‘crossdressing’ stories

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crossdressing

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

Sissy Chantel, New Reality Ch. 07

My New Start To My Sissy Life.

Transsexuals & Crossdressers 11/22/2016

Recruited as a Man-wife

Fulfilling repressed desires.

Gay Male 11/18/2016

The Roommate Pt. 17 - Miranda

Hello again Miranda.

Transsexuals & Crossdressers 11/17/2016

Sneaking into a Frat House Party

Freshman learns how to sneak into Frat House party as a girl.

Transsexuals & Crossdressers 11/16/2016

Found

Story of a crossdresser being found and used.

Transsexuals & Crossdressers 11/11/2016

My Obsession Ch. 02

A young gurl becoming a wuman.

Transsexuals & Crossdressers 11/08/2016

Two Good Neighbors Ch. 05

Kyle assumes new duties.

Mind Control 11/05/2016

My Job as a Tester Ch. 04

Mac has a lot to look forward too.

Fetish 11/05/2016

My Job as a Tester Ch. 03

Mac' fun continues at the Medical Supply Store.

Fetish 11/04/2016

Cockatoo Pt. 30

Pao had just been stabbed at Cockatoo. Its pandemonium.

Transsexuals & Crossdressers 11/04/2016

My Job as a Tester Ch. 01

A man lands a job at a Medical Supply Store with benefits.

Fetish 10/31/2016

Two Good Neighbors Ch. 04

Kyle finally sucks his neighbor's cock.

Mind Control 10/30/2016

Mistress Chantel, Tranny Dominatrix Ch. 16

Wedding and Wedding night passion and love.

Transsexuals & Crossdressers 10/28/2016

The Roommate Pt. 16 - Miranda

Lori plays with the other side.

Transsexuals & Crossdressers 10/27/2016

Sissy Chantel, New Reality Ch. 03

Sucking cock, public humiliation and a good butt fuck.

Transsexuals & Crossdressers 10/24/2016

Mistress Chantel, Tranny Dominatrix Ch. 15

We meet each other’s parents.

Transsexuals & Crossdressers 10/18/2016

Curiosity Embarressed the Cat

He meets some men, ends up humiliated and loving it.

Gay Male 10/18/2016

How to Become a Sissy/Cuckold

For husbands wanting change in their marriage.

How To 10/18/2016

Tear It Up: Under Pressure

Dan experiences David's ass at last and a threesome.

Group Sex 10/16/2016

My Girlfriend's Sissy Roommate Ch. 02

What's a little menage a trois among friends?

Loving Wives 10/15/2016

Sissy Chantel, New Reality Ch. 01

Chantel finds sissy fantasy will become her sissy reality.

Transsexuals & Crossdressers 10/14/2016

My Obsession

A young girl becoming a woman.

Transsexuals & Crossdressers 10/13/2016

The Roommate Pt. 15 - Miranda

Lori's choice.

Transsexuals & Crossdressers 10/12/2016

Prison Life Ch. 01

Steven goes from frat boy to Prison Bitch.

Gay Male 10/11/2016

Backdoor Man Ch. 06

Sanjay learns what a drag his day is to be.

Transsexuals & Crossdressers 10/11/2016

'Jenny' & 'Mike': Fantasy Sunday

More gender reversal pegging with fantasy play.

Transsexuals & Crossdressers 10/10/2016

My Girlfriend's Sissy Roommate

Man learns that his girlfriend's best friend is a sissy.

Transsexuals & Crossdressers 10/09/2016

Tear It Up: Hammer to Fall

Family meetings, major decisions, and consequences.

Incest/Taboo 10/09/2016

Mistress Chantel, Tranny Dominatrix Ch. 12-13

Kerri & Chantel at work. Plus a family/friends party.

Transsexuals & Crossdressers 10/04/2016

Hotel Night

A young crossdresser has his first gay sexual experience.

Gay Male 10/02/2016

Pretty in Pink Ch. 02

Crossdresser encouraged by his wife.

Transsexuals & Crossdressers 09/30/2016

The Roommate Pt. 14 - Miranda

A Dateline video.

Transsexuals & Crossdressers 09/30/2016

Fair Is Fair Ch. 05

Hot Saturday Night with my Brother in Law.

Gay Male 09/29/2016

Prince Gyllen Ch. 09

Climb aboard and bring along all your hopes and dreams.

Lesbian Sex 09/28/2016

My VideoChat Error Ch 11

Trip Pt II More anal servitude for Shauna.

Fetish 09/28/2016

Sarah was Made into a Model

Sarah was made into a model

Transsexuals & Crossdressers 09/26/2016

Two Good Neighbors Ch. 02

Roberts continues his conquest.

Mind Control 09/26/2016

Pretty in Pink

Wife finds his stash of female clothing.

Fetish 09/24/2016
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