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Alessia Travestita Hung Mature Blonde British Porn Star
Alessia Travestita Hung Mature Blonde British Porn Star If you like Transexuals, big cocks, bondage, domination, deep throat, fisting, spit roast, 69, ass fucking, cum swallowing and big loads this story is for you. If not don’t bother reading. If you like my story please leave comments and ... Read full Story
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Mature crossdresser & 18 year old
Myself being a fulltime crossdresser and wear mini skirt and dresses all the time an high heels. A few weeks ago some new people move in across the street from me to be extact it was a woman and her 18 yr son.I talked to her few times and she was very nice and in our talks asked her if it bother he... Read full Story
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Mature crossdresser & 18 year old Part 2
After we sat on the couch a few minutes kissing he whispered in my ear he wanted try licking my boy pussy.I said yes an postion myself so he could, for a boy that never done anything sexual before he speard my cheecks and started to lick and kiss my hole.Then he buried his face and tongue deep in my... Read full Story
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Olderman and mature crossdresser Part 1
It was just a normal friday day so I went to the store to buy some food for the week.I wore a jean mini skirt and pink t-shirt and tan pantyhose with my 3"heels and make up and all. As I made my way down thru the ailse I notice a older tall gray haired slim man following me.Well I gave him a c... Read full Story
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Interracial Sissy Story
(Some prior notes about me, this story and my writings: If MALE bisexuality, crossdressing or interracial sex bother you, don't even bother reading this further, much less commenting. Many have had secret fantasies about what it would be like to be the opposite sex, during sex. Some of my influences... Read full Story
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think about cock all the time
i find myself looking at chicks with dicks all the time. i love them. they turn me on so much. i cant stop thinking about being with one and im going to be with one very soon. i cant wait to swallow all of her shaft. every inch of it. and when she starts to cum i will suck it in deeper. fuck that tu... Read full Story
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My first time crossdressing with a man
It was Christmas night 2016 and I had gone out to the bar with a few friends. Came home a little tipsy and very horny! I rushed to my room, took off all my clothes and put on a very sexy, slutty outfit (black lace thong with matching bra, a blue sweater, black mini-skirt, and black knee high boots) ... Read full Story
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The Big Mature Shemale Next Door
The Big Mature Shemale Next Door SugarandSalt "Please can I just wear my old swimming trunks?" Warren begged. "No!" his mom yelled back from the other room. "Barbara purchased that for you. It was expensive so you better remember to thank her." Warren looked at himself in the full length mir... Read full Story
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From a 50's virgin to a Mature good for all
***Prologue - Confessions: Every day since I offered my virginity, I put myself in the shoes of a woman. The little town where I live forbids me to show myself socially. However I made myself an accomplice, my epilator who receives me after closing. Since my new beginning, male masturbations are not... Read full Story
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Neigbor meets Paula for first time Part 2
I went and got drink and looked out the window to see if he was home.I sent him text message and asked if he wanted to meet her.I was supprised that a man in his 60's could text, he said yes and asked her name,Paula texted back to him.I was sitting on my porch when he text back and asked when? I sai... 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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First time doing that!!
So I love to dress like a girl and have done since I was about 15, but being married and all it’s a bit hard to do it very often,. I’m a local tradesman so am out all day in my van and have a good knowledge of the area I live in, or so I thought. About 2 miles from my house is a crushing site tha... Read full Story
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First Time Sissy Maid
I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for... Read full Story
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First time Crossdressing
I am a bisexual man, meeting straight, bisexual or gay men for our sexual pleasures. I post messages on various message boards that allow members profiles and posting messages. I also post to local groups in my area that allows one to post messages to a small geographical area or to a distant user g... Read full Story
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Shemale First Time
First time Sex with a shemale. Intro. I have read several stories of first time sex with Transexuals and none relate to my experience. So for those who are truly curious about how to go about it and what it is like this is my tale. I have always been a straight guy as far as I know. Married... Read full Story
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My second time with Jake
The week after my first experience with Jake was amazing. I had finally sucked a real cock and I wanted to again. All that week Jake kept texting me pictures of his hard cock. I couldn’t believe that he was into a gurl like me. On Thursday of the week he texted me another pic of his cock and t... 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 FIRST TIME WITH A SHEMALE
I`ve always had this fantasy about being with a shemale,i guess something about a chick wit a dick and tits always turned me on,i`ve always been curious about wat it`s like to be fucked by one.Well last weekend was a weekend i`m gonna remember for the rest of my life bc that was the weekend i decide... Read full Story
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First time buying cross dressing undies and more
First off I had a sister that was 3 years older than me. In my freshman year of high school I hit the point I wanted to know what ladies under wear felt like. My sister had a strict no entering her room policy. So the summer after she graduated she went on a two week trip. My parents went to wor... Read full Story
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CD first time getting fucked by a guy
It starts I was 20 years old I love to wear women's clothes it felt great to wear them the panties on the bra the wig the make up the sexy slutty clothes one night I was getting ready to go out with the girls to a club I got on a black and purple thong and bra on then some black stockings on th... Read full Story
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Crossdresser for first time
Hello, first of all excuse my spelling, my first lenguage is not English. I have been a CD since I was 15 years old. I used to wear my sisters dirty clothes in the bathroom. I perfect remember when I cum for first time as a CD using a pair of panties and bra back day. I always check out underware... Read full Story
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First time with a trans escort
I've thought about seeing a t-girl escort many times and a few weeks ago I finally made a date with a local girl named Carol. She´s a lovely Colombian girl with long dark hair and a slim, sexy body. She welcomed me into her home wearing a sexy black dress and high heels and after pouring a d... Read full Story
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My 1st time with a CD
I was getting tutoring in HS and the tutor and I usually met at the library. This day he asked me to meet him at home because his wife was out of town and he had chores to do. No problem I thought. When I arrived I could tell he's been drinking. He offered me one which I took. He excused hi... Read full Story
BeachloverinNJ 2018-03-02 3,195 Teen (18+) Crossdresser Cumshot Bareback CD teacher gets me
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Two CD's the first time we meet.....
