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TinaTim
vanessagrrl
jennaryder13

Crossdressing

9
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kylie_kained
away

In Her Shoes Part 3

This is the final part so please read both other parts to this story to understand it fully.

I guided Peter into the main shopping mall in town leading him straight into a shoe shop. The girl in the shop fetched a few pairs for me to try on and I relished asking Peters opinion. He tried not to look too obvious that he was hooked on my shoes and feet. I 'hummed' and 'ahmmed' a short while, telling the girl I was undecided and may well be back later. Grabbing his arm once more we...Read On

Added: 04 Apr 2013 | Category: Crossdressing | Avg Score: 4.89 | Tags: crossdressing  fetish  foot  shoe worship  first time  dominant  submissive   | 6 Comments

30
vote
cumonmybum

My First Time With A Hot Sensual Lady - With A Lovely Cock

A shy bi guy has his first amazing encounter with a beautiful lady who also has a beautiful cock

Although I'd never been with a man before, my online chats and contacts usually ended up being with men - they seemed to be so much more horny and available than women. Either I was doing something wrong or women weren't into online sex all that much! Anyway, for years it's always been a hobby, an indulgence if you like, never turning into real contact, just a fantasy that I look forward...Read On

Added: 01 Apr 2013 | Category: Crossdressing | Avg Score: 4.68 | Tags: oral  cum  transvestite  erotic  lingerie  first time   | 10 Comments

29
vote
VelvetC

Seducing Uncle Frank

A tale of a Crossdresser seducing his attractive Uncle.

This is a story that happened some time ago, when I seduced my Uncle Frank. Uncle Frank Uncle Frank was married to my mum's sister. He was about 10 years older than Aunt May, and it was both their second marriages. Uncle Frank had an Italian father, French mother, three older sisters, loads of nephews and nieces, and had property in Kensington, the Algarve, and Telluride. You could say he...Read On

Added: 29 Mar 2013 | Category: Crossdressing | Avg Score: 4.89 | Tags: crossdressing  mature  seduction  bi-sexual     | 7 Comments

20
vote
VelvetC

Mariah... My Wank Mistress

How I met Mariah, a crossdresser's dream...

We first made contact about three years ago, on one of those dirty dating sites. I was showing my tranny profile, Velvet, at the time, and was being hit on by a bunch of dirty old men, when this "Mariah" person said, "Hi." I was in a pretty sarcastic mood at the time, and was slightly peed off, as the guys I had been chatting to were only interested in one thing, getting their rocks-off. ...Read On

Added: 27 Mar 2013 | Category: Crossdressing | Avg Score: 4.94 | Tags: crossdressing  masturbation  milf  oral  mistress  humour  bdsm   | 6 Comments

7
vote
kylie_kained
away

The Night Of A Thousand Dreams

I hope you enjoy

There was a few odd looking drugs laying on the side from a party. Being bored I decided to see what they were all about, I had dabbled before but had no idea what they all were. I had seen someone use a bottle with an inhaler on it, one good slug later I felt good. I looked through my wardrobe and decided that all guys seem to go for the more cute look in a girl. As I was feeling daring...Read On

Added: 21 Mar 2013 | Category: Crossdressing | Avg Score: 3.57 | Tags: crossdressing  drugs  spanking  fisting  weird   | 6 Comments

21
vote
vinney

Not What You Think I Am

Excited by the young looking woman who is such a surprise.

Marriage can be a lonely place, two folks living together and yet being so far apart. It never used to be like that but I guess it comes with the ageing process; a mid-life crisis. To overcome our frustrations, my wife decided we would spend more time together away from our comfortable home, so one weekend every month we hire a log cabin at a campsite that sits between the forest and the lake....Read On

Added: 10 Mar 2013 | Category: Crossdressing | Avg Score: 4.42 | Tags: mm  bisexual male  masturbation  blow job  surprise     | 4 Comments

64
vote
cuckoldmalesub

Caught, Used and Loving It!

I was caught dressing up as female and used like a toy

I knew I had time now; my wife had gone out with her friendsand wouldn’t be back until 10pm at the earliest. As it was only 6:30, I knew I could spend time getting ready before playing around on the computer and enjoying a nice relaxing but exciting orgasm. My cock was more than ready as I hadn’t had sex for over a week and no chance to masturbate either due to either the kids being around or...Read On

Added: 05 Mar 2013 | Category: Crossdressing | Avg Score: 4.86 | Tags: crossdressing  caught  reluctant  bisexual   | 16 Comments

15
vote
CourtneyFux

Wedding Night: Part One

My fantasy night of being a married girl in bed with her hubby comes true.

