‘crossdresser’ stories

Active tags
anal (227)sissy (204)transvestite (187)crossdressing (159)panties (143)tranny (123)stockings (102)oral (95)blowjob (92)feminization (92)forced (80)lingerie (79)transsexual (76)gay (74)pantyhose (73)first time (68)crossdress (65)humiliation (60)femdom (56)shemale (48)transexual (47)domination (45)cum (44)submission (43)nylons (43)blow job (41)blackmail (40)high heels (40)submissive (39)bisexual (38)anal sex (37)interracial (37)transgender (36)transvesite (36)transformation (35)caught (34)trans (33)bondage (32)nylon (28)strapon (26)slut (25)incest (25)cuckold (23)masturbation (22)threesome (22)gangbang (21)wife (21)romance (20)lesbian (19)dildo (19)forced feminization (18)bdsm (18)heels (18)oral sex (17)fetish (17)cock (17)public (17)sissy slut (16)cocksucker (15)gay male (15)fuck (15)strap-on (15)love (15)group sex (15)husband (14)fellatio (14)sissy maid (13)suck (13)gay anal (13)gay first time (12)leather (12)romantic (12)college (12)maid (12)mistress (12)sister (11)stilettos (11)sex (11)friends (11)chastity (11)office (11)daddy (11)son (11)ass (11)mtf (11)gloryhole (11)bareback (11)mature (10)18-year-old (10)strap on (10)black cock (10)cocksucking (10)spanking (10)virgin (10)ladyboy (10)blackmailed (10)dominatrix (10)cross dresser (10)prom (9)dress (9)orgy (9)trap (9)shopping (9)seduction (9)feminize (9)creampie (9)pegging (9)halloween (8)tgirl (8)dad (8)adult arcade (8)roommate (8)thong (8)punishment (8)whore (8)gay sex (8)fucking (8)toys (8)group (8)older man (8)handjob (8)big cock (8)brother (7)sissification (7)male submissive (7)teacher (7)cumslut (7)younger man (7)slave (7)stranger (7)fantasy (7)latex (7)public sex (7)rough (7)corset (7)cross-dresser (7)black (7)cross dressing (7)science fiction (7)date (7)sissy blowjob (6)nurse (6)asian (6)gay transvestite (6)facial (6)swallow (6)sci-fi (6)makeup (6)dating (6)forced sex (6)cross dress (6)stalked (6)bride (6)cum eating (6)gay blowjob (6)gay oral (6)crossdressing husband (6)boots (6)wedding (6)homosexual (6)nude (6)role reversal (6)effeminate (5)prostitute (5)taboo (5)satin (5)crossdressed (5)boss (5)18 year old (5)dominance (5)quinn (5)sucking (5)dominate (5)friend (5)schoolgirl (5)exhibitionist (5)faggot (5)legs (5)bisexual male (5)cock sucking (5)escort (5)prostitution (5)hormones (5)dressed as a woman (5)outdoor (5)sexy (5)tights (5)transition (5)sex tape (5)prison (5)married (5)cum swallow (4)submissive crossdresser (4)hotwife (4)marriage (4)gender reversal (4)tease (4)miniskirt (4)hotel (4)bi-sexual (4)sissy boi (4)voyeur (4)watersports (4)outed (4)gay interracial (4)breasts (4)cd (4)kiss (4)reluctance (4)glory hole (4)fake breasts (4)party (4)french maid (4)sissy humiliation (4)high school (4)forced bi (4)sex with a man (4)bra (4)sissyslut (4)male to female (4)dressing (4)cream pie (4)lace (4)gay crossdresser (4)mother (4)cock in ass (4)dominant (4)costume (4)neighbor (4)gurl (4)biker (4)crossdresser blowjob (4)dominant wife (4)
crossdresser

A Night with Daddy Alpha

A sissy's first time with a dominant male.

Transsexuals & Crossdressers 07/15/2018

The Locksmith

Fantasy night goes awry, sexual awakening begins.

Transsexuals & Crossdressers 07/13/2018

Dressing for Larry and Friends

Bi Male continues his adventures in cross-dressing.

