‘crossdresser’ stories

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crossdresser

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

Agnes Dourville Ch. 08

First kiss.

Transsexuals & Crossdressers 06/05/2017

Trailer Trash Trap

After a long day of work, Steve breeds his redhead trap.

Transsexuals & Crossdressers 06/05/2017

Agnes Dourville Ch. 07

An introduction.

Transsexuals & Crossdressers 06/04/2017

Agnes Dourville Ch. 06

From nightgown to Michelle.

Transsexuals & Crossdressers 06/03/2017

Skype Disaster Pt. 02: Review Meeting

Georgia meets her client for the first time.

Transsexuals & Crossdressers 06/02/2017

Agnes Dourville Ch. 05

Heading for the hills.

Transsexuals & Crossdressers 06/02/2017

Caught Off Guard

I started loving it since then.

Transsexuals & Crossdressers 06/01/2017

A Damsel in Distress Ch. 03

Cedric learns his duties.

Transsexuals & Crossdressers 05/31/2017

A Sissy's Lifestyle

The day to day activities of a sissy in an adult arcade.

Anal 05/31/2017

The Trade Show Pt. 03

Georgia and Cindy get to know each other better.

Transsexuals & Crossdressers 05/28/2017

Kissing Crossdressers Pt. 02

Crossdressing dreams start coming true.

Transsexuals & Crossdressers 05/27/2017

It Started with a Prom Date

The prom leads to marriage.

Transsexuals & Crossdressers 05/27/2017

A Visit from a Friend

A morning visit from a special friend.

Transsexuals & Crossdressers 05/25/2017

Twin Hearts Ch. 02

After good news, Ashley wants a reward.

Transsexuals & Crossdressers 05/25/2017

Marrying My Tomboy Wife

He wears the dress to marry his Tomboy dream girl.

Transsexuals & Crossdressers 05/24/2017

Street Walking Sissy Boy!

A man pimps his homosexual.

Anal 05/23/2017

Cucky Trained by CD DOM Pt. 05

Cuck spends a weekend being trained to be the perfect sissy.

Transsexuals & Crossdressers 05/23/2017

A Taste for Bikinis

What feels better than silk? Sharing your secrets.

Transsexuals & Crossdressers 05/22/2017

Sissy Keven Jeanne Bardot

An extremely feminine sissy reflects upon her life.

Erotic Couplings 05/22/2017

Cucky Trained by CD DOM Pt. 04

Cuck spends a weekend being trained to be the perfect sissy.

Transsexuals & Crossdressers 05/19/2017

Seaside Pt. 01

We enjoy our coastal getaway.

Transsexuals & Crossdressers 05/19/2017

Agnes Dourville Ch. 04

Sharon, Clarice and Sophia Loren.

Transsexuals & Crossdressers 05/18/2017

Cucky Trained by CD DOM Pt. 03

Wife arranges for cuck to spend a weekend being trained.

Transsexuals & Crossdressers 05/17/2017

Cucky Trained by CD DOM Pt. 02

Wife arranges for cuck to spend a weekend being trained.

Transsexuals & Crossdressers 05/14/2017

Agnes Dourville Ch. 03

Goodbye, mom.

Transsexuals & Crossdressers 05/14/2017

Kissing Crossdressers Pt. 01

Hotwife turns hubby into crossdressing sissy.

Transsexuals & Crossdressers 05/13/2017

Cucky Trained by CD DOM Pt. 01

Wife arranges for cuck to spend a weekend being trained.

Transsexuals & Crossdressers 05/10/2017

Sissy Fantasy to Nightmare

Blackmailed into living out his fantasy on a stag gone wrong.

Transsexuals & Crossdressers 05/07/2017

Dressing But Not Passing

Sissy in public.

Transsexuals & Crossdressers 05/06/2017

Staycation Ch. 01

We find a rare spot of time together at his place, and settle.

Transsexuals & Crossdressers 05/06/2017

Oldie Goldie Ch. 01

An old, mature crossdresser came into my life ...

Transsexuals & Crossdressers 05/06/2017

Eric Becomes Erica Ch. 07

Eric/Erica has mixed emotions about himself.

Incest/Taboo 05/05/2017

Eric Becomes Erica Ch. 06

ERIC becomes the focus of Carla's seduction.

Incest/Taboo 05/04/2017

Filipina Cuckolds Her Sissy Husband

A married couple have sex with black men.

Transsexuals & Crossdressers 05/04/2017

Eric Becomes Erica Ch. 05

Carla continues her seduction of Robert.

Incest/Taboo 05/03/2017

Stress Relief

Sweet TV Noreen finds stress relief after work.

Transsexuals & Crossdressers 05/03/2017

Rear Naked Choke

A crossdressing sissy boi gets a rough fucking in a booth.

Transsexuals & Crossdressers 05/03/2017

My First Time Sucking Cock Pt. 05

Teen (18) male has sex with older male.

Transsexuals & Crossdressers 05/02/2017

My First Time Sucking Cock Pt. 04

Teen (18) has sex with older man.

Transsexuals & Crossdressers 04/30/2017

Best Camping Trip Ever Ch. 04

Sex-filled solo camping trip for CD.

Transsexuals & Crossdressers 04/30/2017

Eric Becomes Erica Ch. 04

Carla begins her seduction of Robert.

Incest/Taboo 04/30/2017

A Damsel in Distress Ch. 02

A fair maiden emerges from the knight.

Transsexuals & Crossdressers 04/29/2017

Eric Becomes Erica Ch. 03

Carla moves in with Erica and Robert.

Incest/Taboo 04/29/2017

Best Camping Trip Ever Ch. 03

Sex-filled solo camping trip for CD.

Transsexuals & Crossdressers 04/29/2017

A Damsel in Distress Ch. 01

A knight will do anything to get his sword back. . . anything.

Transsexuals & Crossdressers 04/28/2017
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