she think He would explain it to her? She kept "asking" or maybe she couldn't understand. He had finally reached the point He had been dreading. Damn! He hated doing this. This was only the second time He had felt this for a woman. And the second time the woman, His woman, had pushed and pushed until He had no choice. Maybe she just didn't understand? Never mind that, she had taken it to either/or. Spotting the street number He was looking for He pulled into the condo...

My new girlfriend is a she male

I had told my beloved hubby this night I would be going out with my brand new friend Alexandra. My girlfriend Helena had introduced her and I had fell in love with the slut.She was nice, smart, sexy and she was a transsexual girlie. Helena had warned me she had a huge nice hard cock and Alexandra liked both ways: to be fucked by a dominant male and to fuck a submissive female.We went alone this night; we met at a local bar for some drinks.Time was getting a bit boring, so Alexandra invited me...

Beauty And The Geekgeek 8211 Turning An Introvert Into The Alpha Male

Hi everyone, I’ll start with the story after I tell you this story may or may not be a work of fiction. Its about an eighteen year old boy and a 24 year old sex goddess. So let’s begin! Girl’s POV I’m Ayesha, I’m having fair skinned and height 5’7”. My stats are 34-24-34 and honestly speaking, I’m basically a slut ;). Boy’s POV Playing on x box, eating and sleeping are pretty much only thing I did after appearing for JEE Advanced but this gorgeous ( wicked sexy!) girl has been living next to...

my first time with three shemales

this is a true story it happened to me back in 1988 when i was still bi i was in a local gay bar it was shemale night close to midnight when i saw this very tall gurl walk in with some friends she was hot about 6' 2" tall with 6" heels" all legs and ass she was blond and so senual with red lips and blue eyes all her friend we shemales too. After the got a table and ordered some drinks the music started so i went over and invited her to dance and to my surprise she said yes so we dancwd this...

A night with two shemales

I’m an oil geologist and spend considerable time traveling to the Gulf of Mexico. . I stand 5' 10" wet, have wavy brown hair with already early bits of gray, (which runs in my family). Good genes have also blessed me with keeping the fat off. With moderate exercise I match up well against guys who power exercise once a day. My face has been described as triangular and my eyes are blue with bits of gray. I'm said to have a good personality and women always tell me they feel comfortable around...

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Hunting for a male

I dated with Dan two months. Actually, we just met in the café near the office, then drove to his home, then fucked. Simply, dully, no more than one time per night. The first sensation of sexual life has vanished quickly as it had begun. But it was not enough for me. Maybe he has been satisfied, maybe not. Anyway, one round always was enough for him. I wanted more. For an unknown reason I could not stop after the first porno orgasm - his or mine. I dreamed about whole night run - sex,...

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1st time with a shemale

I have always enjoyed playing with my ass hole, about two years ago I was in Chicago and went online to Eros and chose a shemale named with held. I called her up and she came to my hotel room. I was very nervous when I opened the door. She was about 6' tall and was a very good looking Latino. She bent down and gave me a kiss right on the lips and man where her lips where soft. She went into the bathroom and asked me to relax and she will be right out. I was lying on the bed and she came...

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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First Time with a Shemale

This is a true story about my first time being with a shemale. I happened just over a year ago on the tail end of a business trip to Amsterdam. I had a couple of free days at the end of my trip to enjoy and explore the city. So naturally, I decided to check out the night life and that meant a visit to the Red Light District.I spent a lot of time just walking around and taking in the sights and sounds of the area. There were so many people walking around and it was alive with all their energy. I...

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...

Wife Fucked By Shemale

This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used to make me drink...

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...

Threesome In Thailand With Hooker And Shemale

Hi friends. It’s your favorite writer Abhay from Jaipur. Thank you all for the huge response for my last sex stories. Now I am back with my recent real encounter. You all know my vitals and so I am skipping that part. Suggestions and comments are always welcome. I respond to every email I get. So, let’s start with my real life incident. It all happened in May 2018 during my vacation trip to Thailand with my wife and another couple of friends. Our vacations were nearing the end and I wanted...

Massage Sex With Latina Shemale

Hello, I happened to be on a trip to Brazil, when after my meetings, I went back to the hotel and took a nap. After an hour or so I was fresh and charged up, I decided to go for a massage. I looked at the online sites and fixed up a house call to my room, by the way I had chosen a transsexual for my massage. After an hour, Maria knocked on my door; I opened it and led her inside. Maria was around my height, with dark jet black hair, chocolate color skin, Though her breasts were not huge they...

