‘crossdressing’ stories

Active tags
anal (384)femdom (257)sissy (248)panties (226)lingerie (180)humiliation (173)feminization (171)oral (169)crossdresser (153)blowjob (153)gay (153)transvestite (139)bondage (138)submission (124)domination (91)bisexual (88)transgender (88)bdsm (84)first time (82)anal sex (73)incest (73)strapon (71)crossdress (69)high heels (68)pantyhose (67)forced feminization (66)lesbian (66)cuckold (65)stockings (65)fetish (65)forced (60)transsexual (59)blow job (58)wife (57)spanking (57)chastity (55)submissive (55)masturbation (54)threesome (51)pegging (50)cum (49)strap-on (49)shemale (48)interracial (48)transformation (48)blackmail (47)exhibitionism (44)caught (43)oral sex (43)cocksucking (42)slut (40)romance (40)group sex (36)transexual (36)tranny (35)trans (33)sister (33)dildo (33)toys (33)gay sex (32)cum eating (32)sissy maid (31)fantasy (30)transvestism (30)sissy slut (29)son (29)feminisation (28)watersports (26)group (26)gay male (25)mistress (25)male submissive (24)husband (24)maid (24)dominatrix (24)creampie (24)big cock (24)college (23)public (23)queening (23)sissification (22)cunnilingus (21)punishment (21)bra (21)brother (20)control (20)reluctance (20)dominance (20)love (20)handjob (20)daddy (19)corset (19)forced fem (18)makeup (18)female domination (17)gangbang (17)piss (17)heels (17)mtf (17)fellatio (17)mind control (17)cock (16)butt plug (16)strap on (15)orgy (15)oral servitude (15)mother (15)hormones (15)straight (15)hypnosis (15)halloween (14)gay first time (14)voyeur (14)slave (14)mmf (14)virgin (14)forced bi (14)bbc (14)nylons (14)cock sucking (14)denial (13)sex (13)tgirl (13)black cock (13)seduction (13)bisexual male (13)tights (13)noncon (13)18-year-old (12)satin (12)trap (12)sci-fi (12)lesbian sex (12)mother son incest (12)ass (12)gay anal (12)science fiction (12)fisting (11)magic (11)gay incest (11)cheating (11)girlfriend (11)aunt (11)mature (10)cuckolding (10)femboy (10)nonconsent (10)family (10)gang bang (10)glory hole (10)party (10)office (10)shopping (10)father (10)older man (10)milf (10)male to female (10)cfnm (10)prostitution (10)boyfriend (10)make up (10)dominant wife (10)discipline (10)orgasm denial (9)younger man (9)older woman (9)cum swallowing (9)golden shower (9)submissive sissy (9)ladyboys (9)bisexuality (9)rough (9)toilet (9)female dominant (9)brothers (9)gay love (9)feminize (9)futanari (9)public humiliation (9)bras (8)deepthroat (8)domme (8)dress (8)gay bdsm (8)feminized (8)male anal (8)golden showers (8)mom (8)facial (8)sucking (8)whore (8)french maid (8)shemales (8)panty (8)enema (8)gay oral (8)bikini (8)blowjobs (8)role reversal (8)stilettos (7)scat (7)tease (7)cbt (7)cocksucker (7)sissy maids (7)bi-sexual (7)humor (7)smoking (7)boss (7)18 year old (7)romantic (7)sissy humiliation (7)dating (7)latex (7)teasing (7)gay blowjob (7)sissies (7)black man (7)young (7)bareback (7)kidnapping (6)first encounters (6)shame (6)rubber (6)teen (6)fucking (6)cousin (6)female dominance (6)costume (6)gloryhole (6)pvc (6)submissive husband (6)analingus (6)
crossdressing

beta Alpha

A sissy gets found out by her childhood bully.

Transsexuals & Crossdressers 02/18/2018

Casey's Submissive Journey Pt. 08

Mistress Betty - Part 2.

Transsexuals & Crossdressers 02/16/2018

Two Free Tickets Pt. 02

Sexy memories slip through the amnesia.

Mind Control 02/15/2018

Casey's Submissive Journey Pt. 07

Mistress Betty - Part 1.

