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The One That Got Away
I was out on a Friday night seriously just looking for a couple beers and a burger. I had a lot of work to do around the yard and house on Saturday and was having some guests for brunch on Sunday. Full weekend, tired from the week. I went downtown to a new gastro pub I’d seen reviewed in the local p... Read full Story
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Ann and I
Last night I had an awesome experience. I was down in Fort Worth to meet a tranny I had been talking to on squirt. I got off work early, took a shower and shaved my cock and balls and dressed in jeans and a t-shirt and headed down to Club Changes to meet her at four. The bar was pretty empty, Thu... Read full Story
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Gay Cumslut
I was busy at work and Robert a guy I work with needed a little help. I told him to come into the lab and I locked the door behind us as I wanted to get some work done undisturbed and then go home. I leaned over one of the computers that I had been working on most of the day. And after a couple of m... Read full Story
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New Orleans TS dream come true..
In was on New Orleans running water for the victims of Katrina in 2005. I went down to Bourbon St several times an one night I walked into adult fetish store and as I was looking around there was what appeared to be a very beautiful black woman bending over with a very short skirt on. I was admirin... Read full Story
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Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
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Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
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My wife found out I also love cock
Even though I've been a tranny lover since I was 18 I ended up marrying Barb she had a set of tits and an ass built for speed. I never told her about my past nor did I pump her for her past. We had been married for a couple of months when I got that need for big black cock again so while Barb slept ... Read full Story
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Taking Ricky's Cherry
My work has me traveling all over the US and if you have read any of my previous stuff then you might have figured out that I have a major cougar streak. I just love being the first T gurl to a sexually inexperienced young guy. I was bored and horny in the hotel room, so I logged into a gay dating s... Read full Story
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It was my first time
So I met this trans girl thru backpage & her pics were above average so I decided to go for it. I set up meeting, drove out to hotel, knocked on door, she let me in & we stood there looking at each other. She was a mixture of Asian & Hispanic. Pretty nice tits, long legs & didn't look like much fat ... Read full Story
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Getting Fucked by Sasquatch
Bill was about to show up, I had known him from a chat room for years now. I was in his town for work and we had set up this date so we could finally meet each other. I heard a hard knock at the door and when I swung it open, I just stood there in awe. It wasn’t the big beard or really long hair tha... Read full Story
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Sissy gets her Prezzie
Justina woke up on Monday morning and was already tired, she had been dogging till 3 and her little ass was a little bit sore. She made her way to the bathroom and had a pee, brushed her teeth then headed for the kitchen to make coffee. As she was walking her phone went off, she had a text from ... Read full Story
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He Could Have R*ped Me!
This guy was so big, taller than me and I'm 6 feet, and bigger, not fat, just right for his big size, and I am so skinny, except for my tummy, that he could have pinned me down and forced himself onto and into me against my will, and no matter how much I'd struggle with him and fight back, he could ... Read full Story
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How it started
I was living in a large Southern town that had 2 adult bookstores. While both ABS’ saw action, there was one bookstore that where guys went for man on man action. This ABS had 9-10 booths large enough for at least 2 guys. Plus most booths has glory holes that were large enough to put your hand th... Read full Story
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Big Dick Alessia Visits Dallas
Alessia Hung Mature MILF travels to visit a Big Dicked Man and his Sexy Household If you like Transexuals, big cocks, bondage, BBWs, big clits, deep throat, fisting, 69, ass fucking, sounding, piercing, cum swallowing and big loads this story is for you. If not don't bother reading. If you fav... Read full Story
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The Seductive Seed of a Tranny MILF
The Seductive Seed of a Tranny MILF SugarandSalt Jackson got home and immediately curled up in bed. He didn't want to move for the rest of the weekend. He'd finally worked up the courage to ask a co-worker out at work. She politely rejected the invitation. Then later on in the day, Jackson spo... Read full Story
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The Girl Next Door Ch. 03
derezzed Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Ale... Read full Story
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Southern Hospitality Ch. 04
XtinaSmith2017 Ash awoke feeling cold, he pursed his lips a little and shivered, curling up a little tighter, nude as he was, the action brought little relief from the cool air. He let out a soft murr of discomfort as his mind shook off the cobwebs of lingering dreams, he could see light throug... Read full Story
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How it began (2/x)
(Part 1: https://www.ashemaletube.com/story/how-it-began-1-x-6645/) ... I felt more and more anxious and nervous the longer I was alone in that bed, unable to move, unable to see what was going on and unable to do anything but wait. After maybe an hour - it might have be... Read full Story
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Becoming Sissy
I remember my first true and sober gay sexual encounter. The guy from the party that was my first BJ and first penetration was one of the closest friends of the group. He bought a house up north and 3 of the girls and me went to his house to help paint and work on some things. This was about a mo... Read full Story
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Hung Alessia Travestita meets MILF
Hung Alessia meets MILF with Giant Clit Several days ago, Alessia a beautiful English Transvestite met a tall slim sexy Canadian woman named Sandra on the internet. They were captivated with each other's nude bodies and genitals. They immediately engaged in a video sex session together. Sandra fu... Read full Story
