‘transvestite’ stories

Active tags
crossdresser (195)anal (157)crossdressing (153)stockings (111)panties (110)crossdress (103)pantyhose (98)oral (76)sissy (76)forced (64)feminization (63)tranny (61)nylon (58)lingerie (57)transsexual (55)blowjob (54)bondage (45)femdom (45)humiliation (42)submission (40)gay (37)anal sex (35)bdsm (32)domination (32)nylons (32)transformation (29)blackmail (27)cross dressing (27)shemale (26)transexual (26)oral sex (25)threesome (25)gay anal (24)high heels (24)bisexual (23)feminisation (22)exhibitionism (22)dildo (22)crossdressers (21)spanking (21)transvestism (21)lesbian (20)transgender (20)cuckold (19)fetish (19)first time (18)strap-on (18)interracial (17)fellatio (17)cross-dresser (17)incest (17)trans (16)cross dress (16)blow job (16)male submissive (15)seduction (15)corset (14)cum (13)chastity (13)submissive (13)female dominant (13)cross-dressing (13)cross dresser (12)orgasm denial (11)wife (11)pain (11)18-year-old (10)prostitute (10)female domination (10)punishment (10)fuck (10)stocking (10)cocksucking (9)masturbation (9)slut (9)heels (9)forced sex (9)strapon (9)mistress (9)cock sucker (8)satin (8)forced feminization (8)knickers (8)dominance (8)enema (8)public anal (8)chastity belt (8)forced feminisation (7)submissive male (7)gay transvestite (7)orgy (7)gay first time (7)gangbang (7)leather (7)public (7)suck (7)love (7)panty (7)group sex (7)dominatrix (7)son (7)bisexual male (7)cock sucking (7)mother (7)hormones (7)tights (7)hypnosis (7)taboo (6)hooker (6)public blow-jobs (6)cocksucker (6)sadism (6)black cock (6)stranger (6)college (6)whore (6)schoolgirl (6)romance (6)forced bi (6)silk (6)dominant wife (6)discipline (6)kissing (6)brother (5)master (5)caught (5)halloween (5)nurse (5)dress (5)captive (5)strap on (5)cunnilingus (5)revenge (5)golden showers (5)husband (5)whipping (5)watersports (5)boss (5)reluctance (5)dominant female (5)sci-fi (5)sucking (5)french maid (5)virgin (5)group (5)male dominant (5)blackmailed (5)gay romance (5)gay blowjob (5)secretary (5)escort (5)prostitution (5)make up (5)creampie (5)mind control (5)science fiction (5)pegging (5)big cock (5)coed (4)mature (4)t-girl (4)blow-job (4)rimming (4)sucks (4)scat (4)sissification (4)tgirl (4)office sex (4)cbt (4)male anal (4)rubber (4)humor (4)voyeur (4)slave (4)ghost (4)pregnant (4)mmf (4)facial (4)gay male (4)dominate (4)office (4)cock (4)maid (4)bi sexual (4)erotic horror (4)big breasts (4)public sex (4)gay incest (4)sub (4)dominantion (4)gay oral (4)surprise (4)gay crossdresser (4)daughter (4)ass fucking (4)costume (4)phone sex (4)boots (4)masochism (4)butt plug (4)girlfriend (4)homosexual (4)first encounters (3)castration (3)queer (3)reluctant (3)pussy eating (3)orgasm (3)cum swallowing (3)dominant male (3)fantasy (3)magic (3)gay sex (3)handcuffs (3)exhibitionist (3)ladyboy (3)latex (3)father (3)hand job (3)hardcore sex (3)legs (3)cfnm (3)cream pie (3)black man (3)feminize (3)male masturbation (3)gloryhole (3)wedding (3)ass to mouth (3)submissive husband (3)mystery (3)servitude (3)prison (3)

Sunday Night Fun, Laci and Johnathon

Laci and Johnathon wind up with a Sunday Night fling.

Transgender & Crossdressers 12/03/2018

A Special Night, Laci's First...

