‘transvestite’ stories

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Active tags
transvestite 

Category

Curtain Up, Knickers Down

A night of filth, fun and cabaret.

4.33
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The Sissy Department Store Ch. 04

Some dressing and make-up and a three-way.

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The Sissy Department Store Ch. 03

Sissy gets some appropriate clothing and some pussy finally.

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Big Black Transvestite Mistress Ch. 02

Back again to serve my mistress...and her friend!

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Biker Bitch Ch. 07

Cassie takes a beating from Natalie but they make up after.

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Laci & Johnathon's Story Ch. 01

Laci and Johnathon wind up with a Sunday Night fling.

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Sheila’s Escapade #137

While her Mistress is away Sheila has a couple of dates.

4.09
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The Flaming Girls Ch. 01

Charlie is a special girl & she's about to be a Flaming Girl.

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Chronicles of Heather Maureen Ch. 03

One transvestite's life from start to present.

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Xander’s Nocturnal Adventure

Xander dresses as a woman and runs into Angel.

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Tennis Interview

Why would a tennis pro base in Bangkok?

4.09
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The Lad in the Lingerie Shop Ch. 12

Penultimate Chapter: Robert - the fiance in frillies.

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Barbara's Binoculars

What happens when the girl next door isn’t nice?!

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Biker Bitch Ch. 11

Cassie makes Jill an offer she can't refuse.

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My New Lifestyle Pt. 02

Tom 'opens his eyes' by opening his mouth for black cock!

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Neighbor's Secret

Daniel finds out about his neighbors secret.

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Biker Bitch Ch. 05

Cassie fucks Dale after the bank job - wants her patch.

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Finishing School For Ladies Ch. 04

Transvestite at finishing school is molested.

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Finishing School For Ladies Ch. 03

Valerie attends her interview to be inducted into the school.

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The Intimate Dinner Party

An intimate dinner party turns erotic.

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Modelling Ch. 05A

Talked into modelling his wife's lingerie.

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Ginger and Jules Sissy Story Ch. 04

Couples have dinner, cock sucking ensues.

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A Slut's Triangle Pt. 23

Kryss gets his ass handed to him at the all-girls party.

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Pillow Talk Ch. 05

Undercover tranny leads the mob on a little too far.

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I, Jennifer Ch. 04

Tranny fuck bot is taken repeatedly by her captors.

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How JJ Made a Woman of Me

A sissy submits to an older guy.

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Taking Over Where Momma Left Off

After Stubby's Momma passed, someone had to take over!

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Finishing School For Ladies Ch. 06

Sally and Valerie invite Emily into their bed and sparks fly.

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My Therapists Solution

My therapist helps me find what I really wanted.

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Biker Bitch Ch. 08

Cassie is fucked by a Cartel Hefe; the ATF spoil the party.

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Agnes Dourville Ch. 09

Joining the Royal Order of Corsetry.

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Dude Looks Like a Lady

I lost a bet and have to pay up.

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Executive Solutions Ch. 03

Tranny gives her pimp a blowjob while they search for her ID.

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Cunt! Ch. 08

More spring break shenanigans...

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One Week Ch. 06

The misadventures of Louise continues.

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Mistress Salem

Often the scummiest hubby can be a sissy!

4.1
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The Roommate Pt. 11 - Miranda

Lori pays the price for spreading her wings.

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Trapped! Ch. 05

A convincing young CD dresses up as Daenerys for Halloween.

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CD Stacy's Birthday Surprise

Stacy's girlfriend takes her out for a birthday surprise.

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Trapped! Ch. 03

A convincing young CD deals with the morning after.

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Hostess with the Mostest Ch. 05

Candi gets to the training school and fucks John.

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Harmony and Dissonance

Musical Thai couple's harmony challenged by discord.

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Trapped! Ch. 04

A convincing young CD prepares herself for Halloween...

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Gay Love in Bozeman

An older man finds romance with a young gay lover.

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The Librarian Ch. 06

TG fucks bad guys so she can rescue young sex slaves.

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Chronicles of Heather Maureen Ch. 06

One transvestites life from start to present.

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Discovering Stephanie

An erotic journey of discovery.

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Barrack Room Betty Ch. 10

Michele gets posted to a ship where a surprise awaits.

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Destiny Fulfilled

A closet transvestite visits a sex club loses her virginity.

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Shipping Out

Al meets a mystery woman by the river.

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The Librarian Ch. 02

TG librarian is molested by strangers but rescued by Randy.

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Barrack Room Betty Ch. 16

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

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La Contessa Ch. 01

Roberto services two transvestites in alleys of Venice.

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Results of the New Arrangement

Our hero from "The New Arrangement" is learning to live!

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The Island Ch. 01

Four marooned sailors are joined by a stranger with a secret.

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The Prisoner Wore Panties Ch. 02

Dresses as a woman to try to escape POW camp but he likes it.

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Chronicles of Heather Maureen Ch. 04

The life of one transvestite from start to present.

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Letter from New Piedmont

Is it a wise thing to move in with your Dominant Keyholder?

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Generation Z Pt. 02

A Virus has wiped out the female population.

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I, Jennifer Ch. 03

Tranny fuck-bot is captured by The Resistance and used.

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Jennifer's Big Night Out Ch. 02

Jennifer's night out with the girls continues.

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Secrets of Buttermilk Falls

About Slave Ellis and his dominant and submissive friends!

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Pillow Talk Ch. 07

TV Madame Michelle faces a dilemma, be true to Frankie or???

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Escapism: The Modern Man

Escapism can be a wonderful thing.

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Trapped! Ch. 06

A convincing young CD enters the club on Halloween.

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Miss Chianti's Troy-Boy

What hurdles one jumps to get to orgasm?

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Chronicles of Heather Maureen Ch. 05

One transvestite's life from start to present.

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The Humiliation of Emma

Tranny drinks cum and piss.

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The Perils of Sweet Sue and Smokey

Can a gorgeous PI have a sexy relationship with her gun?

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Shunga World

Filipino Transvestite dropped into Tokyo Shunga art world.

4.1
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In Need of Direction

Young man going nowhere, needs direction to transition.

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Barrack Room Betty Ch. 09

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

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The Sissy Department Store Ch. 05

The young lovers story comes to conclusion in full make-up.

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An Interlude, Bailey on the Prowl

Just a quick one off interlude, tranny Bailey on the prowl.

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Lady's Bottom – 01: An introduction

Life in an English village where women are in charge.

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Trash Night

Sweet TV Noreen takes out the trash.

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Love in Middle Age

Stanley becomes Sadie and finds mature lovers.

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At the Kit-Kat Club Ch. 02

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

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Secretary for the Day

Losing a bet I go all out to pass as a convincing secretary!

4.49
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First Contact

First time experiencing going female.

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The Prisoner Wore Panties Ch. 03

Trans prisoner attracts the attention of the camp Commandant.

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The Blond Foreigner

Stranger mixes up male love relationships at Spanish café.

4.42
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Active tags
Active tags
transvestite
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