Related tags

tagStory Tagscrossdressing

Active Tags


Click tags to the right to narrow your search. Unclick tags to remove.

Stories

Julian to Julia Ch. 03

 — A sissy is fucked by sexy cousin. by onlinesissyboiin  Incest/Taboo02/20/173.83NEW

Meeting a Cross Dresser Ch. 01

 — A transgender woman meets a cross dresser. by Brian70in  Transsexuals & Crossdressers02/20/174.38NEW

Found - Again

 — Continuing story of being found by my neighbor and co worker. by BufordTJusticeTXin  Transsexuals & Crossdressers02/18/174.35NEW

Rebecca and Ethan Ch. 07

 — Ethan gives Rebecca a blow job. by becca1983in  Transsexuals & Crossdressers02/14/174.66HOT

Escapism: Nightingale

 — A reflection of a sissy's journey to womanhood. by chasingrisquein  Transsexuals & Crossdressers02/14/174.28

Quickie

 — After girlfriends pass out, two guys have crossdressing fun. by nat_rosein  Transsexuals & Crossdressers02/13/174.15

Going Gurly Ch. 01: Cara's Clitty

 — first time with my crossdressing mentor. by anna_subCDin  Transsexuals & Crossdressers02/13/174.13

Aphora's Mission Ch. 12

 — We plant a garden. by ValoryGin  Transsexuals & Crossdressers02/13/174.13

Giving My Ass to a Wealthy Stranger

 — Straight young man dolls himself up and services cock. by shyscholarin  Transsexuals & Crossdressers02/13/174.69HOT

Alternate Reality Ch. 01

 — CD - VR player becomes a true woman. by grgy56in  Transsexuals & Crossdressers02/10/174.31

Julian to Julia Ch. 02

 — A sissy's coming out party. by onlinesissyboiin  Transsexuals & Crossdressers02/09/174.50HOT

'Jenny' & 'Mike': Romance & Threesomes

 — More pegging in public and a fun threesome to end the night. by hfernandez1983in  Transsexuals & Crossdressers02/09/174.33

Escapism: The Modern Man

 — Escapism can be a wonderful thing. by chasingrisquein  Transsexuals & Crossdressers02/07/174.46

Liz and John Solve Their Problem

 — John can't impregnate Liz. Another man has a go. by Quietoldiein  Fetish02/07/173.74

First Time in the City

 — Michael meets a powerful man and becomes Julia. by becca1983in  Transsexuals & Crossdressers02/06/174.59HOT

Sam's Pink Panties

 — Henry's friend is a girl now, and he wants to know more... by EasySleazyin  Transsexuals & Crossdressers02/02/174.66HOT

Julian to Julia Ch. 01

 — A panty boy is caught and transformed by sexy cousin. by onlinesissyboiin  Transsexuals & Crossdressers02/01/174.41

How Marissa Became a Woman

 — Married CD experiences his fantasies with Wife's help. by CDSeanin  Transsexuals & Crossdressers02/01/174.75HOT

Reid and Morgan Pt. 03

 — Morgan wants to do it right this time. by MoltenPurplein  Celebrities & Fan Fiction02/01/170.00

The Weekly Date

 — A teen crossdresser goes on her weekly date with her lover. by youngtwink19in  Transsexuals & Crossdressers01/31/174.51HOT

Epiphany At An Epiphany Party

 — Discovering a change in desires. by cd_donnain  Transsexuals & Crossdressers01/31/172.83

Crossdressing at Pride Ch. 05

 — Giving Albert a sexy surprise upon his return. by youngtwink19in  Transsexuals & Crossdressers01/28/174.50HOT

Turnabout Institute

 — Husband and Wife swap bodies in this SF tale. by Wifetheifin  Erotic Couplings01/28/174.36

Reid and Morgan Pt. 02

 — Reid reveals a secret and Morgan gets a blowjob. by MoltenPurplein  Fetish01/26/175.00

Twin Hearts

 — Managing a "girl" band of boys is a new experience. by PenguinEmperorin  Transsexuals & Crossdressers01/26/174.54HOT