A Story of Laci a crossdresser's first time rendezvous.

Transgender & Crossdressers 11/21/2018

Cunt! Ch. 05

Ashley begins moving forward with or without...

Transgender & Crossdressers 11/17/2018

The Making of Davina Ch. 01

Life of a transgender boy in the 1960s.

Transgender & Crossdressers 10/27/2018

Becoming Jacqueline Pt. 02

Sliding irreversibly into sensual femininity as Jacquline.

Transgender & Crossdressers 10/16/2018

The Collector Ch. 04

Trained tranny is offered to masters for their use.

Transgender & Crossdressers 10/12/2018

Sissy Academy - The Tour Pt. 02

The Masters continue their tour...to the future of sissydom!

Transgender & Crossdressers 10/11/2018

The Collector Ch. 03

Tranny is being groomed to serve her masters.

Transgender & Crossdressers 10/11/2018

The Collector Ch. 02

He's collected a CIS girl to teach his TV girl the ropes.

Transgender & Crossdressers 10/10/2018

La Contessa Ch. 01

Roberto services two transvestites in alleys of Venice.

BDSM 09/24/2018

Cumming to Terms with Her Pt. 02

Recently Single, a bi transvestite can go to the ball.

Transgender & Crossdressers 09/13/2018

Becoming Jacqueline Pt. 01

Jack arouses his emerging feminine self, and likes it...

Transgender & Crossdressers 09/11/2018

Pillow Talk Ch. 07

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

Transgender & Crossdressers 09/10/2018

Pillow Talk Ch. 05

Undercover tranny leads the mob on a little too far.

Transgender & Crossdressers 09/07/2018

Pillow Talk Ch. 04

Tranny ho is forced to fuck NPYD vice cops to stay undercover.

Transgender & Crossdressers 09/05/2018

Pillow Talk Ch. 03

Undercover tranny makes the ultimate sacrifice - her virginity.

Transgender & Crossdressers 09/04/2018

Duncan Gets Engaged

Getting the girl to marry you may cost orgasms...

BDSM 09/04/2018

Pillow Talk Ch. 02

Tranny hooker blows mobster to try to get info for FBI.

Transgender & Crossdressers 09/03/2018

Pillow Talk Ch. 01

Cop is forced to go undercover as a transvestite hooker.

Transgender & Crossdressers 09/01/2018

Sissy and His Sister

Sister and her friends catch me in her underwear.

Transgender & Crossdressers 08/26/2018

Indolent Ivan

He really shouldn't have introduced Josie to Wren!

BDSM 08/24/2018

My First Threesome

My first time being double penetrated!

Transgender & Crossdressers 08/18/2018

I, Jennifer Ch. 04

Tranny fuck bot is taken repeatedly by her captors.

Transgender & Crossdressers 07/22/2018

A Night with Daddy Alpha

A sissy's first time with a dominant male.

Transgender & Crossdressers 07/15/2018

Holiday Girl

Holiday girl surprise.

Transgender & Crossdressers 07/12/2018

The Bedroom in Benny's Basement

This kind old man has a secret!

Transgender & Crossdressers 07/11/2018

My Place in Our New Relationship

Taking things further.

Transgender & Crossdressers 07/03/2018

Taking Over Where Momma Left Off

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

BDSM 06/29/2018

I, Jennifer Ch. 03

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

Transgender & Crossdressers 06/28/2018

I, Jennifer Ch. 01

Tranny has to go on the run and use her sexuality to escape.

Transgender & Crossdressers 06/24/2018

Mother is a Matchmaker

Spalding has new adventures at his favorite kinky Gift Shop.

BDSM 06/20/2018

Almost Damsel Almost in Distress

Transvestite plays in self-bondage and gets "rescued".

Transgender & Crossdressers 06/16/2018

How I Became a Transvestite

A man's journey into crossdressing.

Transgender & Crossdressers 06/15/2018

Gas Money

First time experience with a sissy boy.