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MILF Alessia Travestita finds a bottom boy pt 2
Several days ago, Alessia a beautiful Transsexual with a huge cock seduced Stan on their cruise ship. He willingly and enthusiastically sucked her cock and gave her his ass. She brutally throat fucked his mouth before pounding his ass. They spent over two hours together until they were interrupted b... Read full Story
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I fucked the hotel handy man and he had a monster cock
I was on vacation in a new town and decided to stay at this new hotel. I heard it was the best and the location was close to some sites I wanted to explore. I enjoyed my stay there, especially one evening when my air conditioner stopped working, and the hotel guy came to fix it. He looked so hot tha... Read full Story
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Hung Shemale has Motorcycle Trouble near Vegas
I drive down a deserted two- lane highway outside of Las Vegas, Nevada. It is August and the temperature is well over 100 degrees. In the distance, I see a tall beautiful mature creature that walks alongside the road. As I pull over, I am stunned by her powerful physique. She sports an incredibly ti... Read full Story
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A Series of Perverse Dreams, Part 3
After my last couple dreams, I began to watch a ton of gangbang and bukkake porn. I had jerked to this kinda stuff before but now I was watching it constantly and this time around, it was to the thought of being the girl in the scene. Something about watching a beautiful woman taking numerous cocks ... Read full Story
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The first requirement of a deal with Dominatrix Persephone.e
There was a number of requirements before I even consider'd fucking that sissy ass, firstly, I expected dedication to be shown and to prove that the sissy could obey my orders, after a trial period, then I consider to force my big dick down the throat of the that sissy, and then fuck brutally and ex... Read full Story
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Pulled over
Kristen hurried to her car, worried that she would be late once again. She got in, slammed the door shut and turned on the engine in one smooth motion and raced off. "Damn!" she thought "the light's gonna change." She pressed her foot to the gas hoping she could make it and breez... Read full Story
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Unforgettable First Time
I am in my late thirties and have known for a while that I have a sexy body. I'm 5'11", slim and athletic with little cherry butt and shapely legs. A lot of women have told me my body is sexy. A few men have mentioned it too. Sometimes I get photo-snapped at the pool or the beach. I've been luc... Read full Story
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A Great night in by myself
I love dressing up in women's cloths they feel so smooth and sexy against my skin. A backless pinstripe lycra dress shows off my shoulders and back stretched tight over my peachy round buttocks. A little pair of white lace boxers underneath just visible as the skirt rides my thighs when I admire mys... Read full Story
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Sexy Young Shemale
When I was twelve my next door neighbors Sam and Ted trained me in the art of cocksucking and creamy yummy delicious cum eating for hours everyday during my summer vacation and I fucking loved it! I was small framed and wore my long blonde hair in a pony tail and always wore my smallest shorts so I ... Read full Story
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Jo, Shemale Goddess! Part 1
Jo plumped the cushion and carefully positioned it until it was precisely at the right angle. Nothing less than perfection would do. Ricki, her friend of twelve years was coming to stay overnight and she would notice if the tiniest thing was out of place. An impatient knock on the door signalled ... Read full Story
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How I Became Vanessa Part 1
I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husband moved to... Read full Story
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Shemale Autofellatio Adventure
Hi, my name is Jessica. I'm a 19 year old Caucasian girl with a 6" surprise between my legs. Most of my friends don't know about me but I've got a few who do and one likes to fuck just as much as I do. I was bored one day browsing porn on my computer when I came across a video of a guy sucki... Read full Story
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Susan's First Time Part 3: Susan's First Party
The chauffer passed through a gate in the high brick fence just as the sun started to slide behind the distant snow capped mountains. The cobblestone driveway that wandered toward the main house must have been a mile or more long. Susan admired the immaculately landscaped grounds as they drove throu... Read full Story
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Sweat Extacy
It was August in New Orleans. Hotter than $700 and as humid as it can get. I had been walking in the French Quarter all afternoon, taking in the usual sights that any out of towner would show an interest in. The heat and humidity was getting to me so I ducked into a bar on Burbon Street thinking I'd... Read full Story
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My first time with a shemale
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 befor... Read full Story
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Losing My Virginity... Sort Of
Tonight was going to be the night. In just a few hours, I would no longer be a virgin. The route my girlfriend and I had taken to get there, however, had been somewhat strange. Lets start a while back. Her name is Kelly, and she's a beautiful girl. 5 foot 3, roughly 100 pounds. Her tits and ass a... Read full Story
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The Sweetest Taboo
"Hey sis! Remember me?" Tisha Roberts stood at the door in complete shock looking at the person in front of her, the latest KaySlay CD whispering its aural presence in the background. She scanned the person in front of her, trying to figure out what was going on. The woman in front of h... Read full Story
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Young Hercules: Versatile Stud by The Fan
Prometheus Academy. It sat atop a hill, dominating the vast region of Thessaly, Greece. It was the most prestigious school in the area. The most famous men and women of the world came there to get their education. The sons and daughters of kings and queens, ... Read full Story
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A night to remember
