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Smoking ladyboy in latex indulges my fantasies
Our reader, Matt J, have recently visited Pattaya and, as you can see from his story, it was a very fruitful visit! He had a petite ladyboy Lo spend a night with him during which he came countless times, and now he says he'll be coming back for more. Who wouldn't? ;) I recently indulged a few of ... Read full Story
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My first pre-op story
I started becoming interested in transsexuals a couple years ago, when I ran across some websites where I found some crossdressers attractive. I was 19 at the time. This led me to picking up Transformation magazine, a magazine more for the TG community, but they featured some really got centerfolds ... Read full Story
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Foot Massage by a Shemale
My wife and I had just finished a nice Sushi dinner in an upscale restaurant outside of LA, with an old college friend of hers. We strolled down the boardwalk and were almost past an asian style massage spa, when my wife said why don’t we take advantage of their 45 minute foot massage for $... Read full Story
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Far Eastern Adventure
He was transferred to the Far East with no real choice in the matter. His boss never took no for an answer and rarely gave him the opportunity to try. She had been acting strangely for the last few weeks, eyeing him oddly as if trying to unravel some hidden mystery within him. This strange perusa... Read full Story
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Living in a Shemale Neighborhood Chapter 1
I have just moved into a house here in Joliet,Ill. and just put up a bed and was now putting my pots and pans dishes away when there was a knock on the door. I opened the door and there was this sexy lady with a casserole dish. She stood about 5'9" a head taller than me and you ... Read full Story
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Bangkok Hilton
A straight guy for 34 years, I had always harbored a special interest in shemales. Not that I would ever admit it publicly. And that's how I met her, in an internet chat room. Cyberspace, where one can indulge in every fantasy in complete privacy. I was in the Big Apple and she in Bangkok. We chatte... Read full Story
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The Sexiest Shemales Part 2
Holly and I didn't want to waste our day so got up and got ourselves in the shower. We stripped off our g-strings that we were still wearing from our sex fest and turned on the hot water. We always shower together. Sometimes we will fuck each other in there or suck each other off but we just had sex... Read full Story
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Tgirl Van Sex
Pulling up to the curb near the bookstore one recent night, I happened to notice a nice looking custom van drive by very slowly. Looking intently at the driver as it passed by, I noticed that the driver was a very sexy looking woman, and she gazed at me intently as she passed by. The van pulled up t... Read full Story
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A Tranny Whores Tale
Ok, so I love tgirls. Absolutely adore them. I've had many experiences at this point, but want to share one. I looked around in the local paper and found this one TS escort. It was early morning (about 5am) and I went to see her. Even though I have had experiences, I get enthralled with nerves and e... Read full Story
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Joanna the Tranny Prostitute
Joanna stood on the street corner and casually shifted her posture from one leg to the other. So far it had been a quiet evening for her with few punters around. Not many girls were plying the streets either. She’d had one customer earlier. He had been an Asian guy in a Toyota who’d stop... Read full Story
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Ken and Ayala Part 3 Cleansing
I'm glad we ended up at her place and not mine the night before. It's amazing how much cleaner women's apartments always were compared to mine. Especially their bathrooms. Her bathroom was your typical girl's bathroom. There was a host of styling and makeup equipment arranged on the bathroom coun... Read full Story
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Alexis Season Part 3
Finally, Alexis decided to take off her shirt, followed quickly by her bra. John went back to groping them, but was kissing at a bit of a faster pace now. He was so delighted that he was showing his appreciation through his kisses, and through his hands. John pulled away from her mouth, no matter... Read full Story
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Seven Lessons Part 1
Bryan was king of the road warriors. Speeding around the country in his sleek, powerful Mercedes selling whatever his latest job demanded. He was damn good at it too, always raked in huge amounts of commission until some faggotty client bitched about a one-sided deal he had put together and then it ... Read full Story
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Tgirl Fantasy Cum True
Before the gay man fantasies were the tranny ones. Looking back, I think I was drawn to them because they have the feminine bodies that I always loved mixed with cocks, the male body part that drove me crazy. 3 years ago I was jerking off to tranny porn online everyday. I loved the very hung t-girls... Read full Story
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7/11
His name was jason. he was just a workin class guy, not much in the way of looks, slightly longer hair than normal, somewhat athletic, and gifted with a 11 inch penis and good sized testicles.he would go out after work and survey the bars and theaters, goin to concerts or events and haveing fun. the... Read full Story
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Debbie Part 8
Moira sat in her booth at the entrance to the subway station and saw people pass by. She sat there every day selling tickets, and although several thousand people passed her during a shift, she could now recognize many of the regulars and she even knew when to expect them. It was now almost 9 o'cloc... Read full Story
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What The Wife Doesn't Know...
