Free Stories

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My Ultimate Fantasy...
Let me start with the details... I'm straight, 21 years old, and am probably no more than 7 inches long. But if I may say so myself...it's a perfect cock, thick and veiny and almost always pulsing. I have always loved my cock, and rather recently I began to realize that I could no longer stop at ... Read full Story
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My night with my Black Master
I posted on this site i would like to be a blackmans sissy,i did get a response from a guy who said he was looking for a white sissy to use i told him i was 55 and never done this before but i would love to be his sissy for a night,we arranged to meet at a holiday inn on the M6, we meet in the bar h... Read full Story
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Don't mess with Mistress Toni.
Few months ago a guy contacted me online and asked if I did S&M. with a Tgirl. Have done it before (Well very little I haven't done) and said "sure" I asked if he had done this sort of thing before and he said "Yes and I want you to do it "full on" Kept chatting away... Read full Story
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my female spouse cought me on bed taking a black cock
I cross dressing & son of my landlord loves me specially on bad. he dosent like to talk to me , he needs me only to satisfy his lust. I m ok about that as he is tall, dark n handsome & he has huge thick cock mmmmmm.I love him so mad for that.one day he called me to see if I m available for h... Read full Story
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My First Time with a Transexual
I was in a large city about 100 miles from my home for a week on business. I had been hitting the bars for a few days with out a lot of luck. On the way back to my hotel afer work one day I picked up a few of the alternative newspapers/sex ads. Checking the ads out later I saw women, men and transex... Read full Story
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Always Wanted A Shemale
I always wondered what it would be like to be with a girl with a dick. After spending years on the internet having internet sex, I finally found a black shemale. After hours of talking about how big her cock was and size double D tits, she finally agreed to meet with me for some fun. We met at th... Read full Story
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Crossdress fuck
One day while at university I went to the toilet. There was some one in the next cubicle. I could see a shadow under the partition. It was moving back and fort very fast. Was he wanking? I started to feel horny thinking about it. As a cross-dresser i was wearing a satin night-dress under my clothes.... Read full Story
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Ad trap
I saw their ad at the site: “Couple looking for a bisexual guy.” I decided to call them I knew I had to hurry, there were always many people ready to try, I wanted to be the first. When I dialed the number I heard a nice voice, it was a man, he sounded like a beefy man. He turned out to ... Read full Story
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Becoming the girl i really am....
I guess I'll start from the beginning, I was in my early teens and my parents had friends in town who we did everything with, travelling, camping, holidays, the works. They had a daughter who was a couple years older, and a son who was my age who was pretty much my best friend. We started masturb... Read full Story
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Becoming the girl i really am part 2!
I smiled up at my best friend, dressed up in sexy lingerie and smiled, "Can i dress up too?" i asked in a hopeful tone of voice. "Oh, wow, really? Yea sure!" brian answered with excitement in his voice. "Go into the guest room, my sister keeps all her clothes in the dresser ... Read full Story
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Shopping
As I walked through the shop my heart raced. I was here for one reason. To buy women’s lingerie. I had always chickened out at the last second and was determined to go through with it today. I slowly made my way into the small shop browsing over nothing in particular when a older good looking ... Read full Story
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Bar Hopping with my sisters
My two older sisters asked me to go to the bar with them which is always cool considering i am Transexual and they are not, course i always felt the reason they always asked me to go with them is because i had a way of drawing men to our table like bears to honey ha ha ha.(not that i think i'm all t... Read full Story
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Christina and Paul
Christina moaned quietly as her partner Samantha slid the vibrator slowly in and out of her. She was fully dressed and bending over a chair with her skirt up and knickers round her knees. It was eight o'clock and she was waiting for her new boyfriend to pick her up to go out for a drink. This was... Read full Story
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My first shemale encounter
I remember the first time I found myself in bed with a shemale. I had just broken up with my girlfriend. I was lonely, I was horny, and I had zero intention of finding myself in another relationship with a woman. When I told my buddy, Bob, he told me he knew just where to take me to solve this. So ... Read full Story
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Two girl adventure
It was a dark night as I strolled into the main street bar. I was 21, had been having hard luck with the ladies, and was looking to drown my sorrows in a couple brews. That's when I saw her. She was simply a knockout. She was about 5'8", blonde hair, blue eyes, and a smoking body. She was weari... Read full Story
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He NEEDED me!
