‘crossdresser’ stories

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crossdresser

Toni in the Park... Again

Sexy Cd likes it rough with two strangers.

Anal 02/13/2017

Toni Gets Two Guys in the Park

Slutty CD wants it rough in public.

Transsexuals & Crossdressers 02/13/2017

Becoming Jessica Pt. 05

Jessica has an erotic evening after shopping.

Transsexuals & Crossdressers 02/12/2017

House-Sitting Panty Lover Pt. 01

Sissydream come true housesitting for his two neighbours.

Transsexuals & Crossdressers 02/07/2017

Virgin Sissy Sex Drive

Sissy virgin's on-the-road, romantic defloration.

Transsexuals & Crossdressers 02/07/2017

Becoming Jessica Pt. 04

Jessica goes shopping at the mall.

Transsexuals & Crossdressers 02/07/2017

Girl with Something Extra

Transsexual woman plays with married couple.

Transsexuals & Crossdressers 02/07/2017

A Friend Catches Me

Caught by a friend dressed in lingerie.

Transsexuals & Crossdressers 02/05/2017

Aphora's Mission Ch. 11

The all-American girl and bunna.

Transsexuals & Crossdressers 02/05/2017

Aphora's Mission Ch. 10

Melting in, in a mushroom forest.

Transsexuals & Crossdressers 01/29/2017

Twin Hearts

Managing a "girl" band of boys is a new experience.

Transsexuals & Crossdressers 01/26/2017

Pleasure Giver: The Substitute Wife

In which PG fills in and makes a disturbing discovery.

Transsexuals & Crossdressers 01/24/2017

Ugly Duckling to Sissy Princess Ch. 02

Tiny and undesirable boy discovers a new life as a sissy.

Transsexuals & Crossdressers 01/24/2017

My Valentine

CD Jessica celebrates Valentine's Day.

Transsexuals & Crossdressers 01/24/2017

Sissy Cuckolded by Girlfriend Ch. 01

A sissy slut gets cuckolded by his girlfriend.

Transsexuals & Crossdressers 01/22/2017

Love Letter to a Former Boyfriend

Crossdresser gets married.

Transsexuals & Crossdressers 01/20/2017

Aphora's Mission Ch. 09

Miss U.S.A. in the Sky with Jewels.

Transsexuals & Crossdressers 01/20/2017

The Consequences of a Winter Storm

A college aged babysitter is caught dressed as the wife.

Transsexuals & Crossdressers 01/20/2017

Becoming Jessica Pt. 03

Before shopping, Jessica goes to the gym with Emma.

Transsexuals & Crossdressers 01/18/2017

Aphora's Mission Ch. 08

Double your pleasure, double your trouble.

Transsexuals & Crossdressers 01/16/2017

No Choice

An explanation from a Domme.

Transsexuals & Crossdressers 01/15/2017

First Time as Sissy

My story visiting a dominatrix and dressing as a woman.

Transsexuals & Crossdressers 01/14/2017

Dress like Mia when She's Gone Pt. 05

How I gave my first Blowjob and got my first man crush.

Transsexuals & Crossdressers 01/10/2017

Becoming Jessica

A wife helps her husband transform into a beautiful woman.

Transsexuals & Crossdressers 01/09/2017

Those Shoes Threeway

A couple finds a new friend to share the evening with.

Transsexuals & Crossdressers 01/03/2017

Dad My First Lover Pt. 02

New Year's Eve with Dad.

Transsexuals & Crossdressers 01/01/2017

Blane's Hydraulic Inevitable

Sissy Blane has the obligatory date with Mr. Plumrose.

Transsexuals & Crossdressers 12/31/2016

Dad My First Lover Pt. 01

Father and his CD daughter with occasional sexual encounters.

Transsexuals & Crossdressers 12/29/2016

Surrendering Virginity

First step into a new life as a cock slut.

Transsexuals & Crossdressers 12/28/2016

Dress like Mia when She's Gone Pt. 03

How a stranded CD gets rescued by a man.

Transsexuals & Crossdressers 12/20/2016

Caught In Lingerie

Young man gets caught by neighbor and leads to sex!

Transsexuals & Crossdressers 12/20/2016

Queen of Paradise

Couple checks in seashore resort and get lots of surprises.

Transsexuals & Crossdressers 12/19/2016

Dress like Mia when She's Gone Pt. 02

My first time crossdressing in public and I'm stranded.

Transsexuals & Crossdressers 12/16/2016

Dress like Mia when She's Gone Pt. 01

I coped with my wife's 7 month deployment by becoming her.

