‘crossdressing’ stories

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crossdressing 

Let the Games Begin! (JOI Idea)

A new take on a Femdom JOI .

Toys & Masturbation 03/18/2019

The Internationals Ch. 02

My education is broadened by two Englishmen.

Gay Male 03/17/2019

The Internationals Ch. 01

Two US grads continue their education in the UK.

Gay Male 03/16/2019

Mama's Girl

I became a sissy and suck an ebony woman's dick to survive.

Transgender & Crossdressers 03/13/2019

White Gurl and Her Black Man

White guy becomes black man's gurl.

Transgender & Crossdressers 03/12/2019

The Prisoner Wore Panties Ch. 06

Final chapter as our POW princess tries to get home to UK.

Transgender & Crossdressers 03/07/2019

Confessional Virgin

Lingerie in the Confessional.

Transgender & Crossdressers 03/07/2019

The Prisoner Wore Panties Ch. 05

Escaped transvestite POW is in hiding in Germany.

Transgender & Crossdressers 03/06/2019

Lost Phone Ch. 03

First day on the job, last day without breasts.

Transgender & Crossdressers 03/03/2019

The Prisoner Wore Panties Ch. 03

Trans prisoner attracts the attention of the camp Commandant.

Transgender & Crossdressers 03/02/2019

Working Out Issues Ch. 04

Mel buys new clothes for work, Adam gives him a massage.

Transgender & Crossdressers 02/28/2019

Magic Dress - Michelle Pt. 01

Michael becomes Michelle.

Transgender & Crossdressers 02/28/2019

The Prisoner Wore Panties Ch. 02

Dresses as a woman to try to escape POW camp but he likes it.

Transgender & Crossdressers 02/28/2019

Sarah Helps Clean Out a Garage

Sarah helps a friend and ends-up going out dressed.

Transgender & Crossdressers 02/28/2019

The Prisoner Wore Panties Ch. 01

Man reluctantly dresses as a woman to try to escape POW camp.

Transgender & Crossdressers 02/26/2019

Working Out Issues Ch. 03

Mel gets more comfortable with his body.

Transgender & Crossdressers 02/25/2019

Husband is a Good Sport Ch. 02

Hot wife wants to see Camille again.

Fetish 02/23/2019

Femdom with a Touch of Silk

A woman shares her reluctant sissy with a female friend.

NonConsent/Reluctance 02/21/2019

Working Out Issues Ch. 02

Mel and Adam start bonding.

Transgender & Crossdressers 02/20/2019

A Big Change Pt. 02

A young man's transformation continues.

Transgender & Crossdressers 02/20/2019

Sarah Applied to be a French Maid

Sarah asked to meet a couple and works as their French maid.

Transgender & Crossdressers 02/19/2019

Sissy Secrets Pt. 02

Sissy's mommy learns how much she wanted a girl.

Transgender & Crossdressers 02/19/2019

Emily's Girlfriend

After I play dress-up with her clothes, Emily plays with me.

Transgender & Crossdressers 02/19/2019

A Big Change Pt. 01

A young man starts out on an unexpected path.

Transgender & Crossdressers 02/19/2019

The Massage Away Ch. 07 Pt. 13-14

My Queen's pleasures continue, as do mine and the gents'!

Fetish 02/17/2019

Punished in Step Sister's Clothes

Caught in my sexy step sister's clothes and she's not happy.

Transgender & Crossdressers 02/17/2019

Sweet Treat Ch. 04

The Crossdressing husband makes it into the photo studio.

Transgender & Crossdressers 02/16/2019

Sarah Shared the Hot Tub and Sauna

Sarah wears a bikini bottom and ends up giving a blow-job.

Transgender & Crossdressers 02/16/2019

Husband is a Good Sport Ch. 01

Younger looking waiter is considering being a waitress.

Fetish 02/16/2019

Working Out Issues Ch. 01

Mel's roommate tries to help him get in shape.

Transgender & Crossdressers 02/14/2019

The Transformation of Ms. K

An Asian boy transforms into a dominatrix on the weekends.

Transgender & Crossdressers 02/14/2019

Sarah Visits Las Vegas

Sarah goes to a conference and meets a girlfriend.

Transgender & Crossdressers 02/13/2019

Slave Girl Pt. 01

Stephen and Brian find themselves hypnotised.