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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 Time With A Shemale

Hello Indian Sex Stories readers, thank you for your continuous support. Your support helped me to experiment more and more with different kinds of people. This time it was an unexpected encounter with a shemale. I hope you like this one. Email me at & tell how hard I made you cum ;). And also if anyone from Mumbai or Thane want to have a session with me than you can email me without hesitating. I don’t judge people don’t worry. So let’s come to the story. This is a recent story that happened...

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wife fucked by shemale

This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used to make me drink...

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 time witha a shemale

I was holiday in Spain with my friend and his Mum when i was 17, we didnt have any problems getting served in the bars so went out every night drinking. Half way through the holiday we all went out and me and my friend ending up in a club quite the worse for wear, a girl was dancing against a pole and keeped looking at me so i look backand maintain eye contact, she danced in my direction so i danced up to her and as she started to grind against me i started feeling her tits, she turned round...

Passionate Sex with a Beautiful Shemale

Passionate Sex with a Beautiful Shemalea man and his shemale lover get down to businessWill led Sarah by the hand into his bedroom. He closed the door as they entered and pulled her towards him. He placed his hands around her, caressing her toned stomach as he slightly nibbled on her earlobe. He could feel her trembling in his arms. Sarah lightly ground her ass into his crotch, rubbing herself against his hardening cock.“Mmm,” she moaned, feeling Will’s lips kiss the nape of her neck, causing...

First time with a Shemale

First off this is a true story. I lost my virginity at a young age so sex is always been something usual for me. As far as how I lost my virginity... thats another story. I have always dated women that were openminded, bi-sexual and down right sluts. I have been in strange conversations and situations because of being soooooo "openminded", heres my story... Bella and I were getting dressed for a night on the town. We had plans to meet a couple from a a website we were members of. So we were...

Wife Fucked By Shemale

By : harryshanty63 This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 kids from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used...

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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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Shemale

"What is this?" My wife asked me as she opened my suitcase.'Fuck', I sighed to myself. I had just returned from a business trip where I purchased a butt plug. Truth be told, I felt like I was having my mid-life crisis. Instead of buying a Porsche or Lamborghini, I got curious about my sexuality. I wondered what it would be like to suck a cock, even though I did not find men sexually attractive at all. I felt more and more compelled to be on my knees, to have a cock in my mouth. This became my...

Love with Five Males

Rose walked into the club, her black dress fitting tightly against her. Men watched her with hungry eyes, and she watched them with hungry eyes as well. Their blood was… intoxicating. She walked to the dance floor, rubbing up against several men just to feel them. She could smell their arousal, of course, but just because she could smell it doesn’t mean she didn’t want it. And she did. Badly. She wanted someone to fuck her hard and fast; suck her blood; kiss her passionately....

The first time I cucked a white male

I’m looking for a guy who likes to fuck from the backside. my asshole is perfect for a pounding. Come onand give me a good hard beating. Please help if you can!if you Real Then Contact Me Now :www.miamalkova.websiteSome months ago I started working in a medical facility (I will not give further details on my job), and there was this particular secretary that caught my eye. She was white, in her mid 30s, slim-ish waist, average sized tits, but with wide hips and a thick ass (just how I like...

The first time I cucked a white male

Some months ago I started working in a medical facility (I will not give further details on my job), and there was this particular secretary that caught my eye. She was white, in her mid 30s, slim-ish waist, average sized tits, but with wide hips and a thick ass (just how I like them). Brown hair and brown eyes, she had a pretty face, but nothing exceptionnal.I started talking to her, chatting for a bit every time I was in her office, making light hearted jokes, and basically starting to become...

She was male

Near my home, a red light is the hub of prostitution in the town. Personally, I have no interest in having a prostitute but some of these sluts are nasty and attractive. Among them there was a tall blond green-eyed chick whom I had a special feeling to her. She had such a sex appeal that I could not resist staring her. Her name was Ashley. She always smiled at me and she had such a behavior I sometimes thought we knew each other. Her sexiness ignited my imagination so I decided to pick her up....

