‘crossdressing’ stories

Active tags
anal (403)femdom (275)sissy (268)panties (240)lingerie (200)humiliation (193)feminization (183)oral (177)gay (165)blowjob (163)crossdresser (159)transvestite (148)bondage (145)submission (128)domination (102)bdsm (99)transgender (95)bisexual (92)first time (86)anal sex (78)incest (78)fetish (77)crossdress (74)cuckold (72)strapon (70)pantyhose (69)high heels (69)lesbian (68)forced feminization (67)stockings (66)transsexual (63)chastity (63)forced (61)wife (60)blow job (60)spanking (59)submissive (57)masturbation (56)pegging (55)threesome (53)interracial (52)cum (52)blackmail (52)strap-on (50)shemale (49)transformation (49)cocksucking (46)caught (45)oral sex (44)exhibitionism (44)romance (42)slut (39)tranny (38)group sex (38)cum eating (38)transexual (37)toys (35)trans (34)sister (34)dildo (34)gay sex (33)sissy maid (32)fantasy (32)transvestism (32)mistress (31)son (30)feminisation (29)sissy slut (29)big cock (28)husband (27)watersports (27)public (27)creampie (26)gay male (25)maid (25)group (25)sissification (24)male submissive (24)college (24)dominatrix (24)queening (24)cunnilingus (22)bra (22)punishment (21)dominance (21)love (21)handjob (21)brother (20)control (20)female domination (20)reluctance (20)daddy (19)forced bi (19)bbc (19)corset (19)fellatio (19)forced fem (18)makeup (18)gangbang (17)piss (17)cock (17)heels (17)cock sucking (17)mtf (17)mind control (17)strap on (16)femboy (16)satin (16)orgy (16)slave (16)bisexual male (16)mother (16)butt plug (16)gay first time (15)voyeur (15)virgin (15)oral servitude (15)hormones (15)straight (15)hypnosis (15)denial (14)halloween (14)taboo (14)mmf (14)seduction (14)nylons (14)science fiction (14)public humiliation (14)18-year-old (13)sex (13)tgirl (13)black cock (13)lesbian sex (13)mother son incest (13)gay anal (13)tights (13)noncon (13)mature (12)cuckolding (12)trap (12)sci-fi (12)ass (12)cheating (12)girlfriend (12)family (11)facial (11)fisting (11)magic (11)shopping (11)submissive sissy (11)father (11)gay incest (11)feminize (11)make up (11)futanari (11)aunt (11)discipline (11)orgasm denial (10)nonconsent (10)gang bang (10)18 year old (10)glory hole (10)party (10)office (10)bisexuality (10)milf (10)male to female (10)cfnm (10)prostitution (10)boyfriend (10)blowjobs (10)dominant wife (10)younger man (9)older woman (9)bi-sexual (9)humor (9)cum swallowing (9)golden shower (9)teen (9)french maid (9)shemales (9)ladyboys (9)rough (9)toilet (9)older man (9)female dominant (9)brothers (9)gay love (9)role reversal (9)bras (8)deepthroat (8)submissive male (8)domme (8)dress (8)gay bdsm (8)feminized (8)male anal (8)golden showers (8)mom (8)leather (8)romantic (8)sucking (8)whore (8)dating (8)panty (8)enema (8)teasing (8)gay oral (8)bikini (8)submissive husband (8)bareback (8)first encounters (7)tease (7)cbt (7)cocksucker (7)sissy maids (7)smoking (7)boss (7)sissy humiliation (7)schoolgirl (7)polyamory (7)high school (7)exhibitionist (7)latex (7)public sex (7)gay blowjob (7)sissies (7)black man (7)daughter (7)makeover (7)gloryhole (7)sph (7)young (7)
crossdressing

Sluts

Meeting new people can be quite the experience.

Transsexuals & Crossdressers 07/20/2018

Chasing Skirts

Sam's a young man with eyes on Heidi, who has strange tastes.

Transsexuals & Crossdressers 07/20/2018

That Night

A guy's introduction to the world of BDSM and Crossdressing.

