‘crossdresser’ stories

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crossdresser 

My Neighbor's "Daughter"

My first time with a young cross-dresser.

Transgender & Crossdressers 06/23/2019

Trapped! Ch. 05

A convincing young CD dresses up as Daenerys for Halloween.

Transgender & Crossdressers 06/23/2019

Bikini Bottomed

End up not alone on a solo vacation.

Transgender & Crossdressers 06/21/2019

Being Chris's Slut... Pt. 01

Chris uses his tv sub.

Transgender & Crossdressers 06/20/2019

Trapped! Ch. 04

A convincing young CD prepares herself for Halloween...

Transgender & Crossdressers 06/20/2019

Made to Obey Ch. 03

Carl's punishment for xdressing begins.

Transgender & Crossdressers 06/19/2019

Trapped! Ch. 03

A convincing young CD deals with the morning after.

Transgender & Crossdressers 06/19/2019

Secret Lives Pt. 04

Jen tightens her control and pushes my limits.

Transgender & Crossdressers 06/14/2019

Trapped! Ch. 02

A convincing, young crossdresser hooks up with her neighbor.

Transgender & Crossdressers 06/04/2019

Zenit

Russian mob forces punk to crossdress & seduce soccer star.

Transgender & Crossdressers 06/02/2019

Blackmailed Pt. 07

Bambi makes a big decision and goes shopping.

Transgender & Crossdressers 05/28/2019

Sissy's First Boyfriend

Sometimes you find a winner at the club.

Transgender & Crossdressers 05/27/2019

My First Time as a Gurl

The story of my first time having sex dressed as a girl.

Transgender & Crossdressers 05/24/2019

Afternoon Delight Turns into More

Crossdresser Sexual Encounter.

Transgender & Crossdressers 05/23/2019

Everyone has a Freak Flag

Two stories from my crossdressing life.

Transgender & Crossdressers 05/23/2019

Magic Dress - Daisy Pt. 02

A country girl at heart.

Transgender & Crossdressers 05/21/2019

Magic Dress - Daisy Pt. 01

Dan dresses for the country.

Transgender & Crossdressers 05/19/2019

FWB

A friendship becomes more when crossdressing is revealed.

Transgender & Crossdressers 05/15/2019

The Photographer's Trap

The female photographer blackmails a femboy clothes thief.

Transgender & Crossdressers 05/14/2019

Andi's Story Pt. 03

Continuing with Andi, as she slides deeper into submission.

Transgender & Crossdressers 05/11/2019

Life and Time of Lady Vargos Ch. 16

Martin meets Darren outside a cafe before going to motel.

Transgender & Crossdressers 05/10/2019

Hubby's Sissy Training Day!! 02

Told wife I craved cock, didn't expect this!

Transgender & Crossdressers 05/10/2019

Chrysalis of Kirsten Ch. 03

Kirsten's first time in Greg's world.

Transgender & Crossdressers 05/01/2019

Randy's Grand Reveal

He gets highly coveted invitation to crossdress party.

Transgender & Crossdressers 04/26/2019

Troy Pays Back Mommy! Pt. 01

Troy was mad at mommy but punished me instead.

Transgender & Crossdressers 04/25/2019

Tales of Sub Asian Sissy Ch. 04

Jade's errands for Master result in brutal anal abuse.

Transgender & Crossdressers 04/24/2019

Shiny Pebbles

Nathan finds freedom.

Transgender & Crossdressers 04/22/2019

Magic Dress - Diana Pt. 03

My secret is out!

Transgender & Crossdressers 04/18/2019

No Exit

The time Keith couldn't run away.

Transgender & Crossdressers 04/18/2019

Fulfilling all My Fantasies Ch. 01

Beautiful Crossdresser fulfils her fantasies one by one.

Transgender & Crossdressers 04/18/2019

Magic Dress - Diana Pt. 02

The Ladies Walking Club.

Transgender & Crossdressers 04/17/2019

Magic Dress - Diana Pt. 01

Dave has a problem with a dress.

