‘crossdresser’ stories

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crossdresser

Le Sexe Superieur Ch. 11

The auditor wears black.

Transsexuals & Crossdressers 09/14/2018

Lost in Ohio Pt. 01

Truck stop.

Transsexuals & Crossdressers 09/14/2018

The Blue Pill Pt. 03

Simone takes the next step.

Transsexuals & Crossdressers 09/12/2018

Francie and Graeme's Defloration

She knows what's good for a man.

Erotic Couplings 09/11/2018

He said "Call me Daddy"

Sissy finds his master.

Transsexuals & Crossdressers 09/11/2018

Pillow Talk Ch. 05

Undercover tranny leads the mob on a little too far.

Transsexuals & Crossdressers 09/07/2018

Sweet Little Snapshots

She gives her boyfriend a surprise while he wears a dress.

Gay Male 09/05/2018

Pillow Talk Ch. 04

Tranny ho is forced to fuck NPYD vice cops to stay undercover.

Transsexuals & Crossdressers 09/05/2018

The Life of Janice Ch. 13

Hannah's Coffee shop and Bookstore.

Transsexuals & Crossdressers 09/04/2018

Pillow Talk Ch. 02

Tranny hooker blows mobster to try to get info for FBI.

Transsexuals & Crossdressers 09/03/2018

My Story of Degradation Ch. 03

I go to Mistress's home and get put into chastity.

Transsexuals & Crossdressers 09/02/2018

Pillow Talk Ch. 01

Cop is forced to go undercover as a transvestite hooker.

Transsexuals & Crossdressers 09/01/2018

Le Sexe Superieur Ch. 10

Tending the home fires.

Transsexuals & Crossdressers 09/01/2018

Sorority Switch Pt. 01

College boy must take his sister's place in sorority rush.

Transsexuals & Crossdressers 08/31/2018

Sissy Maid to Be... Ch. 02

Jenny continues to prepare with Mistress's help.

Transsexuals & Crossdressers 08/30/2018

Passion over Lust

Sarah's had enough of meaningless sex.

Transsexuals & Crossdressers 08/28/2018

Queen of Paradise Ch. 04

Maria and Michelle's adventure continue.

Transsexuals & Crossdressers 08/28/2018

Sissy Maid to Be... Ch. 01

Married sissy in for the experience of her life.

Transsexuals & Crossdressers 08/24/2018

Sissy's Sexy Strut

A sissy dresses every inch a lady and goes out in public.

Transsexuals & Crossdressers 08/24/2018

Long Love Broken Pt. 05

A promise accepted, circles closed.

Transsexuals & Crossdressers 08/22/2018

Daddy Jack Pt. 01

A landlord has a surprising encounter with his cute tenants.

Transsexuals & Crossdressers 08/21/2018

My Stocking Fetish and the Landlord

Male boarder and Female Landlord share stocking fetish sex.

Transsexuals & Crossdressers 08/19/2018

Beanie and Spiro's Great Adventure

Two buttheads join the Navy, what do they see? A lot of sex!

Erotic Couplings 08/17/2018

Sissy Wants Her Wife's Boyfriend Ch. 02

Sissy uses her power to get her way.

Transsexuals & Crossdressers 08/15/2018

Long Love Broken Pt. 04

Promises broken, then a promise given.

Transsexuals & Crossdressers 08/14/2018

The Gas Pump Girl

Small town life with the girl of his dreams.

Transsexuals & Crossdressers 08/12/2018

Once Upon a Laundry Ch. 03

Jeff, Jessy seek out Kimmy individually for their own ends.

Transsexuals & Crossdressers 08/11/2018

Teacher Discovers Tommy's Fetish

Young man explores a taboo side with his gym teacher.

Gay Male 08/10/2018

Sissy Wants Her Wife's Boyfriend Ch. 01

Sissy discovers power over men.

Transsexuals & Crossdressers 08/07/2018

Quite the Shocker

Gurl lusts after her nephew and he takes her.

Transsexuals & Crossdressers 08/07/2018

Kitten's Adventure Ch. 01

A young Danish cross dresser meets her older American Daddy.

Transsexuals & Crossdressers 08/04/2018

Marketplace

Married crossdresser dilemma while out shopping.

