‘crossdresser’ stories

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crossdresser

Biker Bitch Ch. 02

Cassie's back story. How she became a biker transvestite.

Transsexuals & Crossdressers 12/14/2017

Little Brother is Now Lil Sis

Brooke recently transitioned, big bro Jeff finds out...

Incest/Taboo 12/14/2017

Biker Bitch Ch. 01

Biker is found to be a closet transvestite & pays the price.

Transsexuals & Crossdressers 12/13/2017

Kimmy's Discovery Ch. 04

The continuing story of young Kimmy and her self-discovery.

Transsexuals & Crossdressers 12/09/2017

Recruiting of a Sissy Maid Ch. 14.5

Bailey T-girl looking for men.

Transsexuals & Crossdressers 12/06/2017

Tomorrow was My 25th Birthday Ch. 01

This story is a tale of a young boy and his development.

Incest/Taboo 12/06/2017

Micheal Finds Jamie

Straight guy finds his buddy all dolled up and gets some.

Transsexuals & Crossdressers 12/03/2017

Recruiting of a Sissy Maid Ch. 14

A wonderful night in Hollywood ends very special.

Transsexuals & Crossdressers 11/30/2017

A Morning's Service Ch. 03

My Dom continues my training and cuckolds me.

Transsexuals & Crossdressers 11/29/2017

A Sissy's Forced Gangbang Pt. 02

The cum humiliation goes on.

Transsexuals & Crossdressers 11/29/2017

Teen Boy Becomes a Girl for his BFF Pt. 03

Ryan takes Kelly on holiday, but there's trouble at security.

Transsexuals & Crossdressers 11/29/2017

A Morning's Service Ch. 02

My Dom continues my training.

Transsexuals & Crossdressers 11/26/2017

Travelling

Cross dressing discovery.

Gay Male 11/25/2017

Eric's Dreams Pt. 05

To go on a date as a woman? Or a man? Eric must decide.

Transsexuals & Crossdressers 11/25/2017

Pantyboy

Crossdresser's first exploration.

Transsexuals & Crossdressers 11/23/2017

A Sissy's Forced Gangbang Pt. 01

A sissy is turned into a gang bang cum slut for the night.

Transsexuals & Crossdressers 11/21/2017

Crossdressing Marriage

Even his wife wants him to put on a dress and get fucked.

Transsexuals & Crossdressers 11/18/2017

A Sissy's Truth or Dare Pt. 02

The Truth or Dare becomes an orgy.

Transsexuals & Crossdressers 11/18/2017

Mom's in Town Ch. 10

Room service.

Incest/Taboo 11/14/2017

Market Pickup

A lifelong crossdresser is unexpectedly hit upon.

Transsexuals & Crossdressers 11/12/2017

Recruiting of a Sissy Maid Ch. 11

Chantel plays sexy like with staff and with her love Carl.

Transsexuals & Crossdressers 11/07/2017

The Grad House

Grad student transforms with help from three new room mates.

Transsexuals & Crossdressers 11/06/2017

Crossdresser's Unexpected First Time

First Time for CD comes randomly.

Gay Male 11/04/2017

T-Girl Disco Hoe

T-Girl leaves work as a man and ends up with a man inside.

Transsexuals & Crossdressers 11/03/2017

A Love Letter to My Fantasy

A night with you, my dream man.

Transsexuals & Crossdressers 10/30/2017

Caught in her BA uniform!

She returned unexpectedly...my life was about to change.

Transsexuals & Crossdressers 10/28/2017

Contentment at Last

Forced into slavery.

Transsexuals & Crossdressers 10/23/2017

Big Bobby and Sweet Sally Ch. 02

The road calls and Sweet Sally follows.

Transsexuals & Crossdressers 10/18/2017

Stevie's Coming Out Ch. 03

Young crossdresser goes out for the first time.

Transsexuals & Crossdressers 10/04/2017

My Husband a Pornstar Ch. 02

Wife watches the first film with husband's master.

Transsexuals & Crossdressers 10/01/2017

For a Friend

Becoming Tori.

Transsexuals & Crossdressers 09/30/2017

Straight Guy Gets Some "Strange"

An unhappily married man finds the "woman" of his dreams.

Interracial Love 09/28/2017

Coffee with Danielle

I meet a new friend and we bond over coffee.

Transsexuals & Crossdressers 09/28/2017

Satan's Sissy

A tormented sissy prays to Satan to make him female.