Transsexuals & Crossdressers 02/14/2018

Caught In Lingerie Ch. 02

Sissy boy used again...and loves it!

Transsexuals & Crossdressers 02/14/2018

Serving the Dark Lady Ch. 05

Karee's mom tracks him down.

Sci-Fi & Fantasy 02/14/2018

My VideoChat Error Ch 19

Shaun(a) gets put in chastity.

NonConsent/Reluctance 02/14/2018

Last Friday: First Sissy Experience

A couple has a night with sissy chastity and a black cock.

Transsexuals & Crossdressers 02/13/2018

Serving the Dark Lady Ch. 04

Karee learns what a safeword is.

Sci-Fi & Fantasy 02/13/2018

Serving the Dark Lady Ch. 03

Karee has a chat with the high priestess.

Sci-Fi & Fantasy 02/12/2018

I'm Now Called Dee Ch. 02

Learning how to project as a woman

Transsexuals & Crossdressers 02/11/2018

I'm Now Called Dee Ch. 03

First time going out presenting as my new persona.

Transsexuals & Crossdressers 02/11/2018

Serving the Dark Lady Ch. 02

Karee's initiation.

Sci-Fi & Fantasy 02/11/2018

The Fantasy

A birthday fantasy turns into something kinkier.

Lesbian Sex 02/10/2018

Serving the Dark Lady Ch. 01

Femboy joins a new religion... and gets fucked a lot.

Sci-Fi & Fantasy 02/10/2018

Sissy Prince: Origin Ch. 03

The Prince's misadventures as he travels home.

Fetish 02/07/2018

Marriage Transformation Ch. 10

Couple take mini-vacation and take sex to a new level.

Fetish 02/07/2018

Le Sexe Superieur Ch. 03

Seafood footsie.

Transsexuals & Crossdressers 02/05/2018

I'm Now Called Dee Ch. 01

Male admits to wife he fantasizes about being lesbian.

Transsexuals & Crossdressers 02/05/2018

Two Free Tickets

Two guys win front-row seats at a hypnotist's show.

Mind Control 02/02/2018

Le Sexe Superieur Ch. 02

Peyton flies.

Transsexuals & Crossdressers 02/02/2018

Trusty

A young man auditions as an older man's "Wife".

Gay Male 02/01/2018

Lisa at Last

Fran's amputee son lives as a woman. What could be better?

Transsexuals & Crossdressers 02/01/2018

Happy Birthday to Me!

Sam buys his first panties and the shop owner surprises him.

Transsexuals & Crossdressers 02/01/2018

Accepted Ch. 03

Sasha checks-in for Orientation and has a wild first night.

Transsexuals & Crossdressers 01/31/2018

Marriage Transformation Ch. 09

Couple continue new adventures.

Fetish 01/31/2018

Sissy Prince: Origin Ch. 01

A young prince submits to his sissy side, as a slave.

Fetish 01/31/2018

Accepted Ch. 02

Sarah helps Sasha get ready for college.

Transsexuals & Crossdressers 01/30/2018

My Wife Hands Me Over to My Dom Ch. 01

A wife brings her cheating husband to his gay Dom.

Gay Male 01/30/2018

Accepted Ch. 01

A scholarship winner finds out an error in his application.

Transsexuals & Crossdressers 01/29/2018

A Sissy Surprise "The House Warming"

First sissy story ever and is a deep confession of desire.

Transsexuals & Crossdressers 01/28/2018

Coworker Found Me Out

A man gets busted posting a CL ad by a coworker.

Gay Male 01/26/2018

Expectations? Ch. 03

"Fortunes rise and fall with fate."

Transsexuals & Crossdressers 01/26/2018

Women's Studies Ch. 09

Lexi's holiday vacation ends with a bang and a blowout.

Transsexuals & Crossdressers 01/25/2018

Sissy for Mommy's Nipple Cream Ch. 01

Mom uses breastfeeding to turn her son into a sissy cumslut.

Transsexuals & Crossdressers 01/25/2018

The Live-in Maid Ch. 02

Her first week as a maid & learning to suck cock.

