‘tranny’ stories

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tranny

Tonisshy gets Southern Hospitality

Toni meets a real southern gentleman.

Transsexuals & Crossdressers 02/23/2017

Virgin Sissy Sex Drive

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

Transsexuals & Crossdressers 02/07/2017

Sam's Pink Panties

Henry's friend is a girl now, and he wants to know more...

Transsexuals & Crossdressers 02/02/2017

Hot Tub Surprise

A couple's tryst with a shemale.

Transsexuals & Crossdressers 01/31/2017

Ugly Duckling to Sissy Princess Ch. 02

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

Transsexuals & Crossdressers 01/24/2017

The New Year's Plan

A guy has a plan for a cum filled New Year.

Transsexuals & Crossdressers 01/22/2017

Bi-Curious Meets Transgender Escort

John fulfills his fantasy of experiencing a Transgender woman.

Transsexuals & Crossdressers 12/22/2016

Panties Pulled Down by My First Man

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

Transsexuals & Crossdressers 12/06/2016

Fem Firm Ch. 01: Character Intro

Introduction to characters.

Transsexuals & Crossdressers 12/02/2016

Ugly Duckling to Sissy Princess

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

Transsexuals & Crossdressers 11/26/2016

Beyond the Wall

A young man experiences a whole new world.

Transsexuals & Crossdressers 11/20/2016

Barrack Room Betty Ch. 15

Trannies down under have a great time fucking Aussie men.

Transsexuals & Crossdressers 11/20/2016

Lured, Taken, Owned Ch. 05

Butch, A Party, And A Good Fuck!

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

Barrack Room Betty Ch. 13

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

Transsexuals & Crossdressers 11/09/2016

The Girl at the Museum

A college girl gets a sexy transgirl for a roommate.

Transsexuals & Crossdressers 11/05/2016

Barrack Room Betty Ch. 12

Michele renews her sexual relationship with LEUT Winters.

Transsexuals & Crossdressers 11/05/2016

Becuming Patricia

This is a semi-fictionalized account.

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

Beetlesmith's Ch. 23

When in Rome...

Sci-Fi & Fantasy 10/28/2016

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

Barrack Room Betty Ch. 09

The four tranny Wrens go out on the town for some fun.

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

Please Fuck My Ass

Many encounters failed but the tranny...

Gay Male 10/14/2016

Barrack Room Betty Ch. 07

Michele submits to Knocker again, but Spike takes retribution.

Transsexuals & Crossdressers 10/12/2016

Barrack Room Betty Ch. 06

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

Transsexuals & Crossdressers 10/06/2016

The Dame Who Wasn't

A private detective gets a transsexual surprise on a case.

Transsexuals & Crossdressers 10/05/2016

Queen of Roses

A goddess gets acquainted with her new slave.

NonHuman 10/05/2016

Top Tranny

She trains a new subbie how to deep throat.

Transsexuals & Crossdressers 10/04/2016

Barrack Room Betty Ch. 05

The sailors and the Tranny Wrens finally have sex.

Transsexuals & Crossdressers 09/29/2016

Barrack Room Betty Ch. 04

Tranny Wrens go to the movies with their boyfriends.

Transsexuals & Crossdressers 09/24/2016

The Misadventures of Amelia

Amelia wakes up to find a shocking surprise!

Transsexuals & Crossdressers 09/16/2016

Barrack Room Betty Ch. 03

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

Transsexuals & Crossdressers 09/14/2016

Barrack Room Betty Ch. 02

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

Transsexuals & Crossdressers 09/07/2016

A Surprise Threesome

Her best friend has an extra surprise for him.

Transsexuals & Crossdressers 09/06/2016

A First Time for Both

Very sexy woman with a secret.

Transsexuals & Crossdressers 09/06/2016

Friends Always

A football player breaks with social convention.