Transsexuals & Crossdressers 09/27/2017

The Moulding of a Transvestite

A transvestite goes on a date that turns into an adventure.

BDSM 09/27/2017

My Husband a Pornstar

A loving and caring husband is made to explore his sexuality.

Transsexuals & Crossdressers 09/27/2017

A Sissy is Forged

A crossdresser meets a fork in the road. Fun lies ahead.

Transsexuals & Crossdressers 09/26/2017

Recruiting of a Sissy Maid Ch. 04

Continuing with Chantel's first day at The Jade Maid Club.

Transsexuals & Crossdressers 09/26/2017

Filipina & White Husband Go Black!

A married queer and his Filipina wife cheat on each other.

Erotic Couplings 09/26/2017

Sweet Treat Ch. 03

The crossdressing husband heads to the photography studio.

Transsexuals & Crossdressers 09/25/2017

Riley and Julie: Discovery

A surprise visit results in revelations.

Transsexuals & Crossdressers 09/25/2017

Agnes Dourville Ch. 14

Suzy, Bambi and Anthony.

Transsexuals & Crossdressers 09/23/2017

My Black Son

White guy turns sissy slut for his adopted black son.

Incest/Taboo 09/20/2017

A Magical Escape

We meet up for a night of sweet loving.

Transsexuals & Crossdressers 09/17/2017

A Virtual Change in Behavior Ch. 01

An old friend returns with new plans.

Transsexuals & Crossdressers 09/17/2017

Big Bobby and Sweet Sally

Truck stop love blossoms between Big Bobby and Sweet Sally.

Transsexuals & Crossdressers 09/16/2017

Oldie Goldie Ch. 02

An old, mature crossdresser and I finally fuck face to face.

Transsexuals & Crossdressers 09/13/2017

Female Erotic Police Squad Pt. 03

Tori has a part time job after the service.

Fetish 09/08/2017

Finishing School For Ladies Ch. 02

Tranny teaches protegee how to crossdress and seduces her.

Transsexuals & Crossdressers 09/07/2017

Eric's Dreams Pt. 04

Eric becomes Genevieve while jacking off.

Transsexuals & Crossdressers 09/06/2017

Finishing School For Ladies Ch. 01

Transvestite hides in ladies finishing school, sex ensues.

Transsexuals & Crossdressers 09/05/2017

My Two Lovers Ch. 03

Conclusion of the night with my mistress.

Transsexuals & Crossdressers 09/04/2017

The Lure of Cock from the Closet

The Lure of Cock in the Closet of Denial.

Gay Male 08/28/2017

Tara's Journey Continues

Tara goes for a walk, has sex again.

Transsexuals & Crossdressers 08/18/2017

Alex's Sissy Time Goes Wrong Ch. 03

Alex starts his sissification with his daddy online.

Transsexuals & Crossdressers 08/17/2017

Prom? Ch. 05

The fallout from prom, and an encounter with a stranger.

Transsexuals & Crossdressers 08/05/2017

My New Job

A college kid undergoes a transformation at his new job.

Transsexuals & Crossdressers 08/03/2017

The Librarian Ch. 01

The Librarian has a secret and someone is coming for her.

Transsexuals & Crossdressers 08/02/2017

From a Husband to a Dutiful Sissy Ch. 11

Chantel's life its ups and downs.

Transsexuals & Crossdressers 08/01/2017

Hostess with the Mostest Ch. 06

Millie tells Candi about sex with her stepfather.

Incest/Taboo 07/26/2017

Hostess with the Mostest Ch. 05

Candi gets to the training school and fucks John.

Transsexuals & Crossdressers 07/25/2017

Stranger Fuck

A pegging encounter between two strangers at a sex club.

Transsexuals & Crossdressers 07/24/2017

A New Life: Prelude

A crossdresser is turned into a slave by his bully.

Transsexuals & Crossdressers 07/23/2017

Hostess with the Mostest Ch. 04

Gangster Tony finds Candi under the desk and takes her ass.

Transsexuals & Crossdressers 07/23/2017

Must Be My Lucky Day

He prefers to see his daughter’s boyfriend in a dress.

Gay Male 07/21/2017

Hostess with the Mostest Ch. 03

TV Candi needs forged documents and blows the forger to pay.

Transsexuals & Crossdressers 07/20/2017

Hostess with the Mostest Ch. 02

Transvestite uses her guile to become an airline hostess.

Transsexuals & Crossdressers 07/19/2017

Mel Meets Rick Pt. 02

Mel loses her virginity.

