‘crossdressing’ stories

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crossdressing 

Trapped! Ch. 05

A convincing young CD dresses up as Daenerys for Halloween.

Transgender & Crossdressers 06/23/2019

Uncovering the Sissy Beneath Pt. 03

My continued journey into becoming a full time sissy.

Transgender & Crossdressers 06/21/2019

Candy's Fashion House Ch. 14

Kelli becomes a woman.

Transgender & Crossdressers 06/21/2019

The Photographer's Trap Ch. 02

Amber has toys for her cute new obsession. He likes them.

Transgender & Crossdressers 06/20/2019

The Handyman

The Handyman done more than DIY on his visit.

Transgender & Crossdressers 06/20/2019

Trapped! Ch. 04

A convincing young CD prepares herself for Halloween...

Transgender & Crossdressers 06/20/2019

Sarah Visits Chicago And Gets Lucky

Sarah gets to show-off in Chicago and has sex.

Transgender & Crossdressers 06/20/2019

My Friend Ashley Ch. 03

Roommate and friend find a new girlfriend.

Transgender & Crossdressers 06/19/2019

Trapped! Ch. 03

A convincing young CD deals with the morning after.

Transgender & Crossdressers 06/19/2019

Unconventional Ch. 02

The circle makes plans for more cosplay sex games.

Fetish 06/15/2019

Secret Lives Pt. 04

Jen tightens her control and pushes my limits.

Transgender & Crossdressers 06/14/2019

Uncovering the Sissy Beneath Pt. 02

My Journey of being held captive and turned into a sissy.

Transgender & Crossdressers 06/14/2019

Candy's Fashion House Ch. 12

Kelli the awakening.

Transgender & Crossdressers 06/12/2019

Crossdresser Evolution Ch. 03

Getting Bolder with Panties & Masturbation in them.

Transgender & Crossdressers 06/11/2019

Candy's Fashion House Ch. 11

Kelli takes another step forward and meets Alecia.

Transgender & Crossdressers 06/11/2019

Let the Spirit Lead Ch. 01

Andrew lets the spirit lead and becomes Andrea.

Transgender & Crossdressers 06/05/2019

Brotherly Love Ch. 03

Day two of my fishing trip with my brother.

Incest/Taboo 06/05/2019

Sister's Pet

Abby takes advantage of brother's crush and makes him serve.

Incest/Taboo 06/05/2019

Trapped! Ch. 02

A convincing, young crossdresser hooks up with her neighbor.

Transgender & Crossdressers 06/04/2019

Sarah's Sister-in-law

Sarah gets a wonderful surprise and ends up with cum.

Transgender & Crossdressers 06/04/2019

Candy's Fashion House Ch. 10

Kelli takes another step forward, then a step back.

Transgender & Crossdressers 05/30/2019

The Man Who would be Queen Ch. 14

Dexter is told why the Queenis doing this.

Transgender & Crossdressers 05/29/2019

420'd Accidental Bi Sex Ch. 02

High on E and 420, Jamie roleplays I'm his call girl.

Gay Male 05/25/2019

The Square Peg Ch. 06

A trans-couple romance. Vonnie meets Drew's parents.

Transgender & Crossdressers 05/25/2019

Candy's Fashion House Ch. 09

Candy's Faison House gets real and a new beginning.

Transgender & Crossdressers 05/25/2019

Truth or Dare

An innocent game turned to be a hot and pleasurable game.

Transgender & Crossdressers 05/25/2019

Candy's Fashion House Ch. 08

Candys Fashion house comes to life.

Transgender & Crossdressers 05/24/2019

Trapped! Ch. 01

A convincing young CD yearns to explore the city outside.

Transgender & Crossdressers 05/21/2019

Serving the Dark Lady Ch. 07

Family.

Sci-Fi & Fantasy 05/21/2019

A Few Days with Martin

Gay sex with a colleague on a business trip to Denver.

Gay Male 05/19/2019

Remember Yahoo Chat? I Sure Do

A real life account of one 18-year old man's encounter.

Gay Male 05/19/2019

Candy's Fashion House Ch. 07

The cocoon opens and the butterfly emerges.

Transgender & Crossdressers 05/18/2019

Candy's Fashion House Ch. 06

Michael's transition continues.

Transgender & Crossdressers 05/17/2019

Candy's Fashion House Ch. 05

The awakening.

Transgender & Crossdressers 05/14/2019

Life and Time of Lady Vargos Ch. 19

Marty and Darren meet up for another public excursion.

Transgender & Crossdressers 05/14/2019

Candy's Fashion House Ch. 04

Further down the rabbit hole.

Transgender & Crossdressers 05/11/2019

Candy's Fashion House Ch. 03

Michaels metamophasis continues.

Transgender & Crossdressers 05/09/2019

Candy's Fashion House Ch. 02

The ongoing femenisation of Michael.

Transgender & Crossdressers 05/07/2019

Girl of the Group

Becoming a cockslut for Daddy and his friends.

Gay Male 05/05/2019

Chrysalis of Kirsten Ch. 03

Kirsten's first time in Greg's world.

Transgender & Crossdressers 05/01/2019

Dressing Me

Horny wife helps husband to dress.

Transgender & Crossdressers 04/30/2019

Daniel and Jamie's Romantic Night Ch. 03

The boys and the girls pair off.

Fetish 04/23/2019

Born to Be Ch. 02

Selena shows Ashley the ropes of a few rather girly habits.

Transgender & Crossdressers 04/21/2019

Discovering Amber Ch. 08

Amber spends the night slinging shots at the club!

Transgender & Crossdressers 04/18/2019

Takeover!

A couple loses control.

Fetish 04/12/2019

Keeping My Sissy Secret

A young sissy fails to keep his secret from an older man.

Transgender & Crossdressers 04/12/2019

Life Anew

A pair of panties gives him a start.

Transgender & Crossdressers 04/11/2019

The Unmaking of Evan Ch. 01

Amora introduces Evan to her therapeutic tool.

Fetish 04/10/2019

Wife Knows My Secret Ch. 01

Wife fulfills her fantasy and mine.

Fetish 04/10/2019

Coffee Shop Syrup

She makes him taste his own flavor.

Transgender & Crossdressers 04/06/2019

Sissy Maid to Be... Ch. 03

Sissy Jenny discovers Mistress Lizzy's for her.

Transgender & Crossdressers 04/04/2019

Crossdresser Evolution Ch. 01

How I got Started Crossdressing.

Transgender & Crossdressers 04/01/2019

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

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
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