Transsexuals & Crossdressers 07/13/2018

My First Crossdressing Camp Out

Becky dresses up for some outdoor fun in the New Forest.

Transsexuals & Crossdressers 07/06/2018

Dressing for Larry

Mature bi tries crossdressing.

Gay Male 07/05/2018

Rediscovery

A young crossdresser gets caught doing what he loves.

Transsexuals & Crossdressers 07/03/2018

My Sister Jodi

Bill gets caught wearing his sister Jodi's lingerie.

Incest/Taboo 06/28/2018

Caged!

Caged for the first time.

Transsexuals & Crossdressers 06/16/2018

Life's Changes Ch. 02

Changes continue.

Transsexuals & Crossdressers 06/15/2018

How I Became a Transvestite

A man's journey into crossdressing.

Transsexuals & Crossdressers 06/15/2018

Online Male Crossdresser for Male

I met a crossdresser online.

Fetish 06/14/2018

That Sleepover with Sam

A story of the sleepover I had been waiting for.

Transsexuals & Crossdressers 06/13/2018

Boy to Bride Pt. 01 Ch. 01

Adam MacDonald's secret life of CDing is found out!

Transsexuals & Crossdressers 06/12/2018

Fine Tuning

Wife's cross-dressing game with husband opens new frontiers.

Transsexuals & Crossdressers 06/06/2018

The Pantysissy Diaries Ch. 02

Jaymie begins her transition from a pantyboy to a pantysissy.

Transsexuals & Crossdressers 06/02/2018

Gas Money

First time experience with a sissy boy.

Transsexuals & Crossdressers 06/02/2018

Sissy Secret Exposed Ch. 01

Wife discovers his secret and suggests a course of action.

Fetish 06/01/2018

Three Perfect Days

Three Perfect Days, Living as a Woman.

Transsexuals & Crossdressers 05/31/2018

Feminized to be Her Lesbian Girlfriend

A coercive neighbor forcibly feminizes me.

Transsexuals & Crossdressers 05/30/2018

Transformed, CD Domme Gets Her Man

A typical businessman changes into crossdresser dominatrix.

Transsexuals & Crossdressers 05/21/2018

My Wife and I Became Sluts Pt. 01

How my wife and i became sluts.

Transsexuals & Crossdressers 05/17/2018

First Time Fully Caught Dressed Outdoor

Dressed outdoors first time and propositioned.

Transsexuals & Crossdressers 05/15/2018

Le Sexe Superieur Ch. 09

Remember the bunnies?

Transsexuals & Crossdressers 05/10/2018

Tee

The start of our long term encounters.

Transsexuals & Crossdressers 05/10/2018

Abandoned Parking Lot Pt. 01

After fighting with a drunk girlfriend, a boy is fed up with.

Transsexuals & Crossdressers 05/09/2018

Wife's Early Return

Wife comes home one night early to find dressed-up hubby

Transsexuals & Crossdressers 05/01/2018

Kayla Caught Me Ch. 01

Got caught xdressing.

Transsexuals & Crossdressers 04/23/2018

The Guy in My Wife's Panties

Hotwife turns hubby into crossdressing faggot.

Transsexuals & Crossdressers 04/22/2018

My Wife helped Me Become a Girl

Living as a girl with a wife.

Transsexuals & Crossdressers 04/08/2018

New Changes

I find a new app that changes my sex life entirely.

Transsexuals & Crossdressers 04/07/2018

Boyfriend Sexfight

Boyfriends sexfight for their crossdressing gurlfriends.

Transsexuals & Crossdressers 04/07/2018

Simple Submission

Her neighbor wants to be submissive while wearing a dress.

Gay Male 04/06/2018

Kyle - My First Public Date

Leigh’s first public date.

Transsexuals & Crossdressers 04/05/2018

A Christmas Surprise

My wife finds my secret and embraces it for the holidays.

Transsexuals & Crossdressers 04/03/2018

I Became a Girl in College

Learning to make love as a girl.