She Males

Raised as girl born as a male

My new mom was a hard worker holding two jobs to keep us together. I now had sisters that were older and one younger than me. At home I began to wear my sisters clothes as I grew older. We all wore hand me down clothing. A few months after I came to my aunts home to live my aunt gave me panties to wear and later half slips. I wore the slips as if they were t-shirts and it seemed fine. Later on at home after school I wore dresses and skirts and thought nothing about it. My sisters teased...

My Wife Ann is Taken by a Dominant 18 Year Old Male

My wife Ann had just turned fifty-one, and we recently celebrated our twenty-fifth wedding anniversary. We are your typical middle class family with kids off to college, and dreams of retirement someday. Over the last few years I had become fascinated with the idea of sharing Ann with another man. I went to great lengths to talk her into it, and after several years of trying she finally relented to the idea of offering herself to another man after an innocent incident in the park one afternoon....

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My First Threesome Male Female Male

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I am a cock feeder and dominate male

It wasn't until several years ago that I found out I am truly a cock feeder. I have always enjoyed chasing and fucking pussy until one day I was reading adds on Craig's List which has always intrigued me. The ad posted in the M to M category read "Needing a dependable cock feeder that would want his cock sucked on a regular basis". Hey this sounded something that really interested me. The post went on to describe exactly what the writer wanted and was in need of. A man that wasn't afraid to...

Dave and Sally MFM bi male

I occasionally write stories for publishing on internet websites, and in response to one that I wrote that was actually true, I received an email from a guy named Dave, who had a wife named Sally. They said they enjoyed my true story so much, that Sally wanted Dave to suck my cock, and have sex with me, similar to what transpired in my story, and that she wanted to watch. They went on to say that my story turned them both on so much that Sally would blow Dave as he read my stories out loud....

First time Mutual masterbation male male

This is the story of the first time that I felt another cock.When I was in my teens, I had a friend who would trade penthouse magazines with me. Generally these were magazines that we picked up here and there (I had an enormous supply available, but I don't feel like explaining). Anyhow, one day we decided to look them over together while I was sleeping over at his house. My favourite pictures were the lesbian photos, but his was boy/girl.It was late at night (well midnight or so) and 'Mike'...

The Crickets gay male

THE CRICKETS (Gay male)Adrian rather enjoyed those parties, the ones his father threw on occasion, at their summer home. Adrian’s father was Lord Atherton and he knew just about everyone or, shall we say, everyone wanted to know him. Adrian enjoyed the parties because they were somewhat decadent, at least to him and his father, most of the guests ignoring the best of what went on during the party. But I shall try to give you a glimpse of the action without revealing everything right away.Adrian...

Wanted A Horny Cross dressing male

Information: This story is set out as an ad in a porno magazine but it is entirely a work of Fiction I invented. It should be taken of somewhat as a joke. Wanted: A Horny Cross-Dressing Male Hi I'm Foxy Roxy, you may have seen me in action in one of the many porn flicks I've been in, but if you haven't, here goes. I am a thirty-six year old married woman with big tits and blonde hair. I like to wear a leopard print crop top and matching pants. I'm always horny and up for...

Love Romance Sex Cute Rajkot Male

Hi mere pyare pyare dosto how ru .all ..i know u all fine now kyu ke ye ak hi vakt he jab ham iss par story padte he tab sab dukh gam bhul ke enjoy karte he .. kyu ke is me koi rokne tokne vala ya vali nai hoti jab ji chaha mobile utaya ya computer on karke iss story padli ..kher me ak bat pahele kahedu jisko ak sachai jo aj kal ki story me nai balki real life me hamari indian girls bhabhi or aurto me hoti he is par ye story he so puri dukh sukh love romance romanchak tarah se story padni ho to...

A Story of A Male

Hi this is Apurba a 23 yr boy. Ummm Boy!!! Really I don’t think so because I never feel any attraction to a girl. Basically I am a boy but really not. Ok let me explain. I am third son of my parents. I know how I completed my study. And joined a company only on 2000 salary and started my career at the age of 19.From the child hood I saw my parents ignorance. I don’t know why? But later I realize that it is due to my physical handicapped. Realizing that I handicapped mentally also and started to...

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Deadlier Than The Male

DEADLIER THAN THE MALE Chapter One Jo felt betrayed, for she was sure she had been, by her husband of five years, whom she had loved and whom she thought had loved her. Well, maybe he did, but going to see her neighbour and best friend down theroad was a funny way of showing it. Of course she had no proof ? yet. But soonshe would. Didn't he find her attractive? Twenty-seven, raven hair, 5 feet ten inches,great body, slim and athletic, and, she thought a pleasant disposition as well.She had...