Transsexuals & Crossdressers 07/19/2017

Prom? Ch. 04

Prom night! Blackmail, blowjobs, and more for Anna!

Transsexuals & Crossdressers 07/18/2017

Pimped Out White Sissy!

A white sissy boi ends up in the wrong part of town.

Anal 07/18/2017

Hostess with the Mostest Ch. 01

Man considers becoming a TV so he can be an airline hostess.

Transsexuals & Crossdressers 07/18/2017

Dealing with It

A tough 2 questions, life changing.

Transsexuals & Crossdressers 07/17/2017

Pleasing The Head

Harry continues dressing as Harriet and is discovered.

Transsexuals & Crossdressers 07/15/2017

Boys will be Gurls

When Harry helps out a friend and becomes Harriet

Transsexuals & Crossdressers 07/14/2017

Eric's Dreams Pt. 03

Genevieve goes to a Halloween Party.

Transsexuals & Crossdressers 07/07/2017

A Damsel in Distress Ch. 04

Cedric joins in on some family fun.

Transsexuals & Crossdressers 07/06/2017

Horny Sissy Goes to "Heaven!"

A crossdressing sissy finds a new place to do "her" thing!

Transsexuals & Crossdressers 07/06/2017

Tabitha

A friend learns about himself while helping a friend out.

Transsexuals & Crossdressers 07/03/2017

Agnes Dourville Ch. 12

Anton and Antonia.

Transsexuals & Crossdressers 07/01/2017

Prom? Ch. 03

Anna, Natalie and Mike go to a bar. The tension rises.

Transsexuals & Crossdressers 07/01/2017

Driving Home

Georgia meets Steve in the car park on her way home.

Transsexuals & Crossdressers 07/01/2017

Easy to Imagine

He wears a dress for a customer with a good imagination.

Gay Male 06/30/2017

Pretty Chris-tine Ch. 03

Couple go out in public with husband dressed en femme.

Fetish 06/30/2017

Transvixen Tranny Rock Band Ch. 08

Panti & Wendy are forced to fuck the Balzano Brothers.

Transsexuals & Crossdressers 06/29/2017

Transvixen Tranny Rock Band Ch. 07

Panti & Phil get together and Tony shags Michelle.

Transsexuals & Crossdressers 06/28/2017

Transvixen Tranny Rock Band Ch. 06

Wendy and Cherri make love and Panti reforms.

Transsexuals & Crossdressers 06/27/2017

Transvixen Tranny Rock Band Ch. 05

Panti becomes uncontrollable and starts to fuck the groupies.

Transsexuals & Crossdressers 06/23/2017

Agnes Dourville Ch. 11

A major turn of events.

Transsexuals & Crossdressers 06/23/2017

Diva Las Vegas Pt. 03

Couple with trans hubby meet twin male stars at fashion show.

Transsexuals & Crossdressers 06/22/2017

Prom? Ch. 02

Natalie helps Anna shop for a prom dress.

Transsexuals & Crossdressers 06/21/2017

Transvixen Tranny Rock Band Ch. 04

Cherri sacrifices her virginity to Tony to save the band.

Transsexuals & Crossdressers 06/21/2017

Cross-Dressing Vacation with Wife Ch. 01

Hubby's curiosity backfires on vacation.

Transsexuals & Crossdressers 06/18/2017

From a Husband to a Dutiful Sissy Ch. 02

Chapter 2 of this Mistress wife, sissy husband, lifestyle.

Transsexuals & Crossdressers 06/18/2017

Transvixen Tranny Rock Band Ch. 03

Wendy has to submit to Tony to keep the band playing.

Transsexuals & Crossdressers 06/17/2017

Agnes Dourville Ch. 10

Losing it.

Transsexuals & Crossdressers 06/16/2017

My Two Lovers Ch. 02

Play time with my mistress, when my lover is away.

Transsexuals & Crossdressers 06/13/2017

Agnes Dourville Ch. 09

Joining the Royal Order of Corsetry.

Transsexuals & Crossdressers 06/11/2017

Fucked by a Stranger Ch. 02

My second time with a slim asian lover in Hawaii.

Transsexuals & Crossdressers 06/11/2017

Caught

Caught crossdressing and blackmailed into submission.

Gay Male 06/11/2017

Prom? Ch. 01

Andy becomes Anna to help a friend.

Transsexuals & Crossdressers 06/07/2017
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