‘crossdressing’ stories

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crossdressing

Slave History

A sissy slave describes her past.

BDSM 04/11/2017

Sarah Visits a Sex Club

Sarah in a sex club.

Transsexuals & Crossdressers 04/08/2017

You're My Bitch Now Ch. 03

Rick has an encounter with his boss at work.

Transsexuals & Crossdressers 04/06/2017

Freaky Fuckday

A husband and wife wish they understood each other better...

Sci-Fi & Fantasy 04/05/2017

You're My Bitch Now Ch. 02

Rick gets much closer to Chris.

Transsexuals & Crossdressers 04/05/2017

Aphora's Mission Ch. 14

Pa-shanti attaches a ribbon to her discovery.

Transsexuals & Crossdressers 03/31/2017

Dress like Mia when She's Gone Pt. 06

An amazing date night as a woman with a Masculine man.

Transsexuals & Crossdressers 03/30/2017

My VideoChat Error Ch 14

The Trip Pt V. Shauna has a threesome with Jerome and Janine.

Fetish 03/29/2017

The Bus Man Ch. 03

Sissy Faggot Romance.

Gay Male 03/28/2017

Strip Pool

A day of feminization ends with an unexpected surprise.

Transsexuals & Crossdressers 03/27/2017

Sarah Visited an Adult Book Store

Sarah Visited an Adult Book Store and gets to taste cum.

Transsexuals & Crossdressers 03/23/2017

Rite of Passage Ch. 03

Jamie's corruption furthers with help from his crush, Kelly.

Transsexuals & Crossdressers 03/22/2017

Housing Developments Ch. 02

More discovery and not just by James.

Transsexuals & Crossdressers 03/17/2017

Oh Brother!

It's his brother that awakens his journey to femininity.

Incest/Taboo 03/16/2017

Sarah has fun at Thanksgiving

Sarah wanted to be naughty dressed as a girl.

Transsexuals & Crossdressers 03/15/2017

The Weekend Ch. 03

Aspen's night begins.

BDSM 03/14/2017

Pretty in Pink Ch. 06

Husband and wife go on trips as girlfriends.

Transsexuals & Crossdressers 03/10/2017

Housing Developments Ch. 01

Discovery begets discovery.

Transsexuals & Crossdressers 03/10/2017

A Boiled Frog Pt. 02

Simmering in Las Vegas.

Transsexuals & Crossdressers 03/10/2017

My New Family Ch. 03

Problems get solved.

Transsexuals & Crossdressers 03/09/2017

Emily Ch. 02

Emily finds herself.

Transsexuals & Crossdressers 03/08/2017

Notes to a Future Mistress

What makes a loving and caring partnership?

Transsexuals & Crossdressers 03/07/2017

Repurposed

Crossdresser struggles with having voice heard.

Transsexuals & Crossdressers 03/04/2017

Aphora's Mission Ch. 13

Learning the Fire Dance.

Transsexuals & Crossdressers 03/03/2017

My New Family Ch. 02

Family comes together.

Transsexuals & Crossdressers 03/02/2017

Fun in the Sun

Voyeuristic fun with my neighbour, John.

Gay Male 03/01/2017

Alternate Reality Ch. 04

Both my avatar Krystal and I get a surprise ending.

Transsexuals & Crossdressers 02/27/2017

My Girlfriend's Sissy Roommate Ch. 03

Things get steamy with the poly triad.

Transsexuals & Crossdressers 02/26/2017

Pretty in Pink Ch. 05

Husband and wife continue crossdressing fun.

Transsexuals & Crossdressers 02/25/2017

Can I Try? Pt. 03

Trevor and his Mom get a LOT closer.

Incest/Taboo 02/24/2017

My New Family

Widower finds his new family, young dad finds new role.

Transsexuals & Crossdressers 02/23/2017

Alternate Reality Ch. 03

Pregnant Krystal still trapped in VR.

Transsexuals & Crossdressers 02/22/2017

The Solicitor & The Baroness Ch. 00

No ocean of difference is too large for love.

Gay Male 02/21/2017

Julian to Julia Ch. 03

A sissy is fucked by sexy cousin.

Incest/Taboo 02/20/2017

Meeting a Cross Dresser Ch. 01

A transgender woman meets a cross dresser.

