‘crossdresser’ stories

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crossdresser

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

Maid to Order Ch. 05

Michele takes revenge on Bill for mutual benefit.

Transsexuals & Crossdressers 08/04/2016

Becoming a Sissy Maid & Slut Vol. 10

More, becoming a sissy maid & slut, vol.10 Chapter 17.

Transsexuals & Crossdressers 08/04/2016

The Roommate Pt. 10 - Miranda

After church, Merlot.

Transsexuals & Crossdressers 08/04/2016

The Roommate Pt. 09 - Miranda

Heat.

Transsexuals & Crossdressers 08/03/2016

Becoming a Sissy Maid & Slut Vol. 09

More becoming a sissy maid & slut, vol. 9, Ch. 15 & 16.

Transsexuals & Crossdressers 08/03/2016

Weekend of Love Pt. 02

A morning of love and play, on our weekend getaway.

Transsexuals & Crossdressers 07/29/2016

Maid to Order Ch. 04

Bill fucks his wife one last time, Michele invites him over.

Transsexuals & Crossdressers 07/29/2016

The Roommate Pt. 08 - Miranda

In which Lori comes closer.

Transsexuals & Crossdressers 07/28/2016

Becoming a Sissy Maid & Slut Vol. 06

Becoming a sissy maid & slut, vol. 6, Chapter 12.

Transsexuals & Crossdressers 07/27/2016

Daddy's Piss Receptacle

A crossdresser is given a dirty challenge by her fuckbuddy.

Fetish 07/27/2016

The Roommate Pt. 07 - Miranda

Lori's reward.

Transsexuals & Crossdressers 07/23/2016

Blackmailed High School Sissy Ch. 01

When two bad girls find out about Max's sissy fetishes.

NonConsent/Reluctance 07/23/2016

The Roommate Pt. 06 - Miranda

Throwing a curve ball or two.

Transsexuals & Crossdressers 07/23/2016

The Roommate Pt. 05 - Miranda

Lori signs a contract.

Transsexuals & Crossdressers 07/22/2016

First Time

A crossdresser takes her first venture in a group encounter.

Transsexuals & Crossdressers 07/21/2016

Sara Flies the Friendly Skies

Sara becomes a sexy flight attendant and becomes a mile high.

Transsexuals & Crossdressers 07/20/2016

Maid to Order Ch. 03

Bill tricks Michele and forces her to have sex with him.

Transsexuals & Crossdressers 07/19/2016

The Roommate Pt. 04 - Miranda

For you, for me.

Transsexuals & Crossdressers 07/14/2016

The Roommate Pt. 03 - Miranda

To be or not to be.

Transsexuals & Crossdressers 07/13/2016

Weekend of Love Pt. 01

Some loving at home before our weekend getaway.

Transsexuals & Crossdressers 07/13/2016

My Transformation

A story of one person's feminisation.

Transsexuals & Crossdressers 07/11/2016

Backwards in High Heels

The most romantic evening of my life, as man or woman.

Transsexuals & Crossdressers 07/02/2016

Sissy BBC Cleaner Pt. 01

The beginnings of a depraved traps humiliation and ecstasy.

Transsexuals & Crossdressers 06/29/2016

Maid to Order Ch. 02

Bill tells Michele about his experience with TV Linda.

Transsexuals & Crossdressers 06/27/2016

Maid to Order Ch. 01

Michael's wife left him so now he can explore crossdressing.

Transsexuals & Crossdressers 06/22/2016

Sarah Meets a Friend

Sarah finds a cum buddy online.

Transsexuals & Crossdressers 06/19/2016

My Day Off

A free day at home means dressing up and then a surprise.

Transsexuals & Crossdressers 06/19/2016

Black Cock Smoking Sissy Slut

A smoking sissy is on the hunt for black cock.

Transsexuals & Crossdressers 06/15/2016

I Visited My Sister In-Law

I visited my sister in-law and got a naughty surprise.

Transsexuals & Crossdressers 06/09/2016

Lucian Ch. 08

She nodded and said: "She's ready."

Transsexuals & Crossdressers 06/08/2016

The Birthday Party

A 30 year old loses his virginity to three men.

Transsexuals & Crossdressers 06/07/2016

A Slut's Triangle Pt. 01

Kryss fucks Ashleigh and leaves her wanting something more.

Transsexuals & Crossdressers 06/07/2016

Lucian Ch. 07

The door opened and his soul died.

Transsexuals & Crossdressers 06/04/2016

Rm 209: First Sex as a Crossdresser

My first sex as a crossdresser.

Transsexuals & Crossdressers 06/03/2016

Lucian Ch. 06

His sweet cherry lips opened wide to take the penis in.

Transsexuals & Crossdressers 06/03/2016

Lucian Ch. 05

"Please rise and undress, sweetie."

Transsexuals & Crossdressers 06/02/2016

Lucian Ch. 04

What if the people you hate become the only ones to turn to?

Transsexuals & Crossdressers 06/01/2016

BJ at Throb Nightclub

I met a guy at my local nightclub and blew him in the toilet.

Transsexuals & Crossdressers 06/01/2016

Lucian Ch. 03

The face in the mirror belonged to a stranger.

Transsexuals & Crossdressers 05/30/2016

Kyle - My First Date

Leigh's lust for her friend's brother.

Transsexuals & Crossdressers 05/30/2016

Lucian Ch. 02

Why do we insist there could only be men and women?

Transsexuals & Crossdressers 05/27/2016

Lucian Ch. 01

Who can we trust if not our mothers?

Transsexuals & Crossdressers 05/26/2016

Tender is the Day

Just another day to remember, among times gone by.

Transsexuals & Crossdressers 05/24/2016

Linsey Gets Used

Asian sissy gets it rough at a party.

Transsexuals & Crossdressers 05/22/2016

The Transvestite Stalker

Man takes an attractive woman hostage, a surprise ensues.

Transsexuals & Crossdressers 05/19/2016

We Dot Our I's With Hearts Pt. 01

Fall semester is starting. Sami meets her roommate Brandi.

Transsexuals & Crossdressers 05/18/2016
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