Transsexuals & Crossdressers 12/15/2016

Panties Pulled Down by My First Man

Trans woman has first time sex with a man after strapon.

Transsexuals & Crossdressers 12/06/2016

Barrack Room Betty Ch. 16

Final chapter-Michele goes full time trans and moves on.

Transsexuals & Crossdressers 12/03/2016

Kneeling for Daddy

Caught crossdressing and Daddy takes advantage and control.

Incest/Taboo 12/01/2016

Aphora's Mission Ch. 01

From regular Joe to irregular captive.

Transsexuals & Crossdressers 11/29/2016

Sarah Visits at a Nudist Beach

Sarah has fun at a nudist beach.

Transsexuals & Crossdressers 11/28/2016

A Valentine Present

A crossdresser gets his wish.

Transsexuals & Crossdressers 11/26/2016

Barrack Room Betty Ch. 15

Trannies down under have a great time fucking Aussie men.

Transsexuals & Crossdressers 11/20/2016

Home Alone Pt. 01

At least for a little while.

Transsexuals & Crossdressers 11/17/2016

Sneaking into a Frat House Party

Freshman learns how to sneak into Frat House party as a girl.

Transsexuals & Crossdressers 11/16/2016

Sissy Chantel, New Reality Ch. 06

On My Way To 'The Agency'.

Transsexuals & Crossdressers 11/16/2016

Barrack Room Betty Ch. 14

Michele falls in love with a lovely Ladyboy in Thailand.

Transsexuals & Crossdressers 11/15/2016

A Weekend in Jail

A weekend in jail with a crossdresser, leads to great sex.

Transsexuals & Crossdressers 11/14/2016

Barrack Room Betty Ch. 13

Tranny Wrens take shore leave in Naples and get very naughty.

Transsexuals & Crossdressers 11/09/2016

Sissy Chantel, New Reality Ch. 05

Oh, Oh, My Surprize.

Transsexuals & Crossdressers 11/08/2016

Women's Studies Ch. 04

Innocence lost, secrets shared, and laws broken.

Transsexuals & Crossdressers 11/07/2016

Barrack Room Betty Ch. 12

Michele renews her sexual relationship with LEUT Winters.

Transsexuals & Crossdressers 11/05/2016

Mistress Chantel, Tranny Dominatrix Ch. 17

T-Girls on a Honeymoon and more.

Transsexuals & Crossdressers 11/04/2016

First Time

Very close to the truth about first trans experience.

Transsexuals & Crossdressers 11/02/2016

The Therapist

Beta male learns to become a perfect submissive sissy boi.

BDSM 11/02/2016

Sissy Chantel, New Reality Ch. 04

Another Hookup with Master, Chantel's life begins to change.

Transsexuals & Crossdressers 11/01/2016

Barrack Room Betty Ch. 11

Michele and her TV whores run a brothel aboard a navy ship.

Transsexuals & Crossdressers 10/31/2016

Alex's Sissy Time Goes Wrong

Alex's sissy masturbation goes horribly wrong.

Transsexuals & Crossdressers 10/30/2016

The Roommate Pt. 16 - Miranda

Lori plays with the other side.

Transsexuals & Crossdressers 10/27/2016

Halloween Party

A Halloween to remember.

Transsexuals & Crossdressers 10/24/2016

My Fantasy Journey Pt. 03

The final chapter in my journey from CD to slut.

Transsexuals & Crossdressers 10/22/2016

My Fantasy Journey Pt. 02

The journey to cum addiction continues.

Transsexuals & Crossdressers 10/21/2016

Sissy Chantel, New Reality Ch. 02

Sissy Chantel serves and services two Dominant men.

Transsexuals & Crossdressers 10/21/2016

Lap Dance Joke Gone Wrong

Stripper joke leads to straight guy being used as a girl.

Transsexuals & Crossdressers 10/21/2016

My First Crossdresser

My First Encounter with a Hot, Sexy Crossdresser.

Transsexuals & Crossdressers 10/20/2016

My Fantasy Journey Pt. 01

A straight man's journey from CD to cum loving slut.

Transsexuals & Crossdressers 10/20/2016

Barrack Room Betty Ch. 08

Michele seduces a young Lieutenant at the Wrens Xmas Party.

Transsexuals & Crossdressers 10/16/2016

The Roommate Pt. 15 - Miranda

Lori's choice.

Transsexuals & Crossdressers 10/12/2016

Barrack Room Betty Ch. 07

Michele submits to Knocker again, but Spike takes retribution.