Transsexuals & Crossdressers 07/31/2018

Taking One for the Team Pt. 04

Gameday arrives.

Transsexuals & Crossdressers 07/30/2018

Once Upon a Laundry Ch. 01

A crossdresser is caught with panties in the laundry room.

Transsexuals & Crossdressers 07/30/2018

Sissy's Subservience to Wife Ch. 01

Hotwife transformed me into a sissy cuckold.

Transsexuals & Crossdressers 07/28/2018

Caged and Used

Caged sissy is used as a woman.

Transsexuals & Crossdressers 07/27/2018

Sickness, or a Blessing?

A mysterious illness robs Stephen of his masculinity.

Transsexuals & Crossdressers 07/27/2018

Do You Think I'm Sexy?

A straight man is seduced by his crossdressing roommate.

Transsexuals & Crossdressers 07/26/2018

Virgin Femboi

A secret sissy is fucked in his sleep by his roommate.

Transsexuals & Crossdressers 07/26/2018

Just This Once Ch. 01

A troubled student gives into his gay desires and fantasies.

Transsexuals & Crossdressers 07/24/2018

Just a Summer Job Pt. 01

Girls at work have some fun with the new guy.

Transsexuals & Crossdressers 07/24/2018

Long Love Broken Pt. 03

Moments of light and dark. Some more than others.

Transsexuals & Crossdressers 07/20/2018

My First Experience with an Old Man

Young man meets old widower for first time.

Transsexuals & Crossdressers 07/17/2018

A Night with Daddy Alpha

A sissy's first time with a dominant male.

Transsexuals & Crossdressers 07/15/2018

The Locksmith

Fantasy night goes awry, sexual awakening begins.

Transsexuals & Crossdressers 07/13/2018

Dressing for Larry and Friends

Bi Male continues his adventures in cross-dressing.

Transsexuals & Crossdressers 07/13/2018

My First Crossdressing Camp Out

Becky dresses up for some outdoor fun in the New Forest.

Transsexuals & Crossdressers 07/06/2018

Dressing for Larry

Mature bi tries crossdressing.

Gay Male 07/05/2018

Rediscovery

A young crossdresser gets caught doing what he loves.

Transsexuals & Crossdressers 07/03/2018

My Sister Jodi

Bill gets caught wearing his sister Jodi's lingerie.

Incest/Taboo 06/28/2018

Caged!

Caged for the first time.

Transsexuals & Crossdressers 06/16/2018

Life's Changes Ch. 02

Changes continue.

Transsexuals & Crossdressers 06/15/2018

How I Became a Transvestite

A man's journey into crossdressing.

Transsexuals & Crossdressers 06/15/2018

Online Male Crossdresser for Male

I met a crossdresser online.

Fetish 06/14/2018

That Sleepover with Sam

A story of the sleepover I had been waiting for.

Transsexuals & Crossdressers 06/13/2018

Boy to Bride Pt. 01 Ch. 01

Adam MacDonald's secret life of CDing is found out!

Transsexuals & Crossdressers 06/12/2018

Fine Tuning

Wife's cross-dressing game with husband opens new frontiers.

Transsexuals & Crossdressers 06/06/2018

The Pantysissy Diaries Ch. 02

Jaymie begins her transition from a pantyboy to a pantysissy.

Transsexuals & Crossdressers 06/02/2018

Gas Money

First time experience with a sissy boy.

Transsexuals & Crossdressers 06/02/2018

Sissy Secret Exposed Ch. 01

Wife discovers his secret and suggests a course of action.

Fetish 06/01/2018

Three Perfect Days

Three Perfect Days, Living as a Woman.

Transsexuals & Crossdressers 05/31/2018

Feminized to be Her Lesbian Girlfriend

A coercive neighbor forcibly feminizes me.

Transsexuals & Crossdressers 05/30/2018

Transformed, CD Domme Gets Her Man

A typical businessman changes into crossdresser dominatrix.

Transsexuals & Crossdressers 05/21/2018

My Wife and I Became Sluts Pt. 01

How my wife and i became sluts.

Transsexuals & Crossdressers 05/17/2018

First Time Fully Caught Dressed Outdoor

Dressed outdoors first time and propositioned.

Transsexuals & Crossdressers 05/15/2018

Le Sexe Superieur Ch. 09

Remember the bunnies?