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Marie carefully checked her dark hair and smoothed her night gown before reaching reaching for the front door knob and opening the door!!! "Marie," asked the tall black man with a dazzling white smile, "I'm James Gobbel, you were expecting me!?!" "Uh, please come in, Mr. Gobbel," Marie said nervously, "I'm so glad you could make it!!!" James Gobbel moved smoothly into Marie's well appointed apartment, and after giving it a quick once over, turned back to Marie and said softly, "I'm glad you...

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My First Time With A Male

As a teenage male I was always thinking about girls and what it would be like to have sex. Well I never found out till I was 21 and in the army. On my first weekend pass I went to town to get away from the base. At the hotel was a few girls that wanted to make me feel good, I asked one to come to my room and after a few minutes it was over and that was the first with a woman. I got married and never thought about a man for sex. As the marriage went down hill I started to visit book stores to...

First Time

Warhammer Emergence of Malevolence

At the heart of the Old World sprawls the Empire, the largest and most powerful of the human realms. Known for its engineers, sorcerers, traders and soldiers, it is a land of great mountains, mighty rivers, dark forests and vast cities. And from his throne in Altdorf reigns the Emperor Karl-Franz, sacred descendant of the founder of these lands, Sigmar, and wielder of his magical hammer. But these are far from civilized times. Across the length and breadth of the Old World, from the knightly...

Suprising Shemale

A storm had just passed and the asphalt glistened as he crossed the street. Fuck I’m horny I thought. As I crossed the street I saw this beautiful black girl walking crossing the street towards me. It was dark and she was completely unafraid. Normally I would not have had the courage but I was kind of drunk so I asked if she was coming home from a hot date. To my surprise she turned to talk to me. Unlike many black girls she was slim with slight hips and small breasts. The had long...

My Boss Is a Shemale

I slowly put my tongue on it. It’s so hard and solid. I feel like I could break my skull on it. I can feel her breathing and shiver as I slowly put the head in my mouth, so warm. I alternate between suck the head and licking the shaft, even giving some attention to the balls. I had a really bad week. Actually, bad would be an understatement, shitty would be more appropriate. Problems after problems had punctuated my Days. I managed to get a new job as an assistant executive at an...

Brazilian Shemale

Rules: Needs to be a brazilian shemale with big tits, a fat cock and a nice round bubble butt! Feel free to continue and create new storylines.

Transsexual

The Dirty Little Shemale

I am Nicola, a 25 year old shemale. I am 5'7", slim, athletic, I have shoulder length light brown hair, green eyes, 34D tits, a 6" cock and am a dirtly little fucking slut that will do anything. It's Friday night and I head to the local club dressed in my tight black top that I'm almost coming out of, very short denim skirt that only just covers my crotch, sexy black panties and black leather knee high boots. I get inside and the club is packed. There are sexy men and women everywhere I look. I...

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First time with a surprise shemale

So me and my friends were out for a few drinks in town. After a few beers in the bar we decided to hit a club on our we up to the place i seen this sexy girl in line she was tall, long dark hair, big tits obviously fake but real nice she was wearing a short white dress showing off her sexy long legs, wearing nice high heels. Just looking at her was giving me a semi. I seen she got in and was keeping an eye were she was going. After we got in with little trouble from the door man we headed...

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...

I have to tell someone My first shemale

I could not believe how beautiful she was! It was as if I was struck by a lightning bolt or ran straight into a wall. Absolutely gorgeous, long red hair, beautiful, perfect tan skin and just a dream petite body. I will tell you now, I had no idea that she was a shemale, and this is how I found out, and it changed my life.I was working and assigned to build some sort of temporary, private offices, but that doesn’t matter. What matters is that’s were I first saw her, that’s were we first met. Her...

A young teen and a much older shemale

I was drawn to her. There was something different about her for sure, something special. Big for a woman, but very feminine and sensual. At first, I’m sure her flirtations were innocent, just for the fun of teasing a horny young boy. For me however, it was so much more. An infatuation and lust that burned and would not die down. Although I was so much younger than her, it did not stop me from pursuing her. Too be honest, looking back now, although I didn’t know she was a shemale, I probably...

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...