Transsexuals & Crossdressers 02/20/2017

Found - Again

Continuing story of being found by my neighbor and co worker.

Transsexuals & Crossdressers 02/18/2017

Rebecca and Ethan Ch. 07

Ethan gives Rebecca a blow job.

Transsexuals & Crossdressers 02/14/2017

Escapism: Nightingale

A reflection of a sissy's journey to womanhood.

Transsexuals & Crossdressers 02/14/2017

Quickie

After girlfriends pass out, two guys have crossdressing fun.

Transsexuals & Crossdressers 02/13/2017

Going Gurly Ch. 01: Cara's Clitty

first time with my crossdressing mentor.

Transsexuals & Crossdressers 02/13/2017

Aphora's Mission Ch. 12

We plant a garden.

Transsexuals & Crossdressers 02/13/2017

Giving My Ass to a Wealthy Stranger

Straight young man dolls himself up and services cock.

Transsexuals & Crossdressers 02/13/2017

Alternate Reality Ch. 01

CD - VR player becomes a true woman.

Transsexuals & Crossdressers 02/10/2017

Julian to Julia Ch. 02

A sissy's coming out party.

Incest/Taboo 02/09/2017

'Jenny' & 'Mike': Romance & Threesomes

More pegging in public and a fun threesome to end the night.

Transsexuals & Crossdressers 02/09/2017

Escapism: The Modern Man

Escapism can be a wonderful thing.

Transsexuals & Crossdressers 02/07/2017

Liz and John Solve Their Problem

John can't impregnate Liz. Another man has a go.

Fetish 02/07/2017

First Time in the City

Michael meets a powerful man and becomes Julia.

Transsexuals & Crossdressers 02/06/2017

Sam's Pink Panties

Henry's friend is a girl now, and he wants to know more...

Transsexuals & Crossdressers 02/02/2017

Julian to Julia Ch. 01

A panty boy is caught and transformed by sexy cousin.

Incest/Taboo 02/01/2017

How Marissa Became a Woman

Married CD experiences his fantasies with Wife's help.

Transsexuals & Crossdressers 02/01/2017

Reid and Morgan Pt. 03

Morgan wants to do it right this time.

Celebrities & Fan Fiction 02/01/2017

Epiphany At An Epiphany Party

Discovering a change in desires.

Transsexuals & Crossdressers 01/31/2017

Turnabout Institute

Husband and Wife swap bodies in this SF tale.

Erotic Couplings 01/28/2017

Reid and Morgan Pt. 02

Reid reveals a secret and Morgan gets a blowjob.

Fetish 01/26/2017

Twin Hearts

Managing a "girl" band of boys is a new experience.

Transsexuals & Crossdressers 01/26/2017

The Gay Wife Ch. 02

A Gay Couple where one man lives full time as a woman.

Transsexuals & Crossdressers 01/23/2017

The Bus Man Ch. 02

A sissy faggot romance.

Transsexuals & Crossdressers 01/23/2017

The Bus Man Ch. 01

A sissy faggot romance.

Transsexuals & Crossdressers 01/22/2017

Aphora's Mission Ch. 09

Miss U.S.A. in the Sky with Jewels.

Transsexuals & Crossdressers 01/20/2017

The Consequences of a Winter Storm

A college aged babysitter is caught dressed as the wife.

Transsexuals & Crossdressers 01/20/2017

Daddy's Special Girl

I am caught wearing my Mom's panties by my step-dad.

Transsexuals & Crossdressers 01/18/2017

Aphora's Mission Ch. 08

Double your pleasure, double your trouble.

Transsexuals & Crossdressers 01/16/2017

New Years Eve for Charlie

CD slave steps out of line and are taken by his mistress

Transsexuals & Crossdressers 01/15/2017

First Time as Sissy

My story visiting a dominatrix and dressing as a woman.

Transsexuals & Crossdressers 01/14/2017

Sissy Instructions

A sissy must prepare humiliatingly for her Mistress.

BDSM 01/13/2017

Becoming Jessica Pt. 02

Jessica and Emma go to a piano bar.

Transsexuals & Crossdressers 01/12/2017

Never Saw it Coming

Jack gets the worst notice ever and his life changes forever.