BDSM 07/18/2018

Swipe Right Ch. 02

Sam continues to be molded into Sasha's perfect slave.

Transsexuals & Crossdressers 07/17/2018

Devilish Uncertainty Ch. 01

Lin'qa and Dellie earn their freedom.

Sci-Fi & Fantasy 07/17/2018

Sissy Maid Son Pt. 02

The sissy maid is getting prepared for her first day.

Transsexuals & Crossdressers 07/14/2018

Lance Transformed into Lana

Discovering the transformation of son to daughter.

Transsexuals & Crossdressers 07/11/2018

To Live and Fuck in L.A. Ch. 02

Nicky gets more than he bargained for at a party.

Gay Male 07/06/2018

The Grocery Store

A cuckold tale.

Loving Wives 07/06/2018

To Live and Fuck in L.A. Ch. 01

A young actor catches a break in Hollywood.

Gay Male 07/05/2018

My Place in Our New Relationship

Taking things further.

Transsexuals & Crossdressers 07/03/2018

King and Queen Cuckold Pt. 03

He submits further.

Loving Wives 07/01/2018

King and Queen Cuckold Pt. 02

His submission deepens.

Loving Wives 06/30/2018

The Bottoms of My Heart

Final chapter of this part of the saga.

Group Sex 06/28/2018

My Sister Jodi

Bill gets caught wearing his sister Jodi's lingerie.

Incest/Taboo 06/28/2018

Sissy Meets Daddy

A sissy loses her virginity.

Transsexuals & Crossdressers 06/24/2018

Girdled Ch. 05

Rene comes to stay the weekend.

Incest/Taboo 06/23/2018

How I went from Domme to Slut Ch. 07

The red headed Domme makes good on her word to borrow me!

BDSM 06/22/2018

Fun with a Cherry Popper

Crossdresser gets a new toy, finds she loves it.

Transsexuals & Crossdressers 06/21/2018

How I went from Domme to Slut Ch. 06

Easter with the Goddesses? What could go wrong?

BDSM 06/20/2018

My Secret Revealed Ch. 08

Couple have a gangbang on their last night in the Bahamas.

Transsexuals & Crossdressers 06/20/2018

Secret Lives Pt. 03

First public outing dressed en femme.

Transsexuals & Crossdressers 06/19/2018

Alex and Jeremy

Alex helps Jeremy and then Jeremy changes Alex' life.

Transsexuals & Crossdressers 06/16/2018

How I Became a Transvestite

A man's journey into crossdressing.

Transsexuals & Crossdressers 06/15/2018

Starlit Petal Ch. 02

Xisha meets Petal's femme side.

Transsexuals & Crossdressers 06/12/2018

My Secret Revealed Ch. 07

Crossdresser and wife take a quick vacation to the Bahamas.

Transsexuals & Crossdressers 06/08/2018

Girdled Ch. 02

A mom and her son grow more intimate.

Incest/Taboo 06/08/2018

Manuevers

A wife fucks her bull in front of her sissy husband.

Incest/Taboo 06/07/2018

Girdled Ch. 01

A son gets caught trying on his mother's girdle & stockings.

Incest/Taboo 06/05/2018

The Pantysissy Diaries Ch. 02

Jaymie begins her transition from a pantyboy to a pantysissy.

Transsexuals & Crossdressers 06/02/2018

My Secret Revealed Ch. 06

Submissive husband expands his horizons to please wife.

Transsexuals & Crossdressers 06/02/2018

Summer to Remember Ch. 02

It was harder to hide at college.

Transsexuals & Crossdressers 05/31/2018

A Dose of Vitamin C

A meeting becomes bearable remembering a long, steamy affair.

Erotic Couplings 05/31/2018

Camboy's New Mistress

Boy reveals his secret life as a crossdressing camwhore.

Transsexuals & Crossdressers 05/30/2018

Awakening My Inner Trixie Ch. 02

Trixie has her first taste of men and learns more.

Transsexuals & Crossdressers 05/30/2018

My Secret Revealed Ch. 05

Couple visit her friends in New York.