After 5 years of marriage I was getting bored. Don't get me wrong, my wife was great in the sack, always ready to go, and keen to experiment, but I needed something she couldn't give me: cock. After thinking about it long and hard (no pun intended), I decided that not just any cock would do. I d... Read full Story
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SheMale Pussy and Cock
I once had a friend who always said "never fuck anything you can't bench-press". He was right, the biggest benefit of having sex with someone smaller and lighter than you is you can lift them easily ! On a recent trip to Thailand I couldn't take my eye's off a stunning, short, tiny but ... Read full Story
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My proposal
As you know from my previous stories, I hooked up with one of my best friends, Sarah, and since then we were lover. After almost 3 years of loving each other, i decided to take my girl in a mini`trip to HongKong for our anniversary. When we arrived there, we visited the town, and after some sex w... Read full Story
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The best sex I will ever have!
I only have this to say about dating a T Girl! i have been in a long distance relationship with an Asian T girl from Toronto. I have been seeing her and dating her steady since then! I love her to DEATH! She is the most sensual and sexual person I have ever known! The first time we met...she gave... Read full Story
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Lindsay: One of us
The first cock I ever sucked belonged to a girl named Lindsay. It was my senior year of college and I’d been accepted to an internship at a large radio station in Boston. My enthusiasm for the internship diminished considerably when I realized all I would be doing was monitoring the station&rs... Read full Story
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Mistress Continues my Tgirl Cum Slut Training
Mistress texted me to come over to her place so I drove over. Underneath my long trench coat I was wearing a pink bra, pink panties, suspenders and black sheer stockings. Driving was a little difficult with heels and being filled by a butt plug but very stimulating. I parked outside, it was still da... Read full Story
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A Mate's Trans Date
I had been seeing Nikki for about 6months and taking her out as you would any girlfriend, sharing our groups of friends socially of course. One evening we went to a friends place and when Nikki has snoozed off to sleep on the sofa me and my mate called Al got talking, we had been drinking most of th... Read full Story
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Sucking hard and good
I was never one of those transvestite porn fans or MTF & drag queen sex lovers. I much prefer sinking my teeth into kinky transgender personals or simply find myself a busty tgirl to love, hold and perform the best heshe fucking ever. So that's exactly what I did last night. I went to one of ... Read full Story
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Hot Trannys & Ebony Shemale Cum
I've always considered myself as a huge fan of heshe cum & porn vids. You tell me what else a man needs besides a tgirl's cock, a nice portion of shemales fucking and sucking & loads of transgender stories to tell the guys... Forget about the usual trans sexual pictures & pre-op transsex... Read full Story
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Jack & Jill - his first time with a transexual
Jack and Jill meet It was when I went to the patio to enjoy a cigar after dinner that we met. On the road for business, I found a decent bar and grill near my hotel where I was welcome to enjoy a fine smoke. I had dinner and then moved outside for a relaxing smoke in the cool weather. I lighte... Read full Story
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Neighborhood Restaurant Surprise - Kimi
I - The Meeting In the neighborhood restaurant I frequented weeknights after work, I had developed a friendly relationship with several of the college kids who worked as servers. Always having been attracted to the most feminine and petite of girls, dark, almond shaped eyes being a super plus, I ... Read full Story
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Hidden surprise
Midori slowly made her way around the sumptuously appointed living room before stopping by the window to take in the breath taking view of Central Park. "I just love your place," the cute twenty something Japanese American called out, "but the rent must cost you a fortune!" A voi... Read full Story
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Threeway Heaven
Times were tough and I took a job as a bouncer in clubs on weekends. It was a pretty boring job most nights, and frustrating having to deal with drunks all the time, so my boss sent me out to a gay club for a change of pace. Also, I was one of his few workers who wasn't homophobic, and therefore les... Read full Story
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Double penetration in Vegas