Transgender & Crossdressers 02/12/2019

Magic Dress - Angela Pt. 04

Coming out and party time!

Transgender & Crossdressers 02/10/2019

My Wife Caught Me Cross Dressing Pt. 06

Caught by wife crossdressing saved our marriage.

Transgender & Crossdressers 02/09/2019

Sarah was Made into a Sissy Model

Sarah models and ends up giving a blow-job.

Transgender & Crossdressers 02/09/2019

Magic Dress - Angela Pt. 03

Angela goes on holiday.

Transgender & Crossdressers 02/09/2019

After Church Ch. 05

More fun with a crossdressing teenager and an old couple.

Transgender & Crossdressers 02/07/2019

Costume Party

Introduced to my new group of special friends at a party.

Group Sex 02/07/2019

Magic Dress - Angela Pt. 01

My wife called me Angela.

Transgender & Crossdressers 02/07/2019

After Church Ch. 04

'Stacey' is pimped out to an old couple after a hard morning.

Transgender & Crossdressers 02/06/2019

After Church Ch. 03

Two guys and an 18 year old crossdresser.

Transgender & Crossdressers 02/05/2019

After Church Ch. 02

The Weekend after.

Transgender & Crossdressers 02/04/2019

The Beautiful Quinn

A submissive bi man becomes a trans girls bitch.

Gay Male 02/04/2019

How I Became Alison Ch. 03

A hidden room, a locked door, more kinky tranny sex!

Transgender & Crossdressers 02/02/2019

My Wife Caught Me Cross Dressing Pt. 04

Crossdressing husband caught by wife saves their marriage.

Erotic Couplings 02/01/2019

A Feedee's Story Ch. 05: Deeper

Stuffed at both ends by my BBW feeder.

Fetish 02/01/2019

Exhibitionism and the Sargent

The Sargent takes control and makes me embrace my femininity.

Transgender & Crossdressers 01/31/2019

Forbidden Fruit

A Daughter's love for her father goes further than is normal.

Incest/Taboo 01/31/2019

Sarah had Sex in an ABS

Sarah visits an Adult Book Store for cum.

Transgender & Crossdressers 01/29/2019

Happy Birthday to Me! Ch. 02

Sam is used to relieve someone else's frustrations.

Transgender & Crossdressers 01/28/2019

My Wife Caught Me Cross Dressing Pt. 03

How being caught crossdressing changed.

Transgender & Crossdressers 01/26/2019

Lauri's First Adventure Pt. 01

First in a series of Lauri's crossdressing adventures.

Transgender & Crossdressers 01/25/2019

Sarah has Fun with Her Neighbor

Sarah meets a girl and has a little 'Afternoon Delight'.

Transgender & Crossdressers 01/25/2019

Sarah Gets to Wear a White Bikini

Sarah works as a gardener and gets paid in a special way.

Transgender & Crossdressers 01/23/2019

April on TV

How to be hired as a TV reporter.

Transgender & Crossdressers 01/22/2019

Sarah Visited her Wife's Sister

Sarah visits her sister-in-law and becomes a lesbian lover.

Incest/Taboo 01/22/2019

The Dominatrix Order Pt. 02 Ch. 01 - Sissies

Sissification and budding romance in Femininus.

Transgender & Crossdressers 01/18/2019

Becoming Abby Ch. 11

Missy and Abby's new adventure continues.

Transgender & Crossdressers 01/17/2019

My Wife Caught Me Cross Dressing Pt. 01-02

Getting caught changed everything and saved our marriage.

Transgender & Crossdressers 01/16/2019

Chris' Adventures Ch. 05

Chris and Christy get with Patty and Rob for some fun.

Fetish 01/14/2019

Victim of Circumstance Ch. 01

He is forced to become someone else.

Transgender & Crossdressers 01/13/2019

The Present

Crossdressing Strapon Sex.

Transgender & Crossdressers 01/10/2019

Jeremy's Punishment Continues

Frank fucks Jeremy again while wearing women's lingerie.

Incest/Taboo 01/09/2019

A Beautiful Teacher

A cross dresser runs into his sexy teacher.

Transgender & Crossdressers 01/09/2019

Cunt! Ch. 06

Spring break of 2006 proves to be an interesting fresh start.

Transgender & Crossdressers 01/09/2019

After Church

Crossdressing teen and the dirty old man.