Transsexuals & Crossdressers 01/24/2018

The Flat Earth

A Shemale Auditions for the Role of Emperor's Concubine.

Transsexuals & Crossdressers 01/24/2018

Jennifer Monroe & the Ladies Ch. 03

Debbie's night of submission continues (Marsha & Patty).

Transsexuals & Crossdressers 01/17/2018

Caramel and Devin Pt. 02

Caramel Meets Devin's Brother Dalton.

Transsexuals & Crossdressers 01/16/2018

The Epidemic

A woman sets her husband up with another crossdresser.

Transsexuals & Crossdressers 01/14/2018

Le Sexe Superieur Ch. 01

Hadley's head of the house.

Transsexuals & Crossdressers 01/12/2018

Forgiving Wife Pt. 03

An exposed cd, a wife and uncertainty.

Transsexuals & Crossdressers 01/11/2018

Big Bobby and Sweet Sally Ch. 03

Big Bobby teaches Sweet Sally not to talk to strangers.

Transsexuals & Crossdressers 01/10/2018

Women's Studies Ch. 08

Home for the holidays with Sister and Mom.

Transsexuals & Crossdressers 01/10/2018

Expectations? Ch. 02

...and two parts become three.

Transsexuals & Crossdressers 01/10/2018

Forgiving Wife Pt. 02

A cd, an understanding wife and a possible future.

Transsexuals & Crossdressers 01/07/2018

Jennifer Monroe & the Ladies Ch. 02

Debbie's night of submission continues (Janice & Lesley).

Transsexuals & Crossdressers 01/06/2018

Forgiving Wife Pt. 01

A secret crossdresser and an understanding wife.

Transsexuals & Crossdressers 01/05/2018

A Night at the Club Pt. 02

Even in his bra and panties, Dani must get into the casino.

Transsexuals & Crossdressers 12/29/2017

Halloween Fun

A ruined costume leads to an unexpected night.

Transsexuals & Crossdressers 12/29/2017

Stormie Pt. 02: Strange and Dangerous

Stormie introduces Mark to strange and dangerous pleasures.

Transsexuals & Crossdressers 12/28/2017

Exploring My Fetish

My girlfriend embraces my fetish for a wild anniversary.

Anal 12/27/2017

Helen Ch. 06-07

We take on Helen's b/f as our Maid.

Transsexuals & Crossdressers 12/26/2017

Expectations?

How do we encounter them and why?

Transsexuals & Crossdressers 12/26/2017

The Meeting Pt. 04

Developing story of two cross-dressing, rubber lovers.

Transsexuals & Crossdressers 12/24/2017

It Runs in the Family Ch. 02

Sheila goes all the way with Marc. Dad gets involved.

Incest/Taboo 12/24/2017

Going Gurly Ch. 02: Bondage Slut

Topped by my crossdressing mentor.

Transsexuals & Crossdressers 12/24/2017

Stormie Pt. 01: Risky Reunion

A young adult CD reveals herself to a childhood pal.

Transsexuals & Crossdressers 12/22/2017

Jennifer Monroe & the Ladies Ch. 01

Sissy Debbie's night of submission begins (Sasha & Jennifer).

Transsexuals & Crossdressers 12/22/2017

Moving Out & Becoming a Girl

Beginning to be a full time Girl.

Transsexuals & Crossdressers 12/21/2017

Dead in a Storm

American soldier in Japan defiles a vampire blood slut.

Erotic Horror 12/21/2017

Divination and Manipulation

Sam meets a mage that shows him a new side of himself.

Transsexuals & Crossdressers 12/20/2017

Truckin'

Authoritarian Interracial.

NonConsent/Reluctance 12/19/2017

Casey's Submissive Journey Pt. 04

Angie & Debbie - Part 2.

Transsexuals & Crossdressers 12/17/2017

Helen Ch. 04-05

Continuing training of Helen.

Transsexuals & Crossdressers 12/17/2017

Ruffles and Lace

Love and vintage clothing.

Transsexuals & Crossdressers 12/16/2017

Caught in the Act

Crossdresser caught out at night.

Transsexuals & Crossdressers 12/16/2017

Agnes Dourville Ch. 17

Just maybe.