On a trip to Los Vegas for my Birthday we had a great time. Same old shit, we won and lost, saw all the sites and a few shows. The last night we were there however we were BORED…. That being said and knowing US, We took a stroll around the hotel. Maxx was checking out all the hot women in the... Read full Story
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The train ride
Has anyone taken a night train following a major event in an Asian country? I have. If you think trains are crowded during peak hours in New York, you must experience riding trains in Asian countries. Then you may ask what is common between a crowded train in Asia and a can of sardine. The id... Read full Story
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Black Cock & Birthday Presents Chapter 6
We went back to our suite. I had no idea what time it was. I'd forgotten how many cocks I'd fucked. It was comforting to see an empty bed when she put me down. When I awoke, I was being spooned, my head under the chin of the black man holding me. His skin seemed familiar but I didn't recall anyon... Read full Story
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Fantasy Reversal Chapter 6
It was late and the sun was shining through the window. The clock on the stand showed it was just before 11am. My hands wandered, to confirm I was still Katrina. As I did I recalled the night of dancing, well actually stripping and how turned on I felt. In particular, the sensation and thrill as Sam... Read full Story
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A Special Girl
Please allow me to introduce myself. My name is Steven Brun. I'm a young Black guy living in the city of Boston. I recently graduated from high school and started college. I go to Boston College. It's a school full of rich white kids but I'm liking it so far. The city is big, much bigger than the sm... Read full Story
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Black Transsexual Power Play
The name is Christopher Jean-Bertrand. I'm a young Black man of Haitian descent living in York, a town located right outside the City of Toronto, Province of Ontario. I currently attend York University, where I major in Civil Engineering. Yes, I'm a deeply intellectual kind of guy. We have those in ... Read full Story
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Darla's Diary: Slutfest 1993
Vacation Day One At last!! Another fantastic two weeks of freedom...the freedom to do as I pleased and dress as I pleased because it was my VACATION TIME!!! This year was better than other years because it was the first time my wife and I had two weeks vacation each. Just like she does every othe... Read full Story
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Fender Bender Chapter 7
The main Characters are as followed: My name is Robert, but when I am dressed I call myself Vicki. I am 5'9" 160 pounds, blonde hair and blue eyes. I turned 18 a few months ago. Gary is almost 6', 185 pounds. He has short blonde hair and dark blue eyes. He has a nice tasty 7 1/2 inch cock... Read full Story
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Dean and the Tgirl
"Hi, it's Kelly," the sexy transgendered girl cooed when Dean picked up his hotel room phone. "Just get in?" Dean asked. "How was the drive." "It was quick -- I made good time." "Bet your thirsty," Dean said. "Meet me in the lounge down... Read full Story
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Delectable Debbie
I can't explain why it was that I fancied having sex with a transsexual. I mean I'm a perfectly normal happily married man, couple of kids, mid-40s, a stone or so overweight but reasonable looking, my own hair and teeth and everything. I must admit, I've been with one or two...escorts, hookers, what... Read full Story
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Adventures Of A Kinky Tgirl Whore
It was a cold winter's morning when Jessica and Phil awoke to the soft twitter of the birds outside and the early morning sunlight shining through the window of their large detached home on the outskirts of London. Although close to the town it was still a rural location and a place in which they... Read full Story
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Cumboy
I first met him online at one of those dating sites,we chatted a few times exchanged photos talked dirty, never figured on actually meeting since he lived all the way across the country,He was gorgious,and married.Then as fate would have it, i found myself in his city since i traveled around doing s... Read full Story
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Caught Cheating
Hailey lifted her head, which had been resting on her arm up for the second time that hour. Down at the front of the lecture hall, her chemistry teacher was droning on about the wonders of balancing chemical equations. Sitting up in her chair, Hailey stretched out her arms and yawned softly. As she ... Read full Story
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Caught Cheating Chapter 2
By this time, Hailey had taken the bus home and was punching in the code to her apartment building when her phone rang. Removing it from her purse, she answered it. Her friend Samantha was asking if she could go to the mall tomorrow. Hailey said sure but told her that she had to be back before 6 o'c... Read full Story