Transsexuals & Crossdressers 03/31/2018

How I was Forced Out of the Closet

A closet amateur Crossdresser meets a confident one.

Transsexuals & Crossdressers 03/29/2018

A Handy Surprise Ch. 03

Dylan fixes a relationship.

Transsexuals & Crossdressers 03/29/2018

The Cure You Need

Lee gets the massage of a lifetime.

Transsexuals & Crossdressers 03/29/2018

What a Surprise!!

A night out ends up with a most amazing surprise.

Transsexuals & Crossdressers 03/24/2018

Code Pink: A Sissy Island Story

An emergency that only sissies can handle.

Transsexuals & Crossdressers 03/24/2018

Rachel's Crossdressing Daddy

Daughter accidentally discovers her father's kinky secret.

Transsexuals & Crossdressers 03/20/2018

Lovely Brunette

She comes home and catches her husband wearing a dress.

Gay Male 03/16/2018

My Husband a Pornstar Ch. 04

End of the Story.

Transsexuals & Crossdressers 03/16/2018

A Handy Surprise Ch. 02

An unexpected person complicated things further.

Transsexuals & Crossdressers 03/15/2018

My Office Sissy Slut Pt. 01

You volunteer to your boss' sissy slut.

Text With Audio 03/15/2018

Barbara's Binoculars

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

Transsexuals & Crossdressers 03/14/2018

A Handy Surprise Ch. 01

A gurl has the house all to herself, or does she?

Transsexuals & Crossdressers 03/10/2018

Mistress Kate Pt. 03

Leslie becomes the house whore.

Transsexuals & Crossdressers 03/09/2018

Discovery by Disguise

Husband cross dressed for Halloween discovers his true self.

Transsexuals & Crossdressers 03/07/2018

PARTYBOY and His Bitch Wife

A Description of Meanie & The first Installment of PARTYBOY.

BDSM 03/06/2018

Intruders in the Night

This may not be the right time to wear a dress.

Gay Male 03/05/2018

Mistress Kira's DOACD Bucket List

Steven make a list of naughty things.. He's going to get it.

Transsexuals & Crossdressers 02/24/2018

The House Sitter

House sitting just took an interesting turn for Francis.

Transsexuals & Crossdressers 02/18/2018

Le Sexe Superieur Ch. 05

Andrea's curves.

Transsexuals & Crossdressers 02/16/2018

Girls Club Ch. 01

Crossdressing escort juggles double life.

Transsexuals & Crossdressers 02/15/2018

Caught In Lingerie Ch. 02

Sissy boy used again...and loves it!

Transsexuals & Crossdressers 02/14/2018

Le Sexe Superieur Ch. 04

Peyton's pool room.

Transsexuals & Crossdressers 02/08/2018

Mistress Kira's Delights of a Crossdresser

Steven is taken hard by Kira and loves every inch.

Transsexuals & Crossdressers 02/06/2018

Le Sexe Superieur Ch. 03

Seafood footsie.

Transsexuals & Crossdressers 02/05/2018

Le Sexe Superieur Ch. 02

Peyton flies.

Transsexuals & Crossdressers 02/02/2018

Accepted Ch. 03

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

Transsexuals & Crossdressers 01/31/2018

Accepted Ch. 02

Sarah helps Sasha get ready for college.

Transsexuals & Crossdressers 01/30/2018

The Third Gender

The Third Gender.

Transsexuals & Crossdressers 01/30/2018

Quite a Day

Day long fun for crossdresser.

Transsexuals & Crossdressers 01/29/2018

Accepted Ch. 01

A scholarship winner finds out an error in his application.

Transsexuals & Crossdressers 01/29/2018

Taking Donna's Dick

A sissy taken by his female lodger.

Transsexuals & Crossdressers 01/20/2018

Riley and Julie Ch. 02: Exploration

Riley and Julie continue to explore.

Transsexuals & Crossdressers 01/17/2018

Big Bobby and Sweet Sally Ch. 03

Big Bobby teaches Sweet Sally not to talk to strangers.