Transsexuals & Crossdressers 10/12/2016

The Real Kasey Ch. 01

The story of Kasey Legs.

Transsexuals & Crossdressers 10/07/2016

Barrack Room Betty Ch. 06

Michele submits to Knocker so he won't defile the TV Wrens.

Transsexuals & Crossdressers 10/06/2016

Meating Terry

My first experience with a submissive sissy boy.

Transsexuals & Crossdressers 10/05/2016

After the Birthday Party

Kasey meets the woman of his dreams.

Transsexuals & Crossdressers 10/04/2016

Sara and Steve... Again

Sara and Steve find each other again...

Transsexuals & Crossdressers 09/30/2016

Fair Is Fair Ch. 05

Hot Saturday Night with my Brother in Law.

Gay Male 09/29/2016

Barrack Room Betty Ch. 05

The sailors and the Tranny Wrens finally have sex.

Transsexuals & Crossdressers 09/29/2016

Mistress Chantel, Tranny Dominatrix Ch. 11

Engaged in Love, Kerri & Chantel fly home.

Transsexuals & Crossdressers 09/27/2016

Sarah was Made into a Model

Sarah was made into a model

Transsexuals & Crossdressers 09/26/2016

Barrack Room Betty Ch. 04

Tranny Wrens go to the movies with their boyfriends.

Transsexuals & Crossdressers 09/24/2016

Weekend of Love Pt. 05

An evening of reminiscing leads to passion.

Transsexuals & Crossdressers 09/24/2016

Biker Bitch

Crossdresser takes a nice long bike ride.

Transsexuals & Crossdressers 09/20/2016

The Roommate Pt. 13 - Miranda

Leigh Ann continues her romp.

Transsexuals & Crossdressers 09/19/2016

Barrack Room Betty Ch. 03

Tranny Wren tells her boss about how her uncle fucked her.

Transsexuals & Crossdressers 09/14/2016

Capture of a Closet CD

Crossdresser is slowly manipulated and taken.

Transsexuals & Crossdressers 09/14/2016

Curtain Up, Knickers Down

A night of filth, fun and cabaret.

Transsexuals & Crossdressers 09/12/2016

The Roommate Pt. 12 - Miranda

Leigh Ann has a magic suitcase.

Transsexuals & Crossdressers 09/10/2016

Barrack Room Betty Ch. 02

TV Wrens learn to dress sexy and attract the young sailors.

Transsexuals & Crossdressers 09/07/2016

Barrack Room Betty Ch. 01

Navy recruits forced to crossdress - A prank with consequences.

Transsexuals & Crossdressers 09/01/2016

The Roommate Pt. 11 - Miranda

Lori pays the price for spreading her wings.

Transsexuals & Crossdressers 09/01/2016

Sara Shows Her New Man Self Love

Sara meets an admirer and fulfills his fantasy of watching.

Transsexuals & Crossdressers 08/27/2016

Misstaken Identity

Wanted by drug dealers, can he hide in plain sight as a girl?

Transsexuals & Crossdressers 08/26/2016

My "Uncle" Caught Me in Pantyhose! Pt. 06

Part 6 of the story of a young crossdresser.

Transsexuals & Crossdressers 08/25/2016

A Sissy Gets Her First Cock

I suck it up and meet a man before worshipping his cock.

Transsexuals & Crossdressers 08/22/2016

Quinn Ch. 08

Christmas and a wrinkle.

Transsexuals & Crossdressers 08/21/2016

Maid to Order Ch. 06

Michele and Bill entice Karen Grayson into threesome sex.

Transsexuals & Crossdressers 08/19/2016

A Sissy Waits for Daddy

A Sissy prepares herself and greets Daddy coming home.

Transsexuals & Crossdressers 08/19/2016

Becoming a Sissy Maid & Slut Vol. 13

More becoming a sissy maid & slut vol.13 chapter 22.

Transsexuals & Crossdressers 08/17/2016

Weekend of Love Pt. 04

A hot, sweaty, soaked afternoon.

Transsexuals & Crossdressers 08/15/2016

'Jenny' & 'Mike': A Day Out

A shopping trip, pegging at home...and at the movie theater.

Transsexuals & Crossdressers 08/11/2016

Weekend of Love Pt. 03

A revelation about our hosts, and fun in our room.

Transsexuals & Crossdressers 08/09/2016

Sweet Treat Ch. 02

The Crossdressing husband has his first sexual encounter.

Transsexuals & Crossdressers 08/05/2016

My First Time

CD Jessica's neighbor becomes her FWB.

Transsexuals & Crossdressers 08/05/2016
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