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Bi male and anal sex
Thru out my adult sex life I have always enjoyed having my ass teased and played with. Then I started dating a woman whom loved to tease a mans ass with her fingers, yes fingers where she quickly got me use to taking 2 of her fingers. Then one night things changed. After a hot night of wild sex,... Read full Story
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My She-Male Fantasy
I walking back to the campground for the Pavillion.I spot this cute asian chick working at a Hair tying salon,so i decided to get my beard wrapped.So I pop in an icebreaker to cover any bad breath and take a seat. "Are you on vacation?".. she ask ..No mam I answered I'm local,been living ... Read full Story
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Don't Avoid Daddy
It feels like I haven't been used in ages. I'm too much of a scared sissy. I find guys from all over, talk, email, text sometimes. But when it really comes down to it I get too scared. I've been with this guy before, his cock is soda can thick and he's really rough. The day after my first encounter ... Read full Story
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First Time Out
I'm so excited and want to relate this 100% true story quickly while it's still fresh. Please forgive any typos. [My background: Age 48. Closet dressing in earnest for 15 years. Began with slips stockings and nighties but have collected extensive full wardrobe and accessories over time. Boobs, wi... Read full Story
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White TV + Black Gangsta - 1st Date
I was having another somewhat boring evening alone. My name is Jill (when I put on women's clothes, that is) I was sitting at my computer, checking out the chat rooms on AOL. Just moments before, I had shed my male persona and taken a long hot bath, followed by a sensuous body shave that had left me... Read full Story
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Angel Chapter 2
Angel Jones stepped off the train and hoped she was in the right place. It was noisy and confusing in the terminal, a far cry from the relatively quiet station in her home town where she had boarded the train that morning. One hand clutched a small suitcase that contained her makeup and clean linger... Read full Story
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Angel Chapter 6
This is an entry in the Literotica Winter Holiday Contest, and is part of an ongoing series on the life of Angel Jones, a beautiful young T-girl in London. For more detailed information on her and on the other characters who appear in this story, please see previous episodes. Angel Jones was uns... Read full Story
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Angel Chapter 7
Angel Jones's Christmas sex affair with Dennis McGowan had been extremely enjoyable, but strictly a one-time thing. Although tempted to stay in London, in hopes of enjoying more of the lovely T-girl's charms, he had previously taken on commitments that had to be met, and he left London in order to m... Read full Story
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Duchess of Lamore
Rolls Royce London It was a typical day in London. It drizzled that morning clearing the air if only for a little while. Drake Hampstead appeared at the office directly before 9:00 AM. He was never late. He took his job at the Rolls Royce office very seriously. There was a definite pecking or... Read full Story
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What Life Throws at You
Kind of funny what life throws your way. Some times fate can be a fickle bitch. My name is Rick Tyler and I'm a cop. Well, detective actually. At least I was until 30 seconds ago. I dropped my badge and gun on the desk of the idiot that pretended to be my boss. Baker looked at me with distain. We ha... Read full Story
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1st time with Thai shemale
So after months of crosssdressing , camming and phone sex i finally decided to have a meet. I found a lovely Thai shemale on birchplace and went to see her in London. She was gorgeous and put me at ease straight away. After a few minutes of massage she started licking and sucking my nipples, then as... Read full Story
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First time with a cute ladyboy
It had been a long week at work. So I decided to go to the Sound Factory for a drink and maybe get lucky with the ladies. As soon as I got to the bar, I spotted a beautiful asian lady wearing leggings with pantyhose and a sexy little top. She offered to buy me a drink, who am I to refuse. So we had... Read full Story
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My weekend with Kelly part 5
We cuddled on the floor, Kelly laying on top of me. Our cocks were entwined. I had my arms wrapped around her, one on her back the other holding her sweet tight ass. Kelly raised up off of me, looked me in the eyes and said "This has been the best I've been treated in a long time". I ... Read full Story
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