Crossdressing Wedding Stories

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Infinite Scroll

The Bio of a Masturbator

by Chatomana on Sep 18, 2017
Toys & Masturbation

Disclaimer: Although this is a work of fiction, some parts contain actual facts and events. The author can not and will not be held responsible for any injuries that may occur if the reader tries to reproduce of these events. The author holds all copyrights to this story, printed and/or digital. Prologue This story is not about love, nor about romance, or...

Sissy Maid to Be... Ch. 03

by missjennymaid on Apr 8, 2019
Transgender & Crossdressers

I would recommend reading the first chapters to get to up to speed on the story, but if you want to start in the middle... Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife. Lizzy: Jeremy's wife who participates in his sissy maid desires every other Friday when they have the place to themselves. Jere...

Crossdressing For My Boyfriend

by dmk241 on Sep 12, 2017
Transsexuals & Crossdressers

My name is Chris and I'm a 25 year old, white, bisexual male. I stand 5'9" and weigh 135 pounds with light brown hair and brown eyes. I've always had somewhat of a feminine body and I've always enjoyed being a "bottom" when with other men. I met my boyfriend Mark about a year ago at a bar. The minute that I saw him, I knew I had to have his cock inside of m...

Smoking With Friends Ch. 01

by jjww100 on Sep 16, 2017
Transsexuals & Crossdressers

The phone on my nightstand rang and I groaned as I grabbed it and looked at who was calling. It was Benny and I answered it. "Hello". "Yo Justin, I got $250 worth a weed! You need to come pick us up so we can smoke it!" "Just Wait. Who are you with?" "I'm chilling at McDonald's with Matt and Vic." "Okay, I'll be there in twenty minutes." I hung up, qui...

Sarah Was Caught Masturbating

by SarahCD on Sep 16, 2017
Transsexuals & Crossdressers

After collage, my girlfriend's best friend and I found ourselves working in the same town and so we decided to share an apartment. Her boyfriend had another year to go in college and my girlfriend worked in a different city. I loved living with her; we became the best of friends; just friends but very close. We cooked together every evening and watched TV....

Staying Together

by komrad1156 on Sep 12, 2017
Transsexuals & Crossdressers

"I'm not sure further sessions will be of much use to either of you. After seeing both of you twice of week for two months, neither of you is any closer to resolving your concerns than we were when you first came to me." Dr. Nelson was good. She had the ability to examine a problem, bound it, and then dissect it into smaller pieces. She'd done that with bot...

Taken Too Far Pt. 01

by SwitchSissy on Jul 2, 2018
Transsexuals & Crossdressers

I had maybe taken it a little too far. It had started as it always does, a little light crossdressing at home. Then toys as well. Then wearing something a little extra under my boy clothes when I was grocery shopping. Then when I was at work. And that leads me to my current situation. On the outside, jeans, t-shirt – normal enough. Underneath though... It w...

Sarah's First Time Out Dressed as a Girl

by SarahCD on Sep 16, 2017
Transsexuals & Crossdressers

During my collage days, my girlfriend and I were at different universities but they were only an hour apart by direct train. Normally I went to visit her for weekends. I loved her place, Oxford. They did great lunches on Sunday's. Full roast dinner with wonderful roast potatoes and all you can eat. For a broke, starving student this was a wonderful treat....

The Bridesmaid Pt. 04

by GeorgiaD on Mar 11, 2019
Transgender & Crossdressers

I'm sorry for the long delays in adding to some of my stories. Partly this is because some are based on truth, and some because I simply don't have the time. When I wrote Part 3, I thought it was the final part. Perhaps you did too. But as it turns out, it wasn't. If this chapter is shorter than some prefer, I'm sorry. Also, if it's just sex that you want...

Brat Boys Punished

by humiliationstation on Feb 29, 2020
Miscellaneous

In this story you play as a series of boys.What's next? Martin, a 22 year old goth Albert, a 19 year old library assistant What's next? Martin, a 22 year old goth Albert, a 19 year old library assistant...

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