Transsexuals & Crossdressers 01/10/2018

CMDCTRL Ch. 01

A young CD discovers the wonders of technology.

Transsexuals & Crossdressers 01/08/2018

A Hotel Date

A crossdresser makes a date and gets treated like a whore.

Transsexuals & Crossdressers 01/07/2018

A Sissy's Forced Gangbang Pt. 03

A sissy's cum filled finale.

Transsexuals & Crossdressers 01/04/2018

Sissy for Satan!

A queer is tortured by his thoughts.

Transsexuals & Crossdressers 01/04/2018

Biker Bitch Ch. 11

Cassie makes Jill an offer she can't refuse.

Transsexuals & Crossdressers 01/03/2018

My Wedding & Living as a Wife

Wedding & Life after.

Transsexuals & Crossdressers 12/30/2017

My Slutty Adventures Ch. 02

Visiting my old condo as Sonia.

Transsexuals & Crossdressers 12/30/2017

How I Learned to Date as a Girl

Dating as a girl.

Transsexuals & Crossdressers 12/29/2017

My Slutty Adventures Ch. 01

Adventures of a sexy, slutty passable transvestite.

Transsexuals & Crossdressers 12/26/2017

Biker Bitch Ch. 05

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

Transsexuals & Crossdressers 12/20/2017

Beautiful Black Dress

He finds a gift sent by his ex-girlfriend's father.

Gay Male 12/17/2017

Ruffles and Lace

Love and vintage clothing.

Transsexuals & Crossdressers 12/16/2017

Agnes Dourville Ch. 18

From RN to MS.

Transsexuals & Crossdressers 12/15/2017

Biker Bitch Ch. 02

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

Transsexuals & Crossdressers 12/14/2017

Little Brother is Now Lil Sis

Brooke recently transitioned, big bro Jeff finds out...

Incest/Taboo 12/14/2017

Biker Bitch Ch. 01

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

Transsexuals & Crossdressers 12/13/2017

Kimmy's Discovery Ch. 04

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

Transsexuals & Crossdressers 12/09/2017

Recruiting of a Sissy Maid Ch. 14.5

Bailey T-girl looking for men.

Transsexuals & Crossdressers 12/06/2017

Tomorrow was My 25th Birthday Ch. 01

This story is a tale of a young boy and his development.

Incest/Taboo 12/06/2017

Micheal Finds Jamie

Straight guy finds his buddy all dolled up and gets some.

Transsexuals & Crossdressers 12/03/2017

Recruiting of a Sissy Maid Ch. 14

A wonderful night in Hollywood ends very special.

Transsexuals & Crossdressers 11/30/2017

A Morning's Service Ch. 03

My Dom continues my training and cuckolds me.

Transsexuals & Crossdressers 11/29/2017

A Sissy's Forced Gangbang Pt. 02

The cum humiliation goes on.

Transsexuals & Crossdressers 11/29/2017

Teen Boy Becomes a Girl for his BFF Pt. 03

Ryan takes Kelly on holiday, but there's trouble at security.

Transsexuals & Crossdressers 11/29/2017

A Morning's Service Ch. 02

My Dom continues my training.

Transsexuals & Crossdressers 11/26/2017

Travelling

Cross dressing discovery.

Gay Male 11/25/2017

Eric's Dreams Pt. 05

To go on a date as a woman? Or a man? Eric must decide.

Transsexuals & Crossdressers 11/25/2017

Pantyboy

Crossdresser's first exploration.

Transsexuals & Crossdressers 11/23/2017

A Sissy's Forced Gangbang Pt. 01

A sissy is turned into a gang bang cum slut for the night.

Transsexuals & Crossdressers 11/21/2017

Crossdressing Marriage

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

Transsexuals & Crossdressers 11/18/2017

A Sissy's Truth or Dare Pt. 02

The Truth or Dare becomes an orgy.

Transsexuals & Crossdressers 11/18/2017

Mom's in Town Ch. 10

Room service.

Incest/Taboo 11/14/2017
Active tags
crossdresser
Separate tags with commas. More info in the FAQ
Related Tags