Transsexuals & Crossdressers 05/10/2018

Tee

The start of our long term encounters.

Transsexuals & Crossdressers 05/10/2018

Abandoned Parking Lot Pt. 01

After fighting with a drunk girlfriend, a boy is fed up with.

Transsexuals & Crossdressers 05/09/2018

Wife's Early Return

Wife comes home one night early to find dressed-up hubby

Transsexuals & Crossdressers 05/01/2018

Kayla Caught Me Ch. 01

Got caught xdressing.

Transsexuals & Crossdressers 04/23/2018

The Guy in My Wife's Panties

Hotwife turns hubby into crossdressing faggot.

Transsexuals & Crossdressers 04/22/2018

My Wife helped Me Become a Girl

Living as a girl with a wife.

Transsexuals & Crossdressers 04/08/2018

New Changes

I find a new app that changes my sex life entirely.

Transsexuals & Crossdressers 04/07/2018

Boyfriend Sexfight

Boyfriends sexfight for their crossdressing gurlfriends.

Transsexuals & Crossdressers 04/07/2018

Simple Submission

Her neighbor wants to be submissive while wearing a dress.

Gay Male 04/06/2018

Kyle - My First Public Date

Leigh’s first public date.

Transsexuals & Crossdressers 04/05/2018

A Christmas Surprise

My wife finds my secret and embraces it for the holidays.

Transsexuals & Crossdressers 04/03/2018

I Became a Girl in College

Learning to make love as a girl.

Transsexuals & Crossdressers 03/31/2018

How I was Forced Out of the Closet

A closet amateur Crossdresser meets a confident one.

Transsexuals & Crossdressers 03/29/2018

A Handy Surprise Ch. 03

Dylan fixes a relationship.

Transsexuals & Crossdressers 03/29/2018

The Cure You Need

Lee gets the massage of a lifetime.

Transsexuals & Crossdressers 03/29/2018

What a Surprise!!

A night out ends up with a most amazing surprise.

Transsexuals & Crossdressers 03/24/2018

Code Pink: A Sissy Island Story

An emergency that only sissies can handle.

Transsexuals & Crossdressers 03/24/2018

Rachel's Crossdressing Daddy

Daughter accidentally discovers her father's kinky secret.

Transsexuals & Crossdressers 03/20/2018

Lovely Brunette

She comes home and catches her husband wearing a dress.

Gay Male 03/16/2018

My Husband a Pornstar Ch. 04

End of the Story.

Transsexuals & Crossdressers 03/16/2018

A Handy Surprise Ch. 02

An unexpected person complicated things further.

Transsexuals & Crossdressers 03/15/2018

My Office Sissy Slut Pt. 01

You volunteer to your boss' sissy slut.

Text With Audio 03/15/2018

Barbara's Binoculars

What happens when the girl next door isn’t nice?!

Transsexuals & Crossdressers 03/14/2018

A Handy Surprise Ch. 01

A gurl has the house all to herself, or does she?

Transsexuals & Crossdressers 03/10/2018

Mistress Kate Pt. 03

Leslie becomes the house whore.

Transsexuals & Crossdressers 03/09/2018

Discovery by Disguise

Husband cross dressed for Halloween discovers his true self.

Transsexuals & Crossdressers 03/07/2018

PARTYBOY and His Bitch Wife

A Description of Meanie & The first Installment of PARTYBOY.

BDSM 03/06/2018

Intruders in the Night

This may not be the right time to wear a dress.

Gay Male 03/05/2018

Mistress Kira's DOACD Bucket List

Steven make a list of naughty things.. He's going to get it.

Transsexuals & Crossdressers 02/24/2018

The House Sitter

House sitting just took an interesting turn for Francis.

Transsexuals & Crossdressers 02/18/2018

Le Sexe Superieur Ch. 05

Andrea's curves.

Transsexuals & Crossdressers 02/16/2018

Girls Club Ch. 01

Crossdressing escort juggles double life.

Transsexuals & Crossdressers 02/15/2018

Caught In Lingerie Ch. 02

Sissy boy used again...and loves it!

Transsexuals & Crossdressers 02/14/2018

Le Sexe Superieur Ch. 04

Peyton's pool room.

Transsexuals & Crossdressers 02/08/2018
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