Transgender & Crossdressers 04/16/2019

Keeping My Sissy Secret

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

Transgender & Crossdressers 04/12/2019

Tales of Sub Asian Sissy Ch. 03

Against her will, Jade loses her virginity to Master Dave.

Transgender & Crossdressers 04/11/2019

Sissy, Hypnotized

A night out results in triggers unleashed for this sissy.

Transgender & Crossdressers 04/03/2019

Come and F**k the New Me

How I realized I wanted to be used and made the switch.

Gay Male 04/03/2019

Magic Dress - Felicity Pt. 04

Putting me in the picture.

Transgender & Crossdressers 03/31/2019

The Sissy Models Ch. 02

A sissy Daddy-son threesome with the manly photographer.

Transgender & Crossdressers 03/28/2019

Wife's Surprise Return with Sexy Guy

Wife unexpectedly returns home to find slutty husband.

Transgender & Crossdressers 03/28/2019

Ashley and Jason

Guy and a girl in college inside a relationship.

Transgender & Crossdressers 03/28/2019

Magic Dress - Felicity Pt. 01

My wife caught me.

Transgender & Crossdressers 03/28/2019

Keith doesn't Like Sucking Cock

Keith explains himself.

Transgender & Crossdressers 03/26/2019

Life and Time of Lady Vargos Ch. 09

Prepping for the Vow Ceremony.

Transgender & Crossdressers 03/17/2019

Magic Dress - Yvette Pt. 05

Old love, new sex.

Transgender & Crossdressers 03/16/2019

Corey or Cora Pt. 03

Corey's adventure as Cora continues when Donovan shows up...

Transgender & Crossdressers 03/16/2019

Magic Dress - Yvette Pt. 04

Sex, love and marriage.

Transgender & Crossdressers 03/15/2019

Magic Dress - Yvette Pt. 03

Transformation.

Transgender & Crossdressers 03/14/2019

Magic Dress - Yvette Pt. 02

Learning to be a woman.

Transgender & Crossdressers 03/13/2019

First Time Hotel meet

After a cam session a first time meeting was arranged.

Transgender & Crossdressers 03/12/2019

Ginger

The very hot cross dresser.

Transgender & Crossdressers 03/12/2019

Chuckwagon Cookie

Female cross-dresses to pose as a cowboy in the 1880s.

Transgender & Crossdressers 03/12/2019

Magic Dress - Yvette Pt. 01

I put on a dress and wanted to be a woman.

Transgender & Crossdressers 03/12/2019

Life and Time of Lady Vargos Ch. 03

The trials of Lady Vargos continue in Chapter 3.

Transgender & Crossdressers 03/10/2019

Carol, Candy & the Ex Pt. 01

Can her sissy Ex save her marriage?

Transgender & Crossdressers 03/09/2019

The Sissy Models

A Daddy-Son modelling weekend and a couple of studs.

Transgender & Crossdressers 03/09/2019

The Prisoner Wore Panties Ch. 05

Escaped transvestite POW is in hiding in Germany.

Transgender & Crossdressers 03/06/2019

Girls Suck

Daddy finds a glory hole in his offspring's room.

Incest/Taboo 03/06/2019

Miss Guided

Wife gets help from psychiatrists to solve husband's problem.

Transgender & Crossdressers 03/05/2019

Thrift Store Encounter

A shy sissy makes a new friend with a Thrift Store owner.

Transgender & Crossdressers 03/03/2019

Cross Dresser Escort Swallows Cum

Arresting deepthroat window sex exhibition ass in panties.

Gay Male 03/02/2019

The Deal

Freddy's wife convinces him to dress up and go clubbing.

Transgender & Crossdressers 03/01/2019

My Sissy Wife Pt. 03

Continuing, the morning after our anniversary.

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

The Prisoner Wore Panties Ch. 01

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

Transgender & Crossdressers 02/26/2019

The Trade Show Pt. 06

Georgia's life changes dramatically.