The Gay Wife Ch. 02

 — A Gay Couple where one man lives full time as a woman. by rik581in  Transsexuals & Crossdressers01/23/174.41

The Bus Man Ch. 02

 — A sissy faggot romance. by manmarein  Transsexuals & Crossdressers01/23/173.85

The Bus Man Ch. 01

 — A sissy faggot romance. by manmarein  Transsexuals & Crossdressers01/22/173.85

Aphora's Mission Ch. 09

 — Miss U.S.A. in the Sky with Jewels. by ValoryGin  Transsexuals & Crossdressers01/20/174.21

The Consequences of a Winter Storm

 — A college aged babysitter is caught dressed as the wife. by Donna_Lynn_Cooperin  Transsexuals & Crossdressers01/20/174.68HOT

Daddy's Special Girl

 — I am caught wearing my Mom's panties by my step-dad. by DragonCoboltin  Transsexuals & Crossdressers01/18/174.24

Aphora's Mission Ch. 08

 — Double your pleasure, double your trouble. by ValoryGin  Transsexuals & Crossdressers01/16/174.47

New Years Eve for Charlie

 — CD slave steps out of line and are taken by his mistress by Ladyhenin  Transsexuals & Crossdressers01/15/174.24

First Time as Sissy

 — My story visiting a dominatrix and dressing as a woman. by twofish73in  Transsexuals & Crossdressers01/14/174.45

Sissy Instructions

 — A sissy must prepare humiliatingly for her Mistress. by FrostShardin  BDSM01/13/174.11

Becoming Jessica Pt. 02

 — Jessica and Emma go to a piano bar. by Lovely_Jessicain  Transsexuals & Crossdressers01/12/174.41

Never Saw it Coming

 — Jack gets the worst notice ever and his life changes forever. by beentherelatelyin  Transsexuals & Crossdressers01/12/173.98

The Homosexual Sissy Wife

 — "Fifty Shades of Gay" by jakladdin  Transsexuals & Crossdressers01/12/174.58HOT

Crossdressing at Pride Ch. 04

 — Sex at a distance. by youngtwink19in  Transsexuals & Crossdressers01/10/174.36

Dress like Mia when She's Gone Pt. 05

 — How I gave my first Blowjob and got my first man crush. by aideneikonain  Transsexuals & Crossdressers01/10/174.60HOT

Aphora's Mission Ch. 07

 — The blossoming. by ValoryGin  Transsexuals & Crossdressers12/30/164.54HOT

Two Good Neighbors Ch. 06

 — The neighbors experience both joy and heartbreak. by CreamStuffedTwinkin  Mind Control12/30/164.28

Aphora's Mission Ch. 06

 — Be prepared. by ValoryGin  Transsexuals & Crossdressers12/27/164.45

Aphora's Mission Ch. 05

 — Mail order bodies. by ValoryGin  Transsexuals & Crossdressers12/23/164.50HOT

Are You a Sissy?

 — Exposed at work and entrapped by a co-worker. by dominantdadddyin  Transsexuals & Crossdressers12/22/164.45

Dress like Mia when She's Gone Pt. 04

 — Crossdressed: A casual drink with Jay ends at my home. by aideneikonain  Transsexuals & Crossdressers12/22/164.59HOT

Dress like Mia when She's Gone Pt. 03

 — How a stranded CD gets rescued by a man. by aideneikonain  Transsexuals & Crossdressers12/20/164.45

Caught In Lingerie

 — Young man gets caught by neighbor and leads to sex! by hicutloverin  Transsexuals & Crossdressers12/20/164.55HOT

Aphora's Mission Ch. 04

 — Buy into the plan? by ValoryGin  Transsexuals & Crossdressers12/18/164.37

Dress like Mia when She's Gone Pt. 02

 — My first time crossdressing in public and I'm stranded. by aideneikonain  Transsexuals & Crossdressers12/16/164.27

My VideoChat Error Ch 13

 — The Trip Pt IV. Shauna picks up a well hung stud to satisfy. by NaughtyOne88in  Fetish12/15/164.38