Josie wasn't a girl a man would turn his head for if he saw her on the streets. She was a small, petite girl, her breasts barely an B cup. She was wearing her light brown hair in an inconspicuous short cut and the thick glasses she needed for being able to see anything in her surrounding, didn'... Read full Story
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First Time With a Teacher
Jake an average senior boy got C's in most of his classes but he was failing his Creative Writing class. One day he came into class about 10 minutes late and when the teacher, Ms. Wess, asked him why he was late he responded with 'Sorry Ms. Wess, my mom was being a bitch and made me clean the dishes... Read full Story
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After the Gala
Climbing into Jack's car, I shook my head in disbelief, was I really going to join him for more drinks? We had just met that evening at the Board of Trustee's year end gala. I knew he had been involved with the administration for some time, I was a lowly secretary for the grounds crew supervisor; bu... Read full Story
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Force Feminized up Asshole
"Yea I thought the singing was OK but I don't really go for that style too much" "And the girls?" Brian prompted me. "Oh come on Brian leave him alone we all know he's not really interested in girls." "Give him a chance, people can change! Perhaps Carl's d... Read full Story
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My wife dressed me and used me like a slut
I think you are about ready my wife “Jen” exclaimed and she rotated me towards the mirror. My cock was already rock hard and sticky soaking the silky panties as I looked at my reflection. I gazed at my blonde shoulder length wig bounded into two braided pig tails, my face heavily coated ... Read full Story
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Becoming a Sissy Slave
He gave me the choice. He had programmed me for a week and knew which way I would probably choose, but he gave me the choice. I could get out. Or I could continue. It was up to me. On my knees or out the door. It was that easy. Now I had to choose. I guess I should backtrack, first. You ... Read full Story
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Becoming Her Bitch
"You're holding back from me. There's something you're not telling me," she had said. That's how it started. The whole long strange trip to where I sit now. Or should I say kneel now? Dressed in a black lace teddy, black thigh highs, heels, pigtails and a strangers cock fucking my mouth. ... Read full Story
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A Man's Place
I couldn’t believe my luck, a raise! Finally, after working three years in this stinking company as Marketing Manager, and I finally get a raise. Okay, granted, it took for the company to be bought out, have a number of people sacked, and to squirm like mad to do it, but I got there! 5000 quid... Read full Story
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First time out of the closet
I had always been more than a little interested in the world of cross dresser and she males. Since I was a teenager I had experimented with cross dressing. Usually just small stuff. As the years progressed whenever I was out of town on a business trip I would sometimes dress up in my hotel room. I a... Read full Story
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First Time Out
I am a 21 year old straight male and have had fantacies about wearing womens clothing. I have never acted on them and surpressed my desires to dress as a woman. One day I was one the internet and came across a website with crossdressres on it and my desires came back. Well as I kept looking throu... Read full Story
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Working Like A Slave
This story takes place in an unnamed third world country. A slave auction is going on for some very wealthy customers. "We have this stud, here. Raise your arms. He is..." "What about him?" the blonde woman points, interrupting the auctioneer. She is a wealthy older woman and own... Read full Story
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Amy & Hope
My name is Amy but my real name Anthony and I turned 21 and started my first step on becoming a woman I decided to get some breasts for my birthday since I'm becoming a woman so after the surgery I felt more like a woman I was 5'9 weight120 and had long brown hair and some perfect size tits they was... Read full Story
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The Trip Part 3
I soaked in the tub for close to an hour, thinking about my predicament, it was only the second day of the trip, I figured if I was going to get through the week then I just had to resign myself and do whatever Joe asked of me, sex is just sex, I reasoned, it doesn’t matter who or how many peo... Read full Story
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Olderman and mature crossdresser Part 2
We left the park and drove to his house which was very nice.I knew he was wealth when he picked up due to his car was new jag. He fixed me drink and we sat on his couch and kissed and made out an heavy petting.He kissed my neck driveing me nuts as he did I rubbed his cock thru his pants which was ha... Read full Story
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Click, click, click....
Click, click, click…the sound of high heels contacting a hard surface has always attracted and aroused me. Whether it’s on tile floors in a hallway, the concrete of a parking ramp or the asphalt of a mall lot, I turn in anticipation to drink in some pleasing eye candy. How short will th... Read full Story
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"Not MY Type?"
I’d known Kelly for most of my life. Growing up I spent most of my time at her mother’s house. It was a way to escape and avoid my parents constant arguing and fighting. It was a pretty well established fact that Kelly was lesbian early in Junior High School. Her mom and I became quite c... Read full Story
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Job Interview with an Escort Service
On my 18th birthday, I had a job interview with a local escort service. It was actually my 16th birthday but I had managed to get a fake ID ;-) I had a female cousin that was escorting for this service and when she told them that she had a crossdressing bisexual male cousin, they wanted to meet me! ... Read full Story
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The surrender
I cannot remember what drove me to it. Cruising bars for sex had become a habit. Success can do that to you, but even steady success make you yearn for something different. I looked at her from across the bar and acknowledged her stare. She definitely looked hot and hungry, with eyes that seemed to ... Read full Story
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