Transsexuals & Crossdressers 12/14/2017

Agnes Dourville Ch. 16

A lark after dark.

Transsexuals & Crossdressers 12/13/2017

The Second Wife

A happy wife attends to her abusive husband's needs.

BDSM 12/13/2017

Agnes Dourville Ch. 15

In which Michelle flies on a bird's wing.

Transsexuals & Crossdressers 12/12/2017

Accidental Daddy Pt. 03: Princess

Tory draws Big Daddy further into her lifestyle.

Transsexuals & Crossdressers 12/11/2017

Secret Lives Pt. 02

I find out about some of my wife's Secrets!

Transsexuals & Crossdressers 12/09/2017

It Runs in the Family Ch. 01

An incestuous weekend for the whole family.

Incest/Taboo 12/09/2017

Casey's Submissive Journey Pt. 03

Angie & Debbie Part-1.

Transsexuals & Crossdressers 12/09/2017

Mistress Morgan's Sissy Husband Pt. 03

Part-3...The tables get turned.

Transsexuals & Crossdressers 12/08/2017

Tomorrow was My 25th Birthday Ch. 02

This is the continuing tale of a young boy and his family.

Incest/Taboo 12/07/2017

Secret Lives Pt. 01

Found dressed and bound by my sister-in-law.

Transsexuals & Crossdressers 12/07/2017

Tim's Transforming Weekend Ch. 02

Tim's perverted awakening continues, but then a hitch...

Incest/Taboo 12/01/2017

Hitchhikers

A Sex-Performer has an adventure with an older man.

Incest/Taboo 12/01/2017

Masseur to Masseuse

To do the job he enjoys, some things must change...

Transsexuals & Crossdressers 11/30/2017

Mistress Morgan's Sissy Husband Pt. 01-02

Wife makes sissy husband be bitch for his sissy boyfriend.

Transsexuals & Crossdressers 11/30/2017

Losing Bets

Erick loses a bet to his friend... what could go wrong?

Gay Male 11/27/2017

Adam and Steve

Friends dress up for a party.

Transsexuals & Crossdressers 11/26/2017

Daddy's Good Boy

Damien tells his lover what to wear... and when to cum.

Gay Male 11/25/2017

A Boiled Frog Pt. 07

Forget the dash, let's make it a splash.

Transsexuals & Crossdressers 11/20/2017

The Artifact Shop Ch. 02

Emma talks with Lydia about her situation.

Transsexuals & Crossdressers 11/19/2017

Crossdressing Marriage

Even his wife wants him to put on a dress and get fucked.

Transsexuals & Crossdressers 11/18/2017

She Makes Him

Kinky girlfriend seduces boyfriend into becoming her slut.

Group Sex 11/17/2017

The Meeting Pt. 03

Continuing development of a relationship.

Transsexuals & Crossdressers 11/17/2017

Modelling Ch. 05A

Talked into modelling his wife's lingerie.

Transsexuals & Crossdressers 11/17/2017

Accidental Daddy Pt. 01

A retired vet meets a sexy young woman with a secret.

Transsexuals & Crossdressers 11/17/2017

Recruiting of a Sissy Maid Ch. 12

Chantel's first night as the club's new t-girl Dominarix.

Transsexuals & Crossdressers 11/16/2017

Snoop

Caught snooping.

Transsexuals & Crossdressers 11/16/2017

He Shall Go to the Ball

A man’s brush with high society ends in silken humiliation.

Fetish 11/15/2017

Dressing the French Maid Dragon

Dressed up as a French maid by his friend...

Non-Erotic 11/14/2017

The Meeting Pt. 02

Developing relationship from part 1.

Transsexuals & Crossdressers 11/10/2017

Mixed Bag Ch. 02: Mixed Harder

A teacher and aunt join the Reynolds' family fun.

Incest/Taboo 11/09/2017

True-Life Confessions of a CD

A sexually active crossdresser relates his experiences.

Transsexuals & Crossdressers 11/09/2017

A Woman on the Weekend

Found out, again, Tiff wants more than just weekends.

Transsexuals & Crossdressers 11/07/2017
Active tags
crossdressing
Separate tags with commas. More info in the FAQ
Related Tags