Boss Turned me Into a Shemale

I should've guessed something was up when my boss Victoria winked at me on our way into the office. She's about 5'9", 130lbs, she just got a boob job last winter, and as she walks by her ass bounces in the sexiest way I've ever seen. Work started normal enough. Our company was in the testing phase of software for a military application. I wasn't clear on its purpose at the time. One of the women in my team walked into my office and told me Victoria needed to see me. I walked into Victoria's...

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...

My Stepsister Was A Shemale

My Stepsister Was A ShemaleI won't bore you with all the crap so Ill make try and get you up to speed quick. My parents divorced when I was a k** and I lived with my mom most of the time (I was an only c***d). I moved away when I went to college. By the time I started grad school I had my own place and things were going fairly good. About that time my dad married this lady who had a daughter that wasabout my age. I met her at the wedding and I thought she was a realdish. Her name was Sheila,...

My first time with a shemale

My First Time2009, I was stationed in Camp Pendleton, CA at the time, just back from having been in Iraq and Kuwait for the previous 9 months. I had been looking at transsexual porn for a couple years at this point, having stumbled upon it somehow almost by accident. Still don’t know exactly how it got on my computer in the first place; probably one of the many hard drive contents exchanges that happened while deployed. Either way, moving along, when I returned, I began thinking more and more...

Transformed Into A Shemale

crossdresser – leather – virgin – shemale – lingerie – thrusts deeply – clad cock – tight denimI was 18 when I first had sex with a man. This is the story....I am a very hot looking guy. I say that knowing that some may consider me vain, or arrogant, but over the years I have had so many women and men tell me how fine I am, that I know it is true. I am 35, blond and blue eyed, 6'1," 180lbs, with a tan athletic body and a 7" beautiful cock. I have been dressing up as a sexy girl ever since I was...

i cant baleave i just fucked a shemale

I was at work and the express had hired a new sectary for me I asked her I said hey crystal can u get me my papers please from my printer cause I was writing and needed to save time crystal walked over and bent over a little she was dark black I mean real black she had thick legs big booty nice thin abs big lard tits long blood red hair red lips bright green eyes panties hoes on red thong red dress shirt black dress suit and skirt crystal said it ok to stair I said im not im working she...

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?...

Boy gets Fucked by Shemale

This is the story of my first she male. I had always been curious about dicks. I had always been attracted to women and I loved to watch a woman get pounded by a big cock. But after awhile I realized that when I tried to imagine the porno, I always imagined myself in place of the girl. One day, when I was sixteen, I decided to see what it felt like to be a girl. I had never tried anal before (I could never bring it up to my girlfriend) but I knew I had to try something. So I gathered all the...

My first shemale

I was on a vacation when I had my first shemale. It was a regular december day in Sweden, rainy and cold. I was in a rented motel room with my friend Katrin. She was from ecuador so she had a natural tan and a great body with curved hips and breasts that were large but not enourmous. She had been bored lately and called over her friend Fiona to have some fun. I was sitting in the bathroom when Fiona knocked at the door. Katrin opened it and I heard hushed tones from the bedroom. I exited the...

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...

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...

Passionate Sex with a Beautiful Shemale

a man and his shemale lover get down to businessWill led Sarah by the hand into his bedroom. He closed the door as they entered and pulled her towards him. He placed his hands around her, caressing her toned stomach as he slightly nibbled on her earlobe. He could feel her trembling in his arms. Sarah lightly ground her ass into his crotch, rubbing herself against his hardening cock.“Mmm,” she moaned, feeling Will’s lips kiss the nape of her neck, causing her to break out in goosebumps. She...

The Epiphany of Pain and Soliloquy of the Shemale

THE EPIPHANY OF PAIN The belt rose, ceiling high, And fell, hard, upon my buttocks, Which were arched to receive The painful, slashing strokes: Ten times, the leather strap Smote my cheeks or cleavage, Each swat harder than the one That came before, until I thought I'd faint and tears had gathered, As an army of repentant reprobates Doomed to an agonizing fate. Three times ten times more, the belt Fell, ever harder than before, And now my bottom's not only sore, But the...

Dominated By Shemale

By : Sam2mas Hi this is Sam and I am going to share my experience with a Shemale and this is true. Once I was travelling in a bus and I was seated in the last row and my next seat was empty. After travelling for 30 min a stopping came and some people came into bus. A lady around 35 came in and took the seat next to me. She was wearing a shirt and a mini-skirt. Her boobs were 34 D and she is looking sexy. After sometime she started talkingand we introduced ourselves and I came to know her name...