Dress like Mia when She's Gone Pt. 01

 — I coped with my wife's 7 month deployment by becoming her. by aideneikonain  Transsexuals & Crossdressers12/15/164.39

Sissy Chantel, New Reality Ch. 11

 — Sunday Afternoon Fun. by Sissy_Chantelin  Transsexuals & Crossdressers12/14/164.00

Truth or Dare Sissy

 — A high school party game of 'truth or dare' goes wrong. by maxy007in  Transsexuals & Crossdressers12/13/163.98

Arthur's Hypnotic Transition

 — Arthur's college roommates ensure college life is exciting. by CreamStuffedTwinkin  Mind Control12/10/164.32

A Jones for Reene

 — A straight thug has a gay sub/Dom sexual encounter. by GabrielShellyin  Transsexuals & Crossdressers12/10/164.40

Women's Studies Ch. 05

 — "You're a lady. Cock handling is your business!" Kennedy. by Son_of_Battlesin  Transsexuals & Crossdressers12/10/164.86HOT

Crossed Wires

 — A mixup leads to Sandy and I switching things up. by bigruskerin  Transsexuals & Crossdressers12/07/164.52HOT

Straight to Bi, Cam to Real Life

 — Access to gay porn leads to some new experiences. by dlcalguyin  Gay Male12/06/164.55HOT

Sissy Chantel, New Reality Ch. 10

 — My First Saturday and Sunday at 'The Agency.' by Sissy_Chantelin  Transsexuals & Crossdressers12/06/164.19

Aphora's Mission Ch. 03

 — The reward for being a good boy. by ValoryGin  Transsexuals & Crossdressers12/04/164.42

Bah Humbug

 — Not everyone likes Christmas, until... by nikkiesilkin  Transsexuals & Crossdressers12/04/164.78HOT

Aphora's Mission Ch. 02

 — Compliance, and the evaluation. by ValoryGin  Transsexuals & Crossdressers12/03/164.25

Kneeling for Daddy

 — Caught crossdressing and Daddy takes advantage and control. by Jamie_in_dressesin  Incest/Taboo12/01/164.21

Sissy Chantel, New Reality Ch. 09

 — A full shift to pull today and tonight. by Sissy_Chantelin  Transsexuals & Crossdressers12/01/164.45

Sarah Visits at a Nudist Beach

 — Sarah has fun at a nudist beach. by SarahCDin  Transsexuals & Crossdressers11/28/163.80

Sissy Chantel, New Reality Ch. 08

 — Moving on with my life at 'The Agency'. by Sissy_Chantelin  Transsexuals & Crossdressers11/27/164.45

Ugly Duckling to Sissy Princess

 — Tiny and undesirable boy discovers a new life as a sissy. by JHoustonin  Transsexuals & Crossdressers11/26/164.48

Pretty in Pink Ch. 03

 — Husband continues crossdressing. by jealouscuckin  Transsexuals & Crossdressers11/25/164.55HOT

Obedient Delicious Submission

 — His wife comes home early and gets a submissive sissy toy. by Jamie_in_dressesin  Transsexuals & Crossdressers11/24/164.62HOT

Sissy Chantel, New Reality Ch. 07

 — My New Start To My Sissy Life. by Sissy_Chantelin  Transsexuals & Crossdressers11/22/164.46

Recruited as a Man-wife

 — Fulfilling repressed desires. by Benstraussin  Gay Male11/18/164.07

The Roommate Pt. 17 - Miranda

 — Hello again Miranda. by ValoryGin  Transsexuals & Crossdressers11/17/164.41

Sneaking into a Frat House Party

 — Freshman learns how to sneak into Frat House party as a girl. by aideneikonain  Transsexuals & Crossdressers11/16/164.39

Found

 — Story of a crossdresser being found and used. by BufordTJusticeTXin  Transsexuals & Crossdressers11/11/164.23

My Obsession Ch. 02

 — A young gurl becoming a wuman. by HeatherMaureenin  Transsexuals & Crossdressers11/08/164.51HOT