I had gotten dolled up nice and slutty looking in my motel room, and had been internet chatting for a couple of hours, so I was feeling very sexy. All dressed up and nowhere to go in a small southern town. I peeked out my window and could see that the place looked pretty dead. No lights were on in t... Read full Story
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Christina
There's this street in the heart of town where I live that's looming with shemales at night. Sometimes my friends and I would just drive through, just to have a look at them, and boy are they ever hot! Some of them are better looking that the average woman! Anyway, one day I gathered the courage to ... Read full Story
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Brief Encounter
On the way back from Sidcup one evening last Summer I was busting for a piss. Getting near Croydon, I was looking for either a toilet or a wooded area. They seem to be closing all the toilets down nowadays. Just as I was near the stage of wetting myself, I noticed a sort of drive-in between bushes s... Read full Story
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Crossdressing fun
I always love to crossdress when Im horny I love the feeling of being a woman and seducing a man. Older men have always attracted me here is my fantasy. I dress up one day with a red thong red bra black nylons short skirt and blouse and get online. I find a man who likes me and is ready to play. I c... Read full Story
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Painted Laddie for Mr. R
Gabe had had many strange photography assignments for the eccentric, but very rich Mr. R, an avid collector or erotica, but this was perhaps the most challenging. The money was better than good, however, and when he’d put a little thought into it, Gabe saw little problem in the execution of th... Read full Story
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Cumsquirter
I spent night at girlfriend's house last month, her older brother walked in on me while i was naked in bed, jacking my 7 inch shemale cock off to porn, have 34c tits, he did not know that i had a cock, so i asked him if he wanted to suck my cock. He put his mouth on my cockhead and cock and sucked m... Read full Story
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The Picnic
Going for a picnic was not my idea of fun. I was not a miserable person and liked being outdoors but the idea of eating on the ground where there would be ants and flies and thing like that did not fill me with joy. However, my boyfriend had promised me that it would be fun and so I took his word fo... Read full Story
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I decided to try prostate milking today...
So last night when I was browsing the infinite collections on xhamster, i came across a video of a tranny ( <3 ) doing something called "prostate milking". I had never heard of this before so I click on the video to see what it is. First off the lady starring in this video was gorgeous,... Read full Story
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Sucked out every last drop
Here's an very exciting story from our reader Salty47 who have given his ladyboy GF a blowjob for the first time and then sucked out every last drop of her delicious cum. This post is not at all like my first experience. We met and became good friends. I never gave a thought to her body parts - b... Read full Story
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How I became a ladyboy convert
Our friend Brian went to Thailand 3 years ago and had his first experience with a ladyboy details of which he would like to bring to Your attention now. He proudly tells he became a ladyboy convert after his first time and we have no doubt he did! On a trip to Thailand about 3 years ago I had my ... Read full Story
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Fucked and sucked by a ladyboy
Our reader Maxie wants to share what it is like to be fucked up bottom by a ladyboy and getting a blowjob from her at the same time. Seems very exciting, what do you think? ;) On a recent visit to Thailand I went further than I ever thought I would. I picked up a "young lady" Bangkok wh... Read full Story
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9 ladyboys gangbang me and force me to suck their cocks in my fa
Our forum member, Dutchboi, had this fantasy of being dominated, sissified and humiliated by nine Asian ladyboys, with Mint and Nancy being two of them. For some of You this story may sound too cruel, others will find it really hot. My fantasy is to be at a ladyboy's apartment and fall alseep aft... Read full Story
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In the deep woods
Our forum star, Fran, wrote another little story for all of us and, although it doesn't boast any hardcore action, it's still very delightful. In the course of my job some years ago, it often took me into the deep woods. One day I was off in the foothills and thought I would be by myself so I was... Read full Story
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He knows how to drive
Our forum TS star Fran seems to be able to crank out admirable shemale stories in record time! I welcome you to take delight in another story written by her, it's a real jewel ;) It is one of those lazy days, clear skies, warm, but I have things to do. I should take my car in for service. (could ... Read full Story