We are meeting for the first time since talking online. I want to dress for you gurl, I want to feel as you do, I want to be your slut, your slave of desire. My panties are a sheer white, my hard cock can be seen ever so pressing against them, I rub myself for you as you watch, drooling now. Hand... Read full Story
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How I became a GURL Part III
Now that I was fully versed in being a gurl, I needed to know if I could turn a man on in person, not just looking through a glory hole. I wanted to have a man treat me totally like a woman, take me to a hotel and make love to me, completely as a woman. But where to find the guy? The answer wa... Read full Story
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My First Time Out Part 2
It was Saturday morning at eight o’clock when Shayna was rudely awakened by the telephone in the room. “Hello,” she said in a raspy voice. “Good morning, this is the Bell Desk downstairs,” stated the Bell Captain. “Yes, responded Shayna?” “... Read full Story
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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. S... Read full Story
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Our First Time
I take my hand a gently begin caressing the ever increasing bulge in your pants while tenderly kissing your neck. I push you onto the bed and crawl up to you and begin to unzip your pants. I take my hand and grasp your rock hard shaft and begin to stroke you. I can feel you get harder in my hand. I ... Read full Story
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My first time with sheilacd
U know exactly how to please a man. u make it hard to say no...(as my cock grows again) even when u come in to kiss a straight guy he cant deny ur feminine essence that is so strong his body betrays him. he surrenders knowing he is in good hands..."soft white hands" he knows his manhood ... Read full Story
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My first time wearing sexy lingerie Part 2
I could not wait to get home from school the next day after wearing my moms sexy panties the night before. No one was home so i could have fun. As soon as i got into my room i took off all my clothes and went into my moms bed room to see what I could put on. With my mom working at Macy's in... Read full Story
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First time
I wrote it in my first, last, and only trans relationship. Sadly, she is no longer with us, but she was a dear friend for a long time. I was trying a new style here, mixing prose with free verse poetry. Anyway, on with my second-ever piece of work. Enjoy **************************** &... Read full Story
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First time
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... Read full Story
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My TS escort
I finally cracked and I had to know what it was like to be with a tgirl. After a quick google search I found a young and sexy tgirl in my area that was willing to play for pay. A short drive later I find myself parked outside her home, and I'm nervous as hell. I get out and walk over to her hou... Read full Story
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First time with ladyboy / bottom
Hi everyone! now it is my turn to share my experience in Thailand. We were on a Christmas vacation on an island, and I didn’t even know ladyboy existed then. At a Christmas beach party I chatted and danced with a woman and we ended up in my bungalow. We kissed a lot and I knew that now I was g... Read full Story
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My Sissy, his first time
My fella has always been happy to dress and be a slut for me, suck my dick and take a small dildo in his pussy. Until now I hadn't fucked him properly as he was to nervous. Recently we had been following the exploits of a CD friend through his blog and I knew they really excited my husband. When the... Read full Story
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Amanda and Me
I walked in the door of my one bedroom apartment and headed straight for the computer. Lately it seemed like I had the same boring routine everyday: get up early, work all day at my stressful IT job, go straight to the computer when I get home to look at porn and masterbate, then eat dinner and go t... Read full Story
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Fist 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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My first time wearing sexy panties Part 1
My mom and dad had just split up. So my mom and I moved from Buffalo NY to San Jose Calif.. We moved in with my uncle Jim when we got to San Jose. Uncle Jim was single but had his own house. It was a nice place and I had my own room. My uncle Jim worked at a bait and tackle shore and wen... Read full Story
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First Time Drag Chapter 2
We'd been together for almost one full year, maybe the happiest year of my life. Michael had expanded his feminine side, dressing up and wearing makeup more often than not. His hair had grown too, now almost at shoulder-length. Though twenty-one, he was still really just a boy, or maybe just a girl.... Read full Story
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First Time being fucked by two men!