Two Good Neighbors Ch. 05

 — Kyle assumes new duties. by CreamStuffedTwinkin  Mind Control11/05/164.70HOT

My Job as a Tester Ch. 04

 — Mac has a lot to look forward too. by dreamer_of_urgesin  Fetish11/05/164.60HOT

My Job as a Tester Ch. 03

 — Mac' fun continues at the Medical Supply Store. by dreamer_of_urgesin  Fetish11/04/164.70HOT

Cockatoo Pt. 30

 — Pao had just been stabbed at Cockatoo. Its pandemonium. by nikkiesilkin  Transsexuals & Crossdressers11/04/164.66HOT

My Job as a Tester Ch. 01

 — A man lands a job at a Medical Supply Store with benefits. by dreamer_of_urgesin  Fetish10/31/164.64HOT

Two Good Neighbors Ch. 04

 — Kyle finally sucks his neighbor's cock. by CreamStuffedTwinkin  Mind Control10/30/164.56HOT

Mistress Chantel, Tranny Dominatrix Ch. 16

 — Wedding and Wedding night passion and love. by Sissy_Chantelin  Transsexuals & Crossdressers10/28/163.50

The Roommate Pt. 16 - Miranda

 — Lori plays with the other side. by ValoryGin  Transsexuals & Crossdressers10/27/164.09

Sissy Chantel, New Reality Ch. 03

 — Sucking cock, public humiliation and a good butt fuck. by Sissy_Chantelin  Transsexuals & Crossdressers10/24/164.36

Mistress Chantel, Tranny Dominatrix Ch. 15

 — We meet each other’s parents. by Sissy_Chantelin  Transsexuals & Crossdressers10/18/162.33

Curiosity Embarressed the Cat

 — He meets some men, ends up humiliated and loving it. by Domthesubmissivein  Gay Male10/18/164.14

How to Become a Sissy/Cuckold

 — For husbands wanting change in their marriage. by Quietoldiein  How To10/18/164.33

Tear It Up: Under Pressure

 — Dan experiences David's ass at last and a threesome. by SEVERUSMAXin  Group Sex10/16/164.27

My Girlfriend's Sissy Roommate Ch. 02

 — What's a little menage a trois among friends? by SEVERUSMAXin  Loving Wives10/15/163.55

Sissy Chantel, New Reality Ch. 01

 — Chantel finds sissy fantasy will become her sissy reality. by Sissy_Chantelin  Transsexuals & Crossdressers10/14/164.36

My Obsession

 — A young girl becoming a woman. by HeatherMaureenin  Transsexuals & Crossdressers10/13/164.59HOT

The Roommate Pt. 15 - Miranda

 — Lori's choice. by ValoryGin  Transsexuals & Crossdressers10/12/164.25

Prison Life Ch. 01

 — Steven goes from frat boy to Prison Bitch. by Alwaysdebatingin  Gay Male10/11/164.03

Backdoor Man Ch. 06

 — Sanjay learns what a drag his day is to be. by SEVERUSMAXin  Transsexuals & Crossdressers10/11/163.94

'Jenny' & 'Mike': Fantasy Sunday

 — More gender reversal pegging with fantasy play. by hfernandez1983in  Transsexuals & Crossdressers10/10/164.71HOT

My Girlfriend's Sissy Roommate

 — Man learns that his girlfriend's best friend is a sissy. by SEVERUSMAXin  Transsexuals & Crossdressers10/09/163.95

Tear It Up: Hammer to Fall

 — Family meetings, major decisions, and consequences. by SEVERUSMAXin  Incest/Taboo10/09/163.05

Mistress Chantel, Tranny Dominatrix Ch. 12-13

 — Kerri & Chantel at work. Plus a family/friends party. by Sissy_Chantelin  Transsexuals & Crossdressers10/04/164.00

Hotel Night

 — A young crossdresser has his first gay sexual experience. by guy_manuelin  Gay Male10/02/164.51HOT
Next
Page:123

Active Tags


Click tags to the right to narrow your search. Unclick tags to remove.

Please, separate your tags with comma: anal orgasm, oral sex.

Read the Literotica Story Tag FAQ for more information on these tags.