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Thai ladyboy Jenifer
Another wonderful story posted by our reader Jason... I have experience with Thai ladyboys and Phillipino lady boys. The one Thai ladyboy that left the most impression on me is Jenifer. She is a bit big on size for a ladyboy, but her gentle demeanour sure make all for her size. The first time ... Read full Story
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It's a cold, windy, and snowy evening
Another work of art of a shemale lover. Props for this wonderful romantic story go to our forum member Ila. It's a cold, windy, and snowy evening. My lady and I are in the bathtub together. The water is still very warm and the scent of bubble bath still lingers in the air. I have just bathed her ... Read full Story
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I recently visited a shemale
I recently visited a shemale. She had the most fantastic body and a very thick cock of about 7". But most impressive was her lovely brown asshole. Once I sucked her cock to hardness I just had to rim her for all I was worth. She could contract and dialate her anus as my tounge licked and prodde... Read full Story
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CJ AND DADDY
CJ anticipated the call to get her instructions for her meet with Daddy. She was to report in every other day. Failure to do so would result in consequences he assured her she did not want to experience. She had seen his demanding approach and knew he meant business. But she worried about what kind ... Read full Story
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Deep Throating Shemale
Yvonne is one of my best friends and we do more than just hang out at the local nightclub. She has long wavy black hair and dark violet eyes. Like me, she is also a pre-op transsexual, which means she has breasts and a penis. In the few years that we have known each other, she has taught me a lot ab... Read full Story
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My black shemale fucking me
My dear guests, I can't deny the fact that I enjoy reading Your comments more and more. Here is what a guy that goes by nick EbonyTSLover writes about the way his black shemale lover Mary with a huge 10.5 inch cock dominates and fucks the hell out of him. I've had Mary's very large black cock so ... Read full Story
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Extra credit for me
After failing my mid-term exam my day was ruined. I headed back to the dorm crying. Through lunch my friend consoled me and suggested I make an appointment with my professor for extra credit. I called the office of Dr. Writt and was told to show up at 2:00 sharp. At 2:00 I knocked on the office d... Read full Story
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Shemale cum in my pussy
Being a girl and only fucking me, I wondered what it was like to be with another girl. I am attracted to girls but the problem is that I really like the way that a cock makes me feel, especially when it fills my pussy with cum! The bigger the better! While sharing this dilemma with a friend she sugg... Read full Story
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Tranny Lisa's first sexual experience
My name is Lisa, I am a 25 year old well hung little lady. Looking at me you would never believe with my perfect girlie body what I have in store for you. The things that I can do and teach you would blow the mind of the most advanced sex addict. Run your hand down feeling my feminine curves, a litt... Read full Story
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I prefer ladyboys
I prefer Ladyboys than girls and if that makes me a gay guy then so be it. I live on my own in New Zealand and have a Ladyboy Friend in Thailand, whom I am very much in love with. We are planning to live together in Thailand within the next months. My Ladyboy Friend is very Beautiful and SHE takes... Read full Story
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Jog In the park
After a jog in the park, I retired to a park bench to catch my breath. It wasn't my breath that was caught though. This hot blonde with big tits run by and showed me her tits as she passed. My cock immediately rose to the occasion. I jumped up and ran after her. As she looked behind she yelled, catc... Read full Story
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The Unexpected Pleasure
Sally and her friend Caroline were lesbians and often went out for evenings together. They were close and tended to spend the night with each other if neither of them had found any one else by the end of the evening. They were both looking for something a little more than their friendship and closen... Read full Story
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The Anniversary
After ten years of marriage, Anne and Edward were still very much in love. They had no children and still had a very active sex life. They tried to keep things interesting by trying new positions, techniques and playing games. They often role played and wore costumes which was a lot of fun. Howev... Read full Story
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Been a ladyboy slave