Transgender & Crossdressers 06/02/2018

Yes Master

Sissy boy is defiled by his friend.

Transgender & Crossdressers 05/30/2018

Tatum's Temperament

His teasing fiance is way too nice to his stepdad!

BDSM 05/21/2018

A Job at Last

How far would I go to get and keep a job?

NonConsent/Reluctance 05/01/2018

The Elephant in the Room Ch. 02

Elizabeth's story, incest, prostitution and transvestite sex.

Transgender & Crossdressers 04/08/2018

Kyle - My First Public Date

Leigh’s first public date.

Transgender & Crossdressers 04/05/2018

My Second Me

Have U ever accepted a dare then wondered what U got into?

Transgender & Crossdressers 04/04/2018

The Clothes Shop... Pt. 01

Temptation can be a killer...Being caught is even worse...

Transgender & Crossdressers 04/03/2018

The Making of Meaghan Ch. 03

Brian takes time away to sort things out.

Transgender & Crossdressers 04/01/2018

The Landlady Pt. 01

We all need a room where we can dress in secret, but...

Transgender & Crossdressers 03/28/2018

My Girlfriend's Mum Pt. 01

I can't believe she would do this to me...

Transgender & Crossdressers 03/27/2018

The Elephant in the Room Ch. 01

Closet crossdresser gets found by his scheming wife.

Transgender & Crossdressers 03/27/2018

Work Day, Fun Day

The wife finally gets to see her panty husband.

Transgender & Crossdressers 03/23/2018

Cum and Dress for Me... Pt. 01

Have U ever been tempted 2 ring a No & complete yr fantasy?

Transgender & Crossdressers 03/21/2018

A New identity

David gets a new and exciting look.

Transgender & Crossdressers 03/15/2018

Barbara's Binoculars

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

Transgender & Crossdressers 03/14/2018

The Making of Meaghan Ch. 01

An unsuspecting small town guy is turned into Dave's girl.

Transgender & Crossdressers 03/10/2018

Mistress Kate Pt. 03

Leslie becomes the house whore.

Transgender & Crossdressers 03/09/2018

Willow World

T-Girl explores her fantasy with her boyfriend.

Transgender & Crossdressers 02/17/2018

The Picnic

Splendor in the grass and first time with a T-Girl.

Transgender & Crossdressers 02/17/2018

Lotus Bloom

Man meets T-girl and enjoys his first sexual experience.

Transgender & Crossdressers 02/14/2018

I'm Now Called Dee Ch. 03

First time going out presenting as my new persona.

Transgender & Crossdressers 02/11/2018

Two Men in a Boat

A threesome with a nautical twist!

Transgender & Crossdressers 02/03/2018

Winning Big in Las Vegas

Winning more than $ in Vegas.

Transgender & Crossdressers 01/31/2018

My First Time Becoming a Slut

My first time with a man.

Transgender & Crossdressers 01/31/2018

A Slut's Triangle Pt. 24

Ashleigh has sex with Rick.

Transgender & Crossdressers 01/31/2018

Executive Solutions Ch. 04

TS on the run with two boyfriends pays the price when caught.

Transgender & Crossdressers 01/30/2018

Executive Solutions Ch. 03

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

Transgender & Crossdressers 01/28/2018

Letter from New Piedmont

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

BDSM 01/18/2018

Caramel and Devin

Two Guys Become Girls.

Transgender & Crossdressers 01/13/2018

First Time Dressing Up

Hung black teen crossdresses.

Transgender & Crossdressers 01/13/2018

Forgiving Wife Pt. 01

A secret crossdresser and an understanding wife.

Transgender & Crossdressers 01/05/2018

Biker Bitch Ch. 11

Cassie makes Jill an offer she can't refuse.

Transgender & Crossdressers 01/03/2018

My Slutty Adventures Ch. 02

Visiting my old condo as Sonia.

Transgender & Crossdressers 12/30/2017

Biker Bitch Ch. 09

Cassie is imprisoned with some tough hombres who use her.