I was at a Jewelery convention in Florida and my friend and I decided to go out and see what Orlando had to offer before our late company arrived ;). (Now we are two young women in our twenties and both athletic toned me hazel eyes and brown hair tan skin and her brown eyes with brown hair and fair ... Read full Story
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First time with CD when I wanted tranny
(True story)I got in touch with an asian tranny online (as most people do lol). I've always had an attraction towards trannys, especially really sexy black ones which appear in porn but i've never fulfilled my fascination. I'm straight and have slept with the sexiest women going but have a curious s... Read full Story
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My first shemale experience
So before I was even into the porn I had my first experience. I was 25 years old and never thought about anything like this till it happened. I was out with my friends one night hitting the usual bars on the weekend when this hot young woman caught my eye. I was feeling pretty brave due to my "... Read full Story
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MY First Time with a non-binary/cross-dresser
After I had graduated high school but before I had left for college: I was hanging out with a friend and a friend of theirs at their friend’s house. For the story let’s call my friend Dan and his friend Charles. We were watching some movie on Charle’s (parent’s) big TV. Charles gets up eventually an... Read full Story
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First Time as a Cum Slut Chapter 3
About a week later I phoned the number Charlie left and we spoke, he asked me if I had enjoyed our last meeting, "I loved it Charlie and want to do it again soon." Charlie replied, "I am glad to hear that as will a couple more friends of mine. What are you wearing right now?" ... Read full Story
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First Time Bi
I never thought that I'd be in this position. I am a 40 year old married man, 5'9" 185 lbs and try to work out regularly to keep in shape. The problem is that I travel constantly for work. It takes a tremendous amount of willpower to avoid the junk food and commit to a workout schedule when I a... Read full Story
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My second time
after failing to loose my virginity,i decided to try again. my man friend love to fish and would make his way to inch early every sat morn. being a creature of habit he always returned at the same time. one sat evening i accidently on purpose bumped into him on his way home. standing at the side of ... Read full Story
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My first time as a Femboy CD pt 2
David ordered me to dance for him and I hurriedly got off the floor and walked over to the radio and turned it on. I changed the station from an alternative rock station to a top 40 one, which was better for dancing. After I selected the station I moved to the center of the room and started to dan... Read full Story
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First Time
At this point in my life I have been dressing as a girl on and off for about 5 years. It wasn't just dressing I was into however, I have been fantasizing about a man using me as I tried to present myself. I was a virgin at 18 both with girls and with men, eventually the urge to change this was ... Read full Story
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First Time Outdoor Festival Fantasy
Fantasy Setting: Summer time in the mountains of Colorado the perfect bluebird weekend we all dream of. The day before an underground rave in the mountains all my friends bail on the show and was now left with either not going or going solo. Well I deiced what the hell and I'll go solo an... 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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A Schoolgirl's First Time
I’d been emailing and phoning Dan for several weeks when he first suggested that we meet up. It was very exciting and I couldn’t wait. My every waking hour was spent thinking about it. The only odd thing was the request he’d made. “Can I ask you a bit of a kinky favour?&rd... Read full Story
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My TV Sex Adventures Hot time in the Gurl&#
After sucking off the custodian of the offices next door I went back to the club. I was seriously disappointed. I loved how big and hard his dick was and I really wanted a serious cock like his to fuck. I got back into the club with only a knowing grin and a chuckle from the guy at the door. He was... Read full Story
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First Time as a Cum Slut
I have been cross dressing for some time now, and have just recently taken to venturing out side dressed. Up to now I have only been to places where I was pretty sure I wouldn’t bump into anybody. I love the feeling of silky underwear underneath my skirts and dresses. I always keep by legs ... Read full Story
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First Time Drag
My computer crashed.... again! This time it was worse though, I couldn't reboot, the damn thing wouldn't even restart. I occasionally work out of my home where a working computer is mandatory. I decided to cool off a bit and walked to the local convenience store where I bought two bottles of a dry c... Read full Story
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my anticipated first time, cont
This was an event that i had hoped for for quite some time, i was going to enjoy this, and i knew as aroused as i was i wouldn't last 5 minutes. When iad spoken to her earlier i had asked her to bring or wear sexy heels, i saw in some of her shoots those pretty toes looked so sexy peeking thtrough a... Read full Story
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First time - what a surprise
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 h... Read full Story
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