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Shemale

Beware, here be pregnant men Beware, here be pregnant men. Shemale My whole world changed when Brant came into the scene. I was all set to take over from father in the Jann Troika, something I?d been trained for since birth, and doing anything else just never entered my mind. Then I met Brant Tor, a Killian soldier. I?d met Killians before, and like most other Janns, I tried to steer clear of them. Brant, however, had no intention of being avoided by me. ?Hello.? I looked up, and up....

ImageFap Shemale

It still is a little strange that this far into the 21st century, there’s still a stigma around being trans or wanting to be in a trans person. It is what it is, but if you want to indulge in a discussion about tranny chicks with other enthusiasts, posting porno pictures and other media of that type, and reading posts related to this area of sexual fascination, Image Fap might interest you.Buckle Up And Grab Your Strap-onOkay, the most prominent feature of this website is the enormous number of...

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1st sexual experience with shemale

For a long time me and my girlfriend had fantasized about a threesome with a shemale. We even brought in her didlo for fun one time and i found myself very excited by it. After that, thats all i thought and fantasized about. Soon it was to a point that I wanted to experience a sheamale alone. My girlfriend was very understanding and she sent me on my way one night. I had met a transexual online and we had agreed to meet up at a local sports bar. We started drinking and conversating, getting to...

She Males

ENM Embarrassed Nude Males

Welcome to all of you! This story will be centered around the ENM (Embarrassed Nude Male) theme. As one of Chyoa users say in a fórum thread, there isn't much ENM stories, which is totally true. As the ENF situations, the ENM situations are also very interesting to read or write about, because it involves not only the embarrassment of being seen nude, but also two particular & embarrassing things that only could happen to men (for having a dick): Having the dick size be scrutinized by...

New Order New OpportunityChapter 11 The Dangers of Resurgent Males

Constable Margery Dennis scowled at the mess in the room. The woman sobbing beside her was distraught; her house ransacked; the man she thought was hers, and locked in chastity to her, gone. It was a common enough occurrence, Margery knew. The woman had thought she could keep a man with only the most rudimentary security. Too often it ended like this. She looked at the cage he had been kept in. It should have been strong enough but it obviously hadn't been. He had burst out of it somehow,...

Lesbian Shemales

Melissa lay on top of me, one hand gently groping my breast while her tongue explored my mouth. I ran a finger down the crack of her ass, stopping to gently massage her ass-hole through her thong. A small whimper escaped her lips as she ground herself against me, her hard cock rubbing against mine. She pulled away from our kiss and straddled my hips, her weight resting on my cock. She looked amazing. Long, wavy brunette hair framed a delicately feminine face. She reached behind and unclasped...

Sunday afternoon with 2 shemales

It is Sunday afternoon and I had a rough night. Ricky has been away for 3 days on business. I have been horny all night and morning. I used my toys but I need a warm body. A cock. I called Mark and asked if he was available but he told me was working a double shift and wouldn’t be finished till the morning. I called my girlfriend Carol and she told me she had a male friend coming over and plans on having a great time. I called Ricky and told him of my problem, I needed to get fucked and I...

A night with two shemales

I’m an oil geologist and spend considerable time traveling to the Gulf of Mexico. . I stand 5′ 10′ wet, have wavy brown hair with already early bits of gray, (which runs in my family). Good genes have also blessed me with keeping the fat off. With moderate exercise I match up well against guys who power exercise once a day. My face has been described as triangular and my eyes are blue with bits of gray. I’m said to have a good personality and women always tell me they feel comfortable around...

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

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,...

Russian Shemales

(Translated from the Russian)We lived in small village, no work, nothing to do but smoke all day. Friend Serge and I sitting by road one day, when black sedan, shiny from city stop near us. The man inside wearing a expensive suit, and ask if we want jobs as models.Serge and I think must be joke. But man introduce himself as talent scout. He speaks Russian but with accent I don't not know where from. He says he is from modeling agency and is looking for new talent to model. Introduces...

Sunday afternoon with 2 shemales

It is Sunday afternoon and I had a rough night. Ricky has been away for 3 days on business. I have been horny all night and morning. I used my toys but I need a warm body. A cock. I called Mark and asked if he was available but he told me was working a double shift and wouldn’t be finished till the morning. I called my girlfriend Carol and she told me she had a male friend coming over and plans on having a great time. I called Ricky and told him of my problem; I needed to get fucked and I could...