Transgender & Crossdressers 02/23/2019

I Love my "My Cum Slut"

Dressing up for my Daddy is fun!!

Transgender & Crossdressers 02/22/2019

A Sissy's Tale

Honesty is the best policy, especially in matters of love.

Transgender & Crossdressers 02/18/2019

Sweet Treat Ch. 04

The Crossdressing husband makes it into the photo studio.

Transgender & Crossdressers 02/16/2019

Sissy Secrets

Sissy learning what a sissy is.

Transgender & Crossdressers 02/14/2019

Magic Dress - Angela Pt. 05

After the ball.

Transgender & Crossdressers 02/12/2019

Alex, The Closet Sissy

A short sissy story.

Transgender & Crossdressers 02/08/2019

Magic Dress - Angela Pt. 02

Learning to be a lady.

Transgender & Crossdressers 02/08/2019

Costume Party

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

Group Sex 02/07/2019

Magic Dress Pt. 04

Getting out and about as a woman.

Transgender & Crossdressers 02/04/2019

Magic Dress Pt. 02

She educates me, and I oblige her.

Transgender & Crossdressers 02/02/2019

Magic Dress Pt. 01

My wife's dress transformed me.

Transgender & Crossdressers 02/01/2019

The Game Ch. 05

Trans' search for her blackmailer leads her into more trouble.

Transgender & Crossdressers 01/28/2019

The Game Ch. 03

Tranny trying to find her blackmailer seeks out old friends.

Transgender & Crossdressers 01/22/2019

Don't Be Ashamed

His ex-girlfriend's father shows him a simple white dress.

Gay Male 01/22/2019

April on TV

How to be hired as a TV reporter.

Transgender & Crossdressers 01/22/2019

The Game Ch. 02

Transvestite is blackmailed and forced to have sex.

Transgender & Crossdressers 01/19/2019

At the Kit-Kat Club Ch. 02

"Lisa" gets deeper into the action before reconsidering...

Transgender & Crossdressers 01/18/2019

The Game Ch. 01

TV's past comes back to haunt her when she is blackmailed.

Transgender & Crossdressers 01/17/2019

Take Me My Queen

A drag queen adventure.

Transgender & Crossdressers 01/12/2019

At the Kit-Kat Club Ch. 01

Crossdressing in the Berlin Kit-Kat club with a friend.

Transgender & Crossdressers 01/11/2019

Halloween Rabbit Holes

I go out for Halloween to the gay bar as Jessica Rabbit.

Gay Male 01/11/2019

The Deal Ch. 03

Keith starts to accept his true desire.

Transgender & Crossdressers 01/09/2019

Alex

Hooking up with my ex-girlfriends cousin.

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

Sissy Cristal Used by Mistress

Mistress dressed her sissy up as a whore and used her.

Transgender & Crossdressers 01/04/2019

Le Sexe Superieur Ch. 14

Coming home.

Transgender & Crossdressers 01/03/2019

The Deal Ch. 02

Keith doesn't know what to do.

Transgender & Crossdressers 01/03/2019

The Deal Ch. 01

Shy crossdresser has a laundry room adventure.

Transgender & Crossdressers 12/30/2018

Shopping is a Drag

Married Jean realizes that shopping can be a drag - and fun!

Transgender & Crossdressers 12/28/2018

Dressing Continues and Gets Hotter

I continue crossdressing with my girlfriend.

Transgender & Crossdressers 12/22/2018

Sarah Dressed and Visits a Sex Club

Sarah goes to a sex club and has fun.

Transgender & Crossdressers 12/21/2018

The Story of Keith

Keith's last day as a temp is spent at a Halloween party.

Transgender & Crossdressers 12/20/2018

Katelyn's New Sissy Pt. 01

Learning to be a sissy and liking it.

Transgender & Crossdressers 12/19/2018

My Metaphor

A digital affair between a sissy and her mistress.

Fetish 12/18/2018

My New Neighbours Ch. 02

Katie joins in.

Transgender & Crossdressers 12/15/2018
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