Transsexuals & Crossdressers 09/02/2016

Barrack Room Betty Ch. 01

Navy recruits forced to crossdress - A prank with consequences.

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

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

Part 6 of the story of a young crossdresser.

Transsexuals & Crossdressers 08/25/2016

My Little Rose Ch. 01

A proposition and a guy in a dress.

Gay Male 08/21/2016

Maid to Order Ch. 06

Michele and Bill entice Karen Grayson into threesome sex.

Transsexuals & Crossdressers 08/19/2016

It Started With A Date

Crossdressing Terry is transformed into Terri.

Transsexuals & Crossdressers 08/15/2016

Maid to Order Ch. 05

Michele takes revenge on Bill for mutual benefit.

Transsexuals & Crossdressers 08/04/2016

Tranny Tales Ch. 08: Driving Miss Daisy

Driving into Miss Daisy -- PreOp Tranny Sub Gets Gang Banged.

Transsexuals & Crossdressers 08/03/2016

Maid to Order Ch. 04

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

Transsexuals & Crossdressers 07/29/2016

Maid to Order Ch. 03

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

Transsexuals & Crossdressers 07/19/2016

Irene's Photoshoot Ch. 02

Cute Tgirl gets more than she asked for.

Transsexuals & Crossdressers 07/18/2016

Mistaken Identity

A salesman at a convention is taken by a tranny by mistake.

Transsexuals & Crossdressers 07/05/2016

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

Big Surprise

Big dick bottom tranny surprises him.

Transsexuals & Crossdressers 06/14/2016

BJ at Throb Nightclub

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

Transsexuals & Crossdressers 06/01/2016

The Transvestite Stalker

Man takes an attractive woman hostage, a surprise ensues.

Transsexuals & Crossdressers 05/19/2016

Lost My Cherry To A Tranny

Tranny and Boyfriend Tag Team me.

Transsexuals & Crossdressers 05/16/2016

When Desire Boils Over! "SWALLOW"

How it all started.

Fetish 05/11/2016

The Missing Link and it's Yummy!

Thought I would like it, And I love it!

First Time 05/10/2016

Shemale Intern

Lawyer Rob falls in love with the transwoman at his firm.

Transsexuals & Crossdressers 05/06/2016

Just His Luck Ch. 02

Joseph takes Rachel on a date, and learns to power bottom.

Transsexuals & Crossdressers 04/09/2016

So You Want to be a Nurse? Ch. 08

Transvestite nurse is forced to suck and fuck.

Transsexuals & Crossdressers 03/22/2016

My First Time as Sara... Pt. 03

Sara and Steve make a fateful decision.

Transsexuals & Crossdressers 03/21/2016

There's a New Boss in Town

Rebecca discovers that the company's new VP has a big secret.

Transsexuals & Crossdressers 03/20/2016

The Cage Pt. 04

You get deeper into your own mind as you continue as a slave.

Transsexuals & Crossdressers 03/11/2016

My First Time as Sara... Pt. 02

Steve takes me for the first time and I find out who I am.

Transsexuals & Crossdressers 03/08/2016

So You Want to be a Nurse? Ch. 07

Michele and Polly entertain the doctor and the inspector.

Transsexuals & Crossdressers 03/01/2016

Break Down

A Sissy repays a Good Samaritan.

Transsexuals & Crossdressers 02/25/2016

For Their Pleasure Pt. 02

Mr. Grant explains all and makes his move on Alexis.

Transsexuals & Crossdressers 02/25/2016

So You Want to be a Nurse? Ch. 06

Michele is arrested and punished after servicing a punter.

Transsexuals & Crossdressers 02/23/2016

Working Alone on Saturday

Working by myself in my office on a college campus gets fun.

Exhibitionist & Voyeur 02/20/2016

So You Want to be a Nurse? Ch. 05

TV Nurse Michele is hired to service clients at sex party.

Transsexuals & Crossdressers 02/16/2016

Matt's Birthday Present

Be careful what you wish for....