I have been a slave to a ladyboy in thailand. I challenged her to wrestling match to see who is dominant and she won and sat on top of me nearly naked with her cock hanging over my face, and proceded to taunt me, and made me suck her cock and submit to her. Then she strapped a leash on me and tol... Read full Story
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Married guy wants a shemale to fuck his wife
I'm a married guy and I've had this fantasy of a shemale fucking my wife for quite some time! She is a very attractive lady. She has been hesitant in the past to try new, kinky things, however, lately, she has begun to get into what initially was my self-imposed chastity. However, she quickly shoots... Read full Story
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Winter Heat
I saw him in the breezeway, the open hall between the apartment buildings. My not-so-new neighbor. Been keeping an eye on him for a couple of months. He has a girlfriend, but nothing committed, and we flirt casually. He’s cute – six-three, so he’s tall, but it’s not string-be... Read full Story
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Taking On A Surprise
I sat on the couch, and we started kissing again. My hands traced the outline of her nipples through the thin silk of the blouse, and I could feel the lace of her flimsy bra. She leaned back, unbuttoned her blouse, and slid it off.I cupped her breasts, and could feel their warmth and weight. She ... Read full Story
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Sound Sleeper
I gave Mike my keys so he could come and take care of things while I was out of town. We’re fucking, and he’d slept over several times, so I figured I could trust him to feed my fish and get my mail without ripping me off and vanishing into thin air before I came back. When I got back... Read full Story
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His First Tranny
He quietly said "Is it true you have a dick?" I looked directly at him and told him he should put his hands under my skirt and find out.I got hard right away. I love the way my dick feels rubbing against my panties. He put his palm over my panties and starts stroking my dick. His eye... Read full Story
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The Hot Girl at the Bar
My girlfriend and I broke up the week before, so I was pretty depressed. The guys at work decided to take me out to the bar after work to get wasted cause that’s what we do. So we all packed into the truck and headed to the bar. When we got there we were the first ones in that night so we sa... Read full Story
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The Breast Fantasy Come True
As a gay man, Paul had always only been interested in having relationships with men but he loved breasts. There was something about them that he really liked and having a few friends that were female made him even more curious and he asked them questions about them and one of them even let him have ... Read full Story
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Her First Encounter
Chrissie took him back to her apartment. He sat on her couch and sipped at his drink while easing slowly toward her on the couch. He put his arm around her shoulder; Chrissie felt so excited and felt her cock hardening. He started kissing her and pulled her close.Chrissie sucked on his tongue.One... Read full Story
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The Present
A friend had a birthday this week, the big 3-0, and to celebrate I offered to take some portrait shots of his birthday present to himself: his new tattoo. Ryan isn’t an ink-junkie. Until last week, he only had three tattoos, all tasteful and harmonized: a tribal design on the back of his ne... Read full Story
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My Preference for Girls didn't change
When I decide to finally go into my transition, I kinda felt I might think differently about boys. Well I guess I do some. I like gay boys or more feminine boys now than before I started trans, but I find I still like girls. Most trans girls I know now prefer to have sex with boys. Maybe I'm confuse... Read full Story
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She Male Tube Videos Calmed Me Down After A Fantasy I had In The Bus
I was going back home from a stressful working day. Bus was full of people and I barely managed to get into it. I was tired and stressed out and I couldn't wait to come home and do something that will relax me. Usually, I would fill in a bath tab, drink wine and listen to the music. This time I w... Read full Story
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My Hottest Shemale Tube Excursion With The Mechanic
My Hottest Shemale Tube Excursion With The Mechanic. As I was driving my car, I could see that my oil change light appeared. As a shemale, I do not like walking and I would never chance my car breaking down. It was time for me to take my automobile to the mechanic. As I pull into the driveway, I ... Read full Story
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Sexy Masturbation In Free Shemale Chat Rooms
Having had a long day at work and driving home enjoying the wonderful early fall sunset, I was starting to be kind of romantic… Maybe not that romantic, but I felt like having a nice girl next to me to cuddle and scoop with. The more I was thinking about cuddling and scooping, the needier I w... Read full Story