Trans

Lesbian Shemales

Melissa lay on top of me, one hand gently groping my breast while her tongue explored my mouth. I ran a finger down the crack of her ass, stopping to gently massage her ass-hole through her thong. A small whimper escaped her lips as she ground herself against me, her hard cock rubbing against mine. She pulled away from our kiss and straddled my hips, her weight resting on my cock. She looked amazing. Long, wavy brunette hair framed a delicately feminine face. She reached behind and unclasped...

Trans

Threesome with two asian shemales

In 1982 iI was in the navy station in San Francisco bay area, I was 21 years old, single but living with a 26 year old girl from the Philippines and i never had any bisex. One night after i was dancing all night at a club and not having any luck with the young girls, but did get hit on many times from guys, I headed back to her place about 15 blocks away, I was walking back to her place drunk when i ran into 2 pretty young asian girls. We talk as we walk a few blocks when the said they live...

House of Shemales

My name is Alicia, a 26 year old transexual from London England and I don’t own a car. I mean, what’s the point? You can’t get anywhere in London on 4 wheels anyway and we have the tube so that’s the way choose to travel. And its on a dull and dismal Friday that I find myself on the tube again, in tears. I had just left my boyfriends flat in central London after a spectacularly crap lovemaking session, well it was crap for me but I suspect he quite enjoyed it. I blew him...

The glory hole of shemales

I walked in to a adult book store where I was heading for the glory hole in the back I have been there be for and know its safe.. I walked to the tooth I normally take and found it locked and some one was in there. So I walked to the one that had the x on the door wonder why did not hit me yet. I closed the door and popped my 20 bucks in the player and pulled my pants off I did not want cum or lube to be on them and hung them on the door. I picked anal blowjobs for the movie and lubed my self...

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Black Cock College Threesome MMF bi male

Part 1 - Prologue, and Extending the InvitationIt was my first year as an upperclassman, and I was finally the starter at shooting guard. Most of our players were upperclassmen; all of our starters except at point guard, where highly-touted freshman Marcus Washington was expected to earn the starter's spot. We had been a very good team last year, just missing out on winning our conference, and with most of our players from last year returning plus our addition of Marcus, we expected to win it...

First Time with she male

For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. She was just gorgeous - an adult film star named Dani. I saw her at the store. She had red hair and long legs, and I recognized her from a couple movie boxes. I was nervous, but I went over to her and...

She Males

Slave Of Two Females

Hello friends am pat 29 yr male from mumbai, mai aaj jo kahani sunanae ja raha hu woh meri hai jaha two females ne mujhe apna gulam banaya aur mere saath kya kya kiya woh batane ja raha hu.Mai mumbai ka rehnewala hu, mujhe sex ka bahut shauk hai, ek baar maine ek kahani net pe padii kinky sex ki thi, waha ek ladke ko female ne apna gulam banaya tha aur uske saath bahut kuch kiya, woh kahani padke mujhe bhi females ka gulam banake ki icha hue, maine net pe advertise dal di koi female ko gulam...

Morally Bankrupt

"Your past will always dictate your future." Turning back and forth, Kaitlyn jolted out of her sleep. Adjusting her vision and rubbing her eyes, she glanced beside her and saw her husband Thomas laying beside her. A reminder of what happened over the last couple of weeks; Kaitlyn and Thomas that just recently gotten married, and had recently returned from their joint honeymoon/wedding vacation. The Newlyweds we're not a couple for very long before deciding to tie the knot, falling quickly in...

A Day in High School male

The bus drops you off in front of the school and you follow the crowd of teenagers that moves towards the main building. It is almost 8.30 and your History class is about to start. You walk along the corridor and look at the girls you come across, not missing a glimpse of their legs which have been less and less covered as the days got warmer. Most of them are wearing short skirts now. As you walk along, you see Emily, a girl you fancy, taking a couple of books off her locker. She’s a petite...

Assertiveness And The Alpha Male

Eyes meet across a crowded room. She smiles hesitantly then turns away, bashful. When she looks at him again her expression is quizzical. For his part there is a vague sense of recognition. He knows that he doesn’t know her but he is sure he’s seen her before. Where? He moves through the throng of shoppers, never breaking eye contact, closing the gap between them to just a little more than a counter width. ‘Where have I seen you?’ He is direct, almost terse, but his smile fills in the polite...

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