Transsexuals & Crossdressers 02/09/2016

Alternate Earth Pt. 04b

Heavy Metal Girls Pt. 2.

Transsexuals & Crossdressers 02/06/2016

Alternate Earth Pt. 04a

Heavy Metal Girls Pt. 1.

Transsexuals & Crossdressers 02/05/2016

Alternate Earth Pt. 03

The Racer.

Transsexuals & Crossdressers 02/04/2016

So You Want to be a Nurse? Ch. 04

Michele goes to hotel to service a punter an enjoys.

Transsexuals & Crossdressers 02/03/2016

My "Uncle" Caught Me in Pantyhose! Pt. 05

Part 5.

Transsexuals & Crossdressers 02/02/2016

Cathy and Kim

Picking up two females, 1 female 1 both.

Transsexuals & Crossdressers 02/01/2016

The Webber Family Secrets Ch. 09

The final chapters.

Incest/Taboo 02/01/2016

So You Want to be a Nurse? Ch. 03

Michele is trained to be a transvestite prostitute.

Transsexuals & Crossdressers 01/29/2016

So You Want to be a Nurse? Ch. 02

Polly visits Michele to help her dress, sexy evening follows.

Transsexuals & Crossdressers 01/24/2016

Losing my Trans Virginity

Sean meets Cassidy in a new town and has a night together.

Transsexuals & Crossdressers 01/20/2016

So You Want to be a Nurse? Ch. 01

Male nurse is forced to become a tranny nurse & fuck the Doc.

Transsexuals & Crossdressers 01/13/2016

Arabian Nights Pt. 06

Final chapter as Michele takes her revenge on Jahmal.

Transsexuals & Crossdressers 01/05/2016

Letter from Dayton

From a Young Male Master of Naughty Boys!

BDSM 01/01/2016

Letter from Eisengrim Township

Mistress Brearly and her evils.

BDSM 01/01/2016

Letter from Boston

Franz is a playboy no more!

BDSM 12/31/2015

Flashbacks Pt. 03

"Just one of my many quiet crimes," she said calmly.

Transsexuals & Crossdressers 12/23/2015

My "Uncle" Caught Me in Pantyhose! Pt. 04

After Raquel Loses Her Virginity.

Transsexuals & Crossdressers 12/14/2015

Flashbacks Pt. 02

Sex, money, power - That's how she ran it.

Transsexuals & Crossdressers 12/11/2015

Bi-Birthday Fantasy

What I hope my next birthday is like.

Group Sex 12/07/2015

My "Uncle" Caught Me in Pantyhose! Pt. 03

Raquel becomes a woman.

Transsexuals & Crossdressers 12/05/2015

I was Scott Tenna

Hypnotising guys with small cocks to be shemale sex slaves.

Transsexuals & Crossdressers 11/26/2015

My "Uncle" Caught Me in Pantyhose! Pt. 02

My dad's best friend caught me in pantyhose!

Transsexuals & Crossdressers 11/22/2015

Tranny Tales Ch. 05

Blow Jobs, Disco Sex, Goldie the Tranny & My 2nd Wife.

Transsexuals & Crossdressers 11/14/2015

Tranny Tales Ch. 04: Franca - La Bolognese

Bolognese transsexual prostitute breaks in a lover.

Transsexuals & Crossdressers 11/13/2015

Tranny Tales Ch. 03

Maxie: Anal Vaginal Saga and an Exploding Penis.

Transsexuals & Crossdressers 11/06/2015

Tranny Tales Ch. 02

The Cross Dresser and the Tranny.

Transsexuals & Crossdressers 11/01/2015

Sherri Smyth's New Slave

Dave gets introduced to Sherri's world.

Transsexuals & Crossdressers 10/29/2015

Tranny Tales Ch. 01

Can't remember her name.

Transsexuals & Crossdressers 10/23/2015
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