Transgender & Crossdressers 01/08/2019

Daddy Takes Jenna's Virginity

Jenna dives deeper in her place as Daddy's girl.

Transgender & Crossdressers 01/08/2019

Martha Joins the Group Pt. 02

Lots of teats being milked, loads of peeing and cock sucking.

Group Sex 01/08/2019

Sarah was Caught Peeping

Sarah was caught peeping up a girl's skirt and punished.

Transgender & Crossdressers 01/05/2019

Sarah was a Bad Girl

Sarah is caught wearing sissy girls panties in the hot tub.

Transgender & Crossdressers 01/04/2019

Le Sexe Superieur Ch. 14

Coming home.

Transgender & Crossdressers 01/03/2019

A New Summer Experience Ch. 03

Will's experiences the summer before college continues.

Gay Male 12/31/2018

Maria Ch. 01: Opening New Horizons

New discoveries about me and her roommate.

Transgender & Crossdressers 12/30/2018

Sarah is Given a Golden Shower

Sarah gets a golden shower and makes love to two girls.

Transgender & Crossdressers 12/28/2018

Becoming Wifey Ch. 01

Steve and Danielle get married...with their roles reversed.

Transgender & Crossdressers 12/25/2018

Sarah Worked at a Football Party

Sarah Works at a Football Party.

Transgender & Crossdressers 12/25/2018

Sarah Loses a Bet but still has Fun

Sarah loses a bet and is made to work as a French Maid.

Transgender & Crossdressers 12/24/2018

"Sissified": 12 Days of Sissy-mas

Straight man is turned into a submissive sissy by...

Transgender & Crossdressers 12/22/2018

Mistress Sylvia Pt. 03

A Fag-slave Fantasy.

Transgender & Crossdressers 12/21/2018

Sarah Dressed and Visits a Sex Club

Sarah goes to a sex club and has fun.

Transgender & Crossdressers 12/21/2018

Innocence Ch. 04

Feelings.

Transgender & Crossdressers 12/18/2018

Mistress Sylvia Pt. 02

A Fag-slave Fantasy.

Transgender & Crossdressers 12/16/2018

Mistress Sylvia Pt. 01

A Fag-slave Fantasy.

Transgender & Crossdressers 12/15/2018

Sarah went to Work at a Hotel

Sarah works at the hotel and meets a couple with a surprise.

Transgender & Crossdressers 12/15/2018

Sarah Had to Give a Blowjob

Sarah was caught masturbating and made to give a blowjob.

Transgender & Crossdressers 12/14/2018

First Time for Daddy's Girl

Young, Sissy CD's First Time with her Daddy.

Transgender & Crossdressers 12/13/2018

Sarah Gets Soaked and Meets a Girl

Sarah got soaked and was rescued by a girl.

Transgender & Crossdressers 12/13/2018

Coffee, Tea or Chastity Ch. 03

Tables are turned at dinner.

Fetish 12/12/2018

Neighbors Delight Ch. 01

Accepting The Package.

Transgender & Crossdressers 12/11/2018

Abby's Tail

A short prequel to Becoming Abby.

Transgender & Crossdressers 12/10/2018

Cammi, Don and Candi Ch. 12-14

Candi is not really happy, but then so.

Fetish 12/06/2018

Cammi, Don and Candi Ch. 09-11

Live as Candi continues with some twists.

Fetish 12/05/2018

Sarah Shows Off Her New Panties

Sarah shops for a pair of sissy panties, gets to show them off.

Transgender & Crossdressers 12/03/2018

Sunday Night Fun, Laci and Johnathon

Laci and Johnathon wind up with a Sunday Night fling.

Transgender & Crossdressers 12/03/2018

My Father, The Maid Ch. 03

Oliver's father has some fun before work.

Transgender & Crossdressers 12/02/2018

Afro Stress Relief Ch. 06

White Boy becomes ever more involved with Afro-community.

Transgender & Crossdressers 12/02/2018

Why I Crossdress!

I finally score with my quarterback!!!

Transgender & Crossdressers 12/01/2018

Le Sexe Superieur Ch. 13

A touching moment.

Transgender & Crossdressers 11/30/2018

Finding My Place Pt. 03

Deziree's encounter with Noah continues, she makes a friend.

Transgender & Crossdressers 11/29/2018
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