Crossdressing

Pretty in Purple

I finally had tricked my wife into a bet where as her forfeit she’d finally do something in the bedroom that she’d absolutely refused to do ever since that first crazy night of debauchery we’d spent together. There was no way I could lose the bet. I was really looking forward to collecting since there was no conceivable way I could lose. I could already smell the sweet smell of victory. The only thing I was worried about was that reality wouldn’t live up to memory.

I lost.

Last Regrets - Part 5 of 5

This story is set a week or two after the events of the story "Natural Affection (Link)". It can be read independently, but I recommend reading the other story first.

Brad Cooper has a lot of regrets about his past misdeeds.
He longs to be with a girl he knows, Sarah, but through his own actions that will never happen.
Or so he thinks.

Miss Anne Thrope

 

Miss Anne Thrope

© 2004
by Nom de Plume

As I write this tale of woe, the sight of manicured fingers flitting over my keyboard evokes the utter misery of my situation. Not long ago, I was vice president of a major pharmaceutical firm, with a six figure salary and a corner office. Now I am sitting in a secretary’s cubicle, trying to keep from snagging my pantyhose each time I escape from my pathetic little desk. How did this ever happen to me?

Originally posted 2004/11/17

My Russian Wedding

The UK Immigration authorities will do everything they can to prevent Tommy's Russian cousin from marrying a British citizen. Tommy is asked to help the wedding go ahead.

A Senior Year to Remember

A Senior Year to Remember

By Bethany Starr

Synopsis:When Robert's lying, habitual stealing, and attitude about women gets to be too much for his mother, she comes up with a Plan to help her delinquent son turn around.

The day Samantha caught the train.

The day Samantha caught the train.
 
by Samantha Rebecca
 
The day Samantha caught the train was the start of a whole new life for her. You see Samantha is a sweet adult little girl who loves to be dressed all pretty. The only problem is Samantha is a man of 33 and is on the big side. This does not her from being who she when she every gets a chance.

The Boston Bubble: Lora's Story

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By Lora Guy

Lenny is a cross dresser out for a public stroll when he gets caught up in a sudden, massive group transformation. See how a far-off war sends his life in directions he could never imagine.

Premise based on the "bubble" concept created by AJ James in the novella
The Long Strange Journey of Seth Gates

Summer with Auntie Kate

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Summer with Auntie Kate

By Rose Dahlia
 
 
Kelly Grace arrives at his aunt's ranch during a college break. Will an unfortunate incident allow his sexy, feminine aunt to help him enjoy a "softer" side of life? Or will his masculine stubborness be too strong?

Georgina

Georgina
 
By Samantha Jay
 
Copyright © 2010 Samantha Jay

 

I had a second chance to get it right. To make sure that what happened to Peter wouldn't happen again. This time I wouldn't fail. They would have to kill me first...
 
The long overdue sequel to Peter

If The Shoe Fits

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“Alex. It’s just one night. No one will ever know but us. Please, I’m begging you, do this for me?”

I didn’t say yes. I didn’t say no. I didn’t nod or shake my head. I just let Lara slip my athletic socks off my feet and, one after the other, slide the high-heeled shoes into place.

They fit like they were made for me.

 

IF THE SHOE FITS...

by Meancat

Alex's Adventures in a Land of Wonder

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Alex's Adventures in a Land of Wonder

This is a complete story in four chapters, but I have left it open so that maybe one day, it can be added to with further adventures...

This story is highly sexually charged, at least in the first chapter, so you have been warned.

The Cliffside Heroine

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The Cliffside Heroine
© Nick B 2010

Somebody once said that this couldn’t happen by accident, but then I suppose that all depends upon the circumstances of the accident doesn’t it?

I’ve looked up the definition of the word ‘accident’, and according to the information I’ve found, it goes as follows:

An undesirable or unfortunate event that occurs unintentionally and usually results in harm, injury, damage, loss, casualty or mishap.

The XX-Factor

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A lonely young boy tries unsuccessfully to cope with recent changes in his life until an odd group of strangers arrive in town and show him that maybe his curse is a blessing after all.

The XX-Factor
by Woggie

Copyright  ©2003 Woggie
Revised edition: February 12, 2010

Total Recall

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A thoughtful look back through the early years of crossdressing takes Andy into a different relationship with his hairdresser. No regrets, but probably no future either….
Total Recall
by WannabeGinger

College Fees

Last Regrets - Part 4 of 5

This story is set a week or two after the events of the story "Natural Affection (Link)". It can be read independently, but I recommend reading the other story first.

Brad Cooper has a lot of regrets about his past misdeeds.
He longs to be with a girl he knows, Sarah, but through his own actions that will never happen.
Or so he thinks.

Last Regrets - Part 3 of 5

This story is set a week or two after the events of the story "Natural Affection (Link)". It can be read independently, but I recommend reading the other story first.

Brad Cooper has a lot of regrets about his past misdeeds.
He longs to be with a girl he knows, Sarah, but through his own actions that will never happen.
Or so he thinks.

Breathing...Chapter 8

*Before…

I guy shake hands and half-hug grandpa who does the same and pounds me affectionately on my back.

“Welcome back kiddo, you and me and your dad have a lot of stuff to do when you’re not working.”

I fake a smile. “Missed you grandpa, we’ll get things done don’t worry.”

Then grandma hugs me really tightly and she whispers in my ear. “Later tonight when he’s watching his shows I’m coming over. I want to meet Robin.”