Transgender & Crossdressers 12/27/2017

My Slutty Adventures Ch. 01

Adventures of a sexy, slutty passable transvestite.

Transgender & Crossdressers 12/26/2017

Biker Bitch Ch. 08

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

Transgender & Crossdressers 12/24/2017

Two Trannies and the Beast

A couple of trannies have sister sex with a beast of a man.

Transgender & Crossdressers 12/23/2017

Biker Bitch Ch. 07

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

Transgender & Crossdressers 12/23/2017

Biker Bitch Ch. 05

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

Transgender & Crossdressers 12/20/2017

A Merry Christmas Lock In

A close knit group of friends get trapped in Mall...

Transgender & Crossdressers 12/19/2017

Biker Bitch Ch. 03

Cassie finishes her training and practices seduction.

Transgender & Crossdressers 12/16/2017

Ruffles and Lace

Love and vintage clothing.

Transgender & Crossdressers 12/16/2017

Biker Bitch Ch. 02

Cassie's back story. How she became a biker transvestite.

Transgender & Crossdressers 12/14/2017

Biker Bitch Ch. 01

Biker is found to be a closet transvestite & pays the price.

Transgender & Crossdressers 12/13/2017

Kimmy's Discovery Ch. 04

The continuing story of young Kimmy and her self-discovery.

Transgender & Crossdressers 12/09/2017

Recruiting of a Sissy Maid Ch. 14.5

Bailey T-girl looking for men.

Transgender & Crossdressers 12/06/2017

Tramp Steaming Ch. 05: Noah

Nathan finds his versatility with a Sydney busker.

Gay Male 11/23/2017

Modelling Ch. 05A

Talked into modelling his wife's lingerie.

Transgender & Crossdressers 11/17/2017

The Grad House

Grad student transforms with help from three new room mates.

Transgender & Crossdressers 11/06/2017

Modelling Ch. 04

Talked into modelling his wife's lingerie.

Transgender & Crossdressers 11/06/2017

A Slut's Triangle Pt. 23

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

Transgender & Crossdressers 10/31/2017

An Interlude, Bailey on the Prowl

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

Transgender & Crossdressers 10/31/2017

A Love Letter to My Fantasy

A night with you, my dream man.

Transgender & Crossdressers 10/30/2017

A Slut's Triangle Pt. 22

Brenda fucks Ashleigh with a strapon, Kryss shows up.

Transgender & Crossdressers 10/23/2017

Modelling Ch. 03

Talked into modeling his wife's lingerie.

Transgender & Crossdressers 10/22/2017

Modelling Ch. 01

Talked into modeling his wife's lingerie.

Transgender & Crossdressers 10/08/2017

L/J's (A One Week Chronicles Story)

A night of celebration at L/J's.

Transgender & Crossdressers 10/05/2017

My Cross-Dressing Life

A cross-dresser's journey into the arms of a man.

Transgender & Crossdressers 10/04/2017

Finishing School For Ladies Ch. 11

Final chapter - will they live happy ever after?

Transgender & Crossdressers 10/04/2017


Talked into modelling his wife's lingerie.

Transgender & Crossdressers 10/02/2017

The Moulding of a Transvestite

A transvestite goes on a date that turns into an adventure.

BDSM 09/27/2017

Kidnapped (A One Week Chronicles)

Crystal may just have gone too far this time...

Transgender & Crossdressers 09/26/2017

Finishing School For Ladies Ch. 06

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

Transgender & Crossdressers 09/20/2017

Recruiting of a Sissy Maid Ch. 01

The beginning of of a sissy's recruitment.

Transgender & Crossdressers 09/18/2017

Finishing School For Ladies Ch. 05

Tranny at school dance gets fucked by young lad.

Transgender & Crossdressers 09/17/2017

Finishing School For Ladies Ch. 04

Transvestite at finishing school is molested.

Transgender & Crossdressers 09/16/2017
Active tags
Separate tags with commas. More info in the FAQ
Related Tags