As a tranny callboy/escort, I was always fulfilling the fantasies of lots of gay and bisexual men. But there was a fantasy of my own I had had for awhile that I wanted to fulfill with a handsome bisexual escort myself. I wanted to hire a handsome stud escort to pretend he was my hubby and have honeymoon sex with me like I was a bride on her wedding night. Every single girl fantasizes...Read On

Added: 21 Feb 2013 | Category: Crossdressing | Avg Score: 4.8 | Tags: crossdressing  oral  anal   | 3 Comments

11
vote
mredd

Tammy, Lisa, and Karen part 3

Please read: Tammy, Lisa, and Karen part 1 and 2 first

I woke up the next morning with Lisa sucking on my little clitty, making it hard. I pulled her panties to the side and began to kiss her beautiful pussy and suck and lick on her clit. I began to plunge my tongue as deep as I could into her hot wet honey hole. Lisa was about to make me cum, then she stopped. She knew just where my breaking point was. She turned around and sat down on my...Read On

Added: 21 Feb 2013 | Category: Crossdressing | Avg Score: 4.91 | Tags: crossdressdressing  anal  toys  strap-on  french maid   | 5 Comments

16
vote
CourtneyFux

Club Night

Wearing my sexy minidress out to the club, I give the boys lots of thrills.

I hadn't been at the club very long when he came over to me: a very handsome man, tall with dark hair and blue eyes. "You have a perfect ass," he said. I was wearing a sexy, little minidress which barely covered my ass and I knew it would turn men on, but I didn't know it was going to happen this quickly. I smiled up at the tall stranger. "I'm flattered," I said. "I'd like to pull up...Read On

Added: 18 Feb 2013 | Category: Crossdressing | Avg Score: 4.75 | Tags: crossdressing  exhibitionism  oral  anal   | 4 Comments

9
vote
kylie_kained
away

In Her Shoes Part 2

This is the second part of In Her Shoes so to fully understand what’s gone on

please read the first part. After a short time of resting my feet on Peter’s bum I now slipped my foot back rubbing the sandal against his balls and cock. His knees started to widen slightly as I teased I could see his balls quickly rise up and tighten as they had before. His cock was now straight along my foot and his body was rocking back and forth in time with my foot. I could feel...Read On

Added: 07 Feb 2013 | Category: Crossdressing | Avg Score: 4.67 | Tags: crossdressing  fetish  foot  shoe worship  first time  dominant  submissive   | 3 Comments

11
vote
adagio

From One To Another-Part 2

two sides of a chair

I rushed into my new consignment shop job, the one that Allison had help me get. The shop was actually a duplex. One part Mary's home, the other her shop. I was a few minutes late and apologized to Mary Elle the owner. Telling her that my Biology teacher was on my case about missing assignments and had kept me after school.  Mary Elle looked at me and suggested a nice warm shower to help...Read On

Added: 01 Feb 2013 | Category: Crossdressing | Avg Score: 4.55 | Tags: fisting  enema   | 5 Comments

9
vote
CourtneyFux

Porn Star Babe: Part Two

Time to get the lttle sluts on the set for some hot tranny action.

Being a sexy girly boy about to make her debut as a porn actress with two handsome, well-hung studs was so exciting to me. And having my friend, Chrissie Licks, along to show me how it is done was especially re-assuring. Chrissie and I were naked and about to get into our sexy lingerie for the shoot when Summer Cox, another hot tranny porn star, came to help us with our hair and make-up....Read On

Added: 31 Jan 2013 | Category: Crossdressing | Avg Score: 4.44 | Tags: crossdressing  exhibitionism  oral  anal  group sex  bisexual   | 3 Comments

24
vote
jessicahahn

Sissy at the Bookstore

Or how I humiliated myself in drag

I had gone to adult bookstores for many years and had done it in drag many times but never dressed as a sissy and never during the day. On this day I was so involved in humiliating myself that I decided that I need to take that extra step and I did. I had checked into an adult motel the night before and booked for two days so I had a lot of time on my hands. The night before I had pranced...Read On

Added: 29 Jan 2013 | Category: Crossdressing | Avg Score: 4.64 | Tags: crossdressing  sissy  gay  exhibition  fetish.   | 5 Comments

15
vote
CourtneyFux

Porn Star Babe: Part One

Making her first porno movie, Courtney discovers all the pleasures of being a porn star.

As a hot, 20 year-old girly boy, I was invited by another girly boy to star in a porn movie with her. It sounded fun and I was adventurous sexually, anyway. So, becoming an actress getting lots of big loads of cum from her handsome co-stars was very exciting to me. The movie was shot in a private house where I drove to with my girlfriend, Chrissie Licks, a pretty, 21 year-old, aspiring...Read On

Added: 28 Jan 2013 | Category: Crossdressing | Avg Score: 4.53 | Tags: crossdressing  exhibitionism  oral  anal  group sex  bisexual   | 6 Comments

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