Okay...I’m pretty surprised all over again.

*And Now…

Last Regrets - Part 2 of 5

This story is set a week or two after the events of the story "Natural Affection (Link)". It can be read independently, but I recommend reading the other story first.

Brad Cooper has a lot of regrets about his past misdeeds.
He longs to be with a girl he knows, Sarah, but through his own actions that will never happen.
Or so he thinks.

Last Regrets - Part 1 of 5

This story is set a week or two after the events of the story "Natural Affection (Link)". It can be read independently, but I recommend reading the other story first.

Brad Cooper has a lot of regrets about his past misdeeds.
He longs to be with a girl he knows, Sarah, but through his own actions that will never happen.
Or so he thinks.

Indeterminate sentence - Jenny & Stacie (revised 4/10/18)

(Revised 4/10/18) - Caught, convicted and waiting. There was no jury, only a panel of three women to determine your fate here; an indeterminate fate. One day you have a life and the next day you just disappear… for an indeterminate period of time. No hope of rescue. No recourse. The only ‘course’ you could expect was intercourse we were told.

(This story is ADULT fiction. There will be four chapters. Comments are appreciated.)

Prelude – Caught, convicted and waiting: "My name is Jenny"

Days 1 – 14

Suit Yourself

A little bit of fluff inspired by a recent story by one of my favorite authors on this site – me ;)

Walking about at the pool party with all the company top management and VIPs from our most important customers I remembered how hard I had worked to become a ”Suit”. My goal was Customer Relations. My great talent is that I speak several languages. I had not been very successful until my cousin James got promoted, basically for going to work dressed as a woman, and not very convincingly at that! Well, he complains, especially about the high heels. I don’t believe him for a minute. He must be thrilled by his promotion. If he could, so could I!

All for One Silly Joke!

Wednesday morning as I entered the office Veronica in reception greeted me

- Hi, James. Nice to see you dressed properly again.

I hated it. Just because I decided to joke the Friday before and come dressed in a skirt, a nice blouse that just barely showed the bra under it, pantyhose and shoes with a bit of a heel my life was utterly and completely destroyed. My girlfriend and I had thought it would be hilarious and she had helped me to put on some make-up. Nothing over the top. Just some nice make-up that actually made my 25 year old but unfortunately rather babyish face a bit more mature.

At first everything went according to plan. The other engineers got the joke and had fun comparing my outfit with the usual “dress code” at the design office, i.e. jeans, baggy college shirts and such. Actually I was the only one in a skirt. Not that there were many females among us but anyway. I also got compliments from other people that I met while going from one place another. In one morning I had become modestly famous in the company. Then things started to go wrong, terribly, horribly wrong.

The Boy on the milk carton

.
.The boy on the Milk Carton

Written by Dauphin
Who was the boy on the milk carton?
"Once in a while we get a gem, and this one had my hankies out and emotions flowing" Diana
"I did not want a story about MtF, but turning the story upside down and was a bit original. I really had fun doing this and it was like I was living in the story! " Dauphin

The Accident


A bike ride takes a turn for the worst...or is it for the better?

I am a cross dresser. Not being one to mince words we might as well get that out in the
open straight-away. I can almost say I always have been. My bike racing career started as
a means to hide my full time hairless body. At first it was just an excuse, but as I got
better, I spent more on my kit and then the bike and then the kit and…well, you know
how those things progress.

Barrack Room Betty Chapter 03

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Barrack Room Betty
By
Michele Nylons

Chapter Three – Michele’s Story

It is obvious to all, especially Spike, that Michele is very effeminate and far too adept at crossdressing to have just picked up the skills required to transform from recruit sailor to sexy Wren overnight. She is confronted by Spike and with a little coaxing she tells him of her turbulent past, and why she ran away and joined the navy.

The Awakening - Chapter 04.

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The Awakening
By
Michele Nylons

Part Four – Michele Returns

A lousy rushed ending to a story that should have been better but I was impatient when I wrote it. Note the cautions, it's really only masturbatory fodder I'm sorry.

To get a Hero

.
.To get a Hero

Written by Dauphin
A boy would do anything to speak with a soldier, even pretend to be a girl
"Cute how far a boy would go to meet his hero!" Diana
"People believe what they would and misunderstand what they would" Dauphin

The Awakening - Chapter 03.

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The Awakening
By
Michele Nylons

Part Three – The Cost of Doing Business

John, the computer guy, blackmails Michele when he finds the secret files of her crossdressed on her computer. Michele decides to turn the tables and lays a trap but things don't turn out quite as expected.

Arabian Nights Chapter 05.

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Arabian Nights
By
Michele Nylons

Part Five – Defiled

Michele is trying to make the best of a bad situation when Jamhal enters her quarters and forces himself on her. Note the cautions please for this chapter

Reversals - Ch15

A successful woman is convinced a female lead marriage is the best path forward and as her career is taking off, her unemployed husband is expected to fill traditional female roles like homemaker and nursing mother. In this chapter... Erica refuses treatment.

Caroll's Capers

When Carl meets his Aunt Carrie at his father's wedding, he little realises he will be quickly transformed into someone he really wants to be, and within a few months, married and experiencing the effects of pregnancy. But pregnancy and motherhood is not much fun, as Carl will find out.

If you're new to my stories, this may sound like fantasy; it's not. Set in Seacombe, a fictional town on the south coast of England, a company called Big Busts can supply garments to those who want to appear to be a different gender.

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