Transsexuals & Crossdressers 05/25/2018

Forced to be Their Nephew

Forced to be their nephew.

Transsexuals & Crossdressers 05/24/2018

Jock Princess Ch. 06

Lexi comes out to her family, goes out and meets a war vet.

Transsexuals & Crossdressers 05/23/2018

Signature Required

My first encounter with Jake the delivery driver.

Transsexuals & Crossdressers 05/22/2018

In from the Rain Pt. 02

Mike gets a booty call...but does he want something more?

Transsexuals & Crossdressers 05/17/2018

Sissy Shopping Adventure

A sissy heads to the mall for some pure humiliation.

Transsexuals & Crossdressers 05/10/2018

Women's Studies Ch. 11

Valentines Day: Boys vs Girls...and a side of trouble.

Transsexuals & Crossdressers 05/09/2018

Wannabe Cuckold Pt. 04

Wannabe Cuckold gets pushed a little further.

Gay Male 05/09/2018

Tammy Truth and Fiction

Writer Tammy sexual background.

Transsexuals & Crossdressers 05/03/2018

My Neighbour's Party Pt. 01

When your gorgeous neighbour invites you to the party of your dream.

Transsexuals & Crossdressers 05/02/2018

The Tables Turned

I assert myself and she puts me in my place.

Fetish 05/01/2018

Ready For Love

Two unlikely people, ready for love, unexpectedly find it.

Transsexuals & Crossdressers 05/01/2018

Afro Stress Relief Ch. 04

White Boy gets more involved in social experiment.

Transsexuals & Crossdressers 04/28/2018

The Work Shower

How far will a chastised sissy go for an orgasm?

Transsexuals & Crossdressers 04/24/2018

Crossing on Route 66

Two guys cross-dress on Route 66.

Transsexuals & Crossdressers 04/24/2018

Diary of a Panty Lover's Wife Ch. 03

Fun on an airplane.

Fetish 04/24/2018

My name is Lulu

How i came to dress up

Transsexuals & Crossdressers 04/24/2018

Caught Wearing Girlfriend's Panties

Friend catches him wearing his girlfriend's lingerie bottoms.

Gay Male 04/23/2018

Kayla Caught Me Ch. 01

Got caught xdressing.

Transsexuals & Crossdressers 04/23/2018

The Trap... Trap...

Lost my virginity. Not getting it back. Traps involved.

First Time 04/23/2018

Wannabe Cuckold Pt. 03

Wannabe cuckold is pushed further by his unknown tormentor.

Transsexuals & Crossdressers 04/21/2018

A Stripper Comes To Stay

Forces wife to become lesbian & husband to become her maid.

Lesbian Sex 04/21/2018

Guys Trip, Lace Causes a Stir Ch. 04

A friendly wager brings thrilling consequences.

Transsexuals & Crossdressers 04/20/2018

I Love Men to wear my Satin Panties Pt. 01

What do you do when your kinky dreams come true?

Transsexuals & Crossdressers 04/20/2018

Tables Turned at the Mall

A sissy gets more than she reckoned with at the mall.

BDSM 04/20/2018

Morning Glory

Caleb has an unexpected reunion at the local gloryhole.

Transsexuals & Crossdressers 04/19/2018

Orphans (The Raccoon)

A pregnant wife, her lover, husband, daughter discuss things.

Erotic Couplings 04/19/2018

Diary of a Panty Lover's Wife Ch. 02

The complicated art of seducing a panty-lover.

Fetish 04/18/2018

Afro Stress Relief Ch. 03

White Boy continues with social experiment.

Transsexuals & Crossdressers 04/18/2018

Chris' Adventures Ch. 04

Chris' wife takes him out for a day of shopping and fun.

Fetish 04/13/2018

Wannabe Cuckold Pt. 02

Wannabe cuckold finds himself in a sticky situation.

Exhibitionist & Voyeur 04/12/2018

My Boyfriend is a Better Sister

Girl catches boyfriend crossdressing, makes him weekend slut.