Transsexuals & Crossdressers 01/12/2017

The Homosexual Sissy Wife

"Fifty Shades of Gay"

Transsexuals & Crossdressers 01/12/2017

Dress like Mia when She's Gone Pt. 05

How I gave my first Blowjob and got my first man crush.

Transsexuals & Crossdressers 01/10/2017

Aphora's Mission Ch. 07

The blossoming.

Transsexuals & Crossdressers 12/30/2016

Two Good Neighbors Ch. 06

The neighbors experience both joy and heartbreak.

Mind Control 12/30/2016

Aphora's Mission Ch. 06

Be prepared.

Transsexuals & Crossdressers 12/27/2016

Aphora's Mission Ch. 05

Mail order bodies.

Transsexuals & Crossdressers 12/23/2016

Are You a Sissy?

Exposed at work and entrapped by a co-worker.

Transsexuals & Crossdressers 12/22/2016

Dress like Mia when She's Gone Pt. 04

Crossdressed: A casual drink with Jay ends at my home.

Transsexuals & Crossdressers 12/22/2016

Dress like Mia when She's Gone Pt. 03

How a stranded CD gets rescued by a man.

Transsexuals & Crossdressers 12/20/2016

Caught In Lingerie

Young man gets caught by neighbor and leads to sex!

Transsexuals & Crossdressers 12/20/2016

Aphora's Mission Ch. 04

Buy into the plan?

Transsexuals & Crossdressers 12/18/2016

Dress like Mia when She's Gone Pt. 02

My first time crossdressing in public and I'm stranded.

Transsexuals & Crossdressers 12/16/2016

My VideoChat Error Ch 13

The Trip Pt IV. Shauna picks up a well hung stud to satisfy.

Fetish 12/15/2016

Dress like Mia when She's Gone Pt. 01

I coped with my wife's 7 month deployment by becoming her.

Transsexuals & Crossdressers 12/15/2016

Sissy Chantel, New Reality Ch. 11

Sunday Afternoon Fun.

Transsexuals & Crossdressers 12/14/2016

Truth or Dare Sissy

A high school party game of 'truth or dare' goes wrong.

Transsexuals & Crossdressers 12/13/2016

Arthur's Hypnotic Transition

Arthur's college roommates ensure college life is exciting.

Mind Control 12/10/2016

A Jones for Reene

A straight thug has a gay sub/Dom sexual encounter.

Transsexuals & Crossdressers 12/10/2016

Women's Studies Ch. 05

"You're a lady. Cock handling is your business!" Kennedy.

Transsexuals & Crossdressers 12/10/2016

Crossed Wires

A mixup leads to Sandy and I switching things up.

Transsexuals & Crossdressers 12/07/2016

Straight to Bi, Cam to Real Life

Access to gay porn leads to some new experiences.

Gay Male 12/06/2016

Sissy Chantel, New Reality Ch. 10

My First Saturday and Sunday at 'The Agency.'

Transsexuals & Crossdressers 12/06/2016

Aphora's Mission Ch. 03

The reward for being a good boy.

Transsexuals & Crossdressers 12/04/2016

Bah Humbug

Not everyone likes Christmas, until...

Transsexuals & Crossdressers 12/04/2016

Aphora's Mission Ch. 02

Compliance, and the evaluation.

Transsexuals & Crossdressers 12/03/2016

Kneeling for Daddy

Caught crossdressing and Daddy takes advantage and control.

Incest/Taboo 12/01/2016

Sissy Chantel, New Reality Ch. 09

A full shift to pull today and tonight.

Transsexuals & Crossdressers 12/01/2016

Sarah Visits at a Nudist Beach

Sarah has fun at a nudist beach.

Transsexuals & Crossdressers 11/28/2016

Sissy Chantel, New Reality Ch. 08

Moving on with my life at 'The Agency'.

Transsexuals & Crossdressers 11/27/2016

Ugly Duckling to Sissy Princess

Tiny and undesirable boy discovers a new life as a sissy.

Transsexuals & Crossdressers 11/26/2016

Pretty in Pink Ch. 03

Husband continues crossdressing.

Transsexuals & Crossdressers 11/25/2016

Obedient Delicious Submission

His wife comes home early and gets a submissive sissy toy.

Transsexuals & Crossdressers 11/24/2016
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