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Crossdressing

30

Tammy, Lisa, and Karen part 2

Man discovers his fantasy with more than one woman.

Please read "Lisa, and a shopping experience I will never forget" first. I walked out the store looking at the bag of lingerie in my hand and my cock was so hard, I could barely walk. Lisa wanted me to be pretty for our date. I only had some lipstick and eye shadow at home; I needed to figure out how I was going to make myself pretty for her. That's when I walked past the the answer, but...Read On

9

Telling Mom I'm A Crossdresser Part 15: 2 Kinky Girls.

Part 15 is finally here :) plz enjoy as Missy enjoys a night with Laci alone!!

It had been a week since Mom and I spent the 4 days at the spa and hung out with my old babysitter Laci and for a while it was back into our old routine of working and coming home. Day after day I kept thinking about how her warm wet pussy felt wrapped around my cock while the feel of a sexy thong rubbed against my asshole. I came home one day to find my mom was packing a bag. I asked her...Read On

30

Jessi's coming out party

Jessi comes out to several friends and has an interesting night.

Hi everyone. My name is Jessi, I'm 23 and I have been a crossdresser for over three years. Recently I decided to go full time and was going to met up with some friends to come out to them. I arranged to go hang out with them at my friend Derek's house, them thinking I was still coming as my old self. My roommate, who started my path into crossdressing (that's a whole other story), told me if...Read On

37

Tammy, Lisa, and Karen part 1

This is my first story so please give me some feed back.

It was Friday and the first thing I wanted when I got home was a nice warm bath to clean off the day's hard work. I filled the tub with hot water and added some bubble bath. I shaved my legs and underarms. As I slid under the hot water I looked at my toes peeking through the bubbles, and realized I needed to reapply some polish. After a long soak I got out, dried myself off and went to...Read On

27

Caught dressed like a sissy slut

My girlfriend was away for the weekend so I had the place to myself. I was feeling incredibly horny so I went through her knicker drawer and decided to dress up (which I've enjoyed many times before). I put on a really tight, pink thong, black fishnet stockings and suspenders, and her black mini skirt. I looked at myself in our full-length mirrored wardrobes. God, I looked so sexy and...Read On

46

Caught in my girlfriend's lingerie by her friends

My girlfriend lives alone, so whenever I am at her house by myself, while she's out clubbing or working, I always take the opportunity to go through all of her sexy clothes and lingerie and dress up like the slut that I crave to be. I undressed and put on a pair of white fishnet stockings, a black thong, mini skirt, black and white see through top and a sexy pair of silver high heels. I set...Read On

4

We All Have Our Stories

Several vignettes on the theme of Crossdressing.

I want to present a few short vignettes concerning crossdressing. A most interesting and individual form of sexual gratification and fulfillment. The first story concerns a strong man, happily married and happy with the sex he is getting from his wife, but something seems missing in his life. He often walks the streets and window shops, but seems to be drawn to the windows displaying...Read On

27

Humiliated by my best friends

I had recently met a kinky lady online who agreed to be my mistress on a frequent basis. Tasks she set me included wearing panties to sleep in, leaving a butt plug in me, while we chatted and other kinky things. Last night, while we were chatting, I told her I was going to a friend's house with a few of the guys, to play cards and have a few drinks. Her dominant side took over and she told me...Read On

18

Telling Mom I'm A Crossdresser Part 14: Back to the spa and a familiar face.

Part 14, yes I feel it is long but please read the whole thing you will not be disappointed.

Part 14: Back to the spa I'm sorry this story is a fair bit longer then my usual ones however I didnt want to separate thes and have another story with almost no sex in the first one so soon. Having said that I hope you enjoy my story and please read the whole thing. I promise you will not be dissappointed. I woke up the next morning lying next to mom in her bed. I was wearing a pair...Read On

22

A Valentine's day I will never forget

I awaken on a early Valentines day when I heard the sound of the the doorbell. I had to get up because I was an only child raised by my single mom who was in work. I usually sleep in some comfy panties without my mom knowing but only if she will be in work the next day. Anyway I put on some jeans and a t-shirt to open the door. When I opened the door I noticed a box on the ground which I took...Read On

9

Telling Mom I'm A Crossdresser part 13.5: Missy Brings Home A Stud

the continuation to Missy going out and finding a man.

I told Thomas all the details of why I was out this night and he loved the idea. He took one of his Viagra and he led me out of the bar. I felt a little embarrassed at all the cum leaking down but some of the cross dressers were just smiling at me like they were saying “you go gurl!” which made me a little proud. Thomas followed me in his car until we got to my place and I took him by the...Read On

6

Telling Mom I'm A Crossdresser part 13: Missy's Turn

here is part 13 part 13.5 will be up ASAP Plz enjoy and comment and rate at the bottom :)

Sorry not much sex in this one but its a lead up to 13.5 and I hope you enjoy both of them. :) Once mom and I had gotten our car back, we took it out for a spin and I have to say it worked and looked like new. It had everything from a new paint job to new parts in the engine. Now in all honesty, I did have to go back a few times and give Ray a few blowjobs to help pay for them but it...Read On

5

CD Domina training two slaves

CD Mistress commands two slaves for a hot 3-way.

Just five days had passed since my last session with my slave Candy and already I was yearning for his sexy body again. I was in need of another meeting and had something special planned for it. I called Candy's phone and just like previously he answered before it could ring twice and greeted me anxiously. "Hello Mistress Cheyenne," Candy said as he answered his phone. "Hello slave Candy,"...Read On

10

Telling Mom I'm A Crossdresser Part 12: Tow Truck Driver's Big Score

Missy gets her car towed and makes a deal with the tow truck driver

Sorry it has been so long since my last story. I have been busy with alot of things and I thank you for your patience. Lately, I’ve been working part time at a restaurant to make a little extra cash on the side along with my nights as Missy. I was saving up for a cruise I wanted to go on that I heard was for like minded people such as Missy. When people ask me about what I want to do...Read On

8

Fun on Business Trip (part 1)

This is a account of real-life events. -------------------- After the first couple of outings at the mall, I lost some of the nervousness around shopping fem clothes and started actually enjoying it. So much so, that over next two-three weeks, I visited many more stores and ended up buying nearly a dozen skirts, bra and sexy panties. I had begun to get a hang of interacting with the...Read On