Transsexuals & Crossdressers 04/11/2018

In from the Rain

The cute girl on Mike's doorstep has a secret...

Transsexuals & Crossdressers 04/11/2018

Le Sexe Superieur Ch. 08

Gasping for Luis.

Transsexuals & Crossdressers 04/10/2018

Afro Stress Relief Ch. 02

White Boy continues social experiment at Afro club.

Transsexuals & Crossdressers 04/10/2018

The Gods Must Be Horny

Primitive warrior finds an unusual "conquest" in the jungle.

Transsexuals & Crossdressers 04/09/2018

Hung like a Grape Ch. 03

Sherry entertains some new friends at Lisa's party!

Transsexuals & Crossdressers 04/07/2018

Entertaining is Hard Work!

Dani has to entertain three black men at a private party.

Transsexuals & Crossdressers 04/06/2018

Afro Stress Relief Ch. 01

White Boy coerced into social experiment at Afro club.

Transsexuals & Crossdressers 04/06/2018

Hung like a Grape Ch. 02

Lisa continues to strengthen her hold over Sherry!

Transsexuals & Crossdressers 04/05/2018

My Second Me

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

Transsexuals & Crossdressers 04/04/2018

Le Sexe Superieur Ch. 07

A long-buried memory.

Transsexuals & Crossdressers 04/03/2018

The Clothes Shop... Pt. 01

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

Transsexuals & Crossdressers 04/03/2018

Ellie's Weekend

Crossdresser meets transgender.

Transsexuals & Crossdressers 04/03/2018

Hung like a Grape

A small dicked Sissy is outed and humiliated.

Transsexuals & Crossdressers 04/01/2018

The Landlady Pt. 01

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

Transsexuals & Crossdressers 03/28/2018

My Girlfriend's Mum Pt. 01

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

Transsexuals & Crossdressers 03/27/2018

Work Day, Fun Day

The wife finally gets to see her panty husband.

Transsexuals & Crossdressers 03/23/2018

Now Put Your Nurses Uniform On...

How a young man's life changes following a devastating event.

Transsexuals & Crossdressers 03/23/2018

My Secret Revealed Ch. 03

Wife takes control after she discovers husband loves panties.

Transsexuals & Crossdressers 03/22/2018

Reversals Ch. 15

A successful woman embarks on a FLM and role reversal.

Fetish 03/22/2018

Cum and Dress for Me... Pt. 01

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

Transsexuals & Crossdressers 03/21/2018

Rachel's Crossdressing Daddy

Daughter accidentally discovers her father's kinky secret.

Transsexuals & Crossdressers 03/20/2018

Starlit Petal Ch. 01

Petal goes after another girly boy.

Transsexuals & Crossdressers 03/17/2018

My Job as a Tester Ch. 05

Mac learns about himself and the ladies he works with.

Fetish 03/16/2018

Being a Wife to My Wife

Living as a girl an being a wife to my female wife.

Transsexuals & Crossdressers 03/14/2018

The Streamer

What happens behind the camera of your favorte streamer?

Transsexuals & Crossdressers 03/12/2018

The Book Club

A sequel to Expectations.

Transsexuals & Crossdressers 03/11/2018

Sanctuary Pt. 01: Aubrey Ch. 01

Aubrey finds an escape.

BDSM 03/11/2018

My Secret Revealed Ch. 02

Panty wearer becomes submissive.

Transsexuals & Crossdressers 03/10/2018

Mistress Kate Pt. 03

Leslie becomes the house whore.

Transsexuals & Crossdressers 03/09/2018

For Andrea

Therapist helps a woman with an unusual request from husband.

Transsexuals & Crossdressers 03/09/2018

Reversals Ch. 14

A successful woman embarks on a FLM and role reversal.

Fetish 03/06/2018

The Babysitter Takes Over

A closet Sissy is discovered by a teen babysitter.

BDSM 03/05/2018

Finding Our Real Selves

Sammie and Britt's senior year (transmale x transfemale)

Transsexuals & Crossdressers 03/05/2018
Active tags
crossdressing
Separate tags with commas. More info in the FAQ
Related Tags