Search
Literotica Video
On Demand

Related tags

tagStory Tagscrossdressing

Active Tags


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

Stories

Brian and Bree, and Mitch Ch. 01

 — Mitch discovers Brian dressed up as Bree. by JosieCDin  Transsexuals & Crossdressers08/26/114.56HOT

College Life Ch. 01

 — A college guy finds himself in an unlikely position. by djhindyin  Group Sex08/24/114.40

The Seven Dressing Sins: Pride

 — My girlfriend's fantasy humbles me. by purekinkin  Transsexuals & Crossdressers08/23/114.39

Litost

 — Best friend's sexual frustration transforms Alex. by rex_gladiorumin  Transsexuals & Crossdressers08/22/114.30

Sissification

 — The Vix makes an appearance at a local bar. by CDYukiin  Transsexuals & Crossdressers08/20/114.31

The Law of Attraction Ch. 02

 — Jamie's Story: Jamie loses her virginity. by hottchicin  Transsexuals & Crossdressers08/18/114.64HOT

The Marriage of Martin Hastings Ch. 10

 — The second night of the consummation is a night to remember. by rik581in  Transsexuals & Crossdressers08/17/114.37

My Strapon Fantasy

 — A girl helps her boyfriend live out his fantasy. by libertinaXxin  Transsexuals & Crossdressers08/12/114.52HOT

The Law of Attraction

 — Jamie's story: attraction to the feminine. by hottchicin  Transsexuals & Crossdressers08/12/114.59HOT

Marion Turns Me Round Ch. 06

 — Loving Femdom: the rode dress traveled. by jomarin  Transsexuals & Crossdressers08/04/114.68HOT

Tits Have Benefits Ch. 11

 — The rapists go to trial, and Alice thinks about getting tits. by hottchicin  Transsexuals & Crossdressers08/04/114.61HOT

Marion Turns Me Round Ch. 05

 — Loving Femdom: the rode dress traveled. by jomarin  Transsexuals & Crossdressers08/01/114.79HOT

Making Francesca Ch. 04

 — Frank sucks a real cock. by Spangoin  Transsexuals & Crossdressers07/31/114.47

The Transformation

 — I had tits. This couldn't be. I am a man. I'm married. by Lydia57in  Transsexuals & Crossdressers07/29/114.22

Marion Turns Me Round Ch. 04

 — Loving Femdom: the rode dress traveled. by jomarin  Transsexuals & Crossdressers07/29/114.71HOT

Just a Dream

 — He's home alone, and then... by Shauna_Woodin  Transsexuals & Crossdressers07/27/114.09

Marion Turns Me Round Ch. 03

 — Loving femdom: the rode dress traveled. by jomarin  Transsexuals & Crossdressers07/26/114.72HOT

Making Francesca Ch. 03

 — Frank begins his training. by Spangoin  Transsexuals & Crossdressers07/25/114.32

Professor to Sissy Slut

 — Student makes professor his sissy slut by sdbottomslutin  Transsexuals & Crossdressers07/22/114.48

I Had it All

 — Cheating husband becomes slave to his wife and others. by sdbottomslutin  Transsexuals & Crossdressers07/22/114.21

Marion Turns Me Round Ch. 02

 — Loving femdom: the rode dress traveled. by jomarin  Transsexuals & Crossdressers07/22/114.64HOT

Making Francesca Ch. 02

 — Frank meets his new Mistress. by Spangoin  Transsexuals & Crossdressers07/21/114.31

Jacks Awakening Ch. 01

 — A story of a young man's sexual awakening. by Surreallemmingin  Toys & Masturbation07/19/113.67

Marion Turns Me Round Ch. 01

 — Loving femdom: the rode dress traveled. by jomarin  Transsexuals & Crossdressers07/19/114.62HOT

Daydreams Ch. 02

 — We learn how Dylan feels. by YaoiIsMyAntiDrugin  Gay Male07/18/114.44

Tits Have Benefits Ch. 07

 — The Wedding plus Andrea meets Jane's brother. by hottchicin  Transsexuals & Crossdressers07/18/114.60HOT

Making Francesca Ch. 01

 — A panty wearing man is transformed. by Spangoin  Transsexuals & Crossdressers07/17/114.27

Keep It In The Family Ch. 03

 — A son takes control of the family. by domdaddy4uin  Incest/Taboo07/14/114.39

Emily's Punishment

 — Schoolgirl visits the Headmistress. by Marialouise11in  Transsexuals & Crossdressers07/11/114.02

It's A Girl's Life Ch. 03

 — Lunch fun with BGF Cathy one Sunday afternoon. by Pepperpuppyin  Transsexuals & Crossdressers07/09/114.55HOT

A Sissy (S)exercise Fantasy

 — An exercising sissy gets a protein injection from a cop. by darkheathyrin  Transsexuals & Crossdressers07/08/114.36

It's A Girl's Life Ch. 02

 — The aftermath from the rape, that led to a new life. by Pepperpuppyin  Transsexuals & Crossdressers07/06/114.31

It's A Girl's Life Ch. 01

 — The night I lost my cherry. by Pepperpuppyin  Transsexuals & Crossdressers07/03/114.08

Shelly Knows Best

 — Mother needs a Domm. Transexual Shelly jumps at the chance. by LilLindaMelonsin  Incest/Taboo07/03/114.32

Keep It In The Family Ch. 02

 — A son finds his mother is being dominated by her sister... by domdaddy4uin  Incest/Taboo07/01/114.46

Going to a Wedding

 — Crossdressing, loving couple. by weluvhosein  Transsexuals & Crossdressers06/15/114.26

One Rainy Night

 — A violent attack leads to a new life. by Rikkiin  Fetish06/10/114.43

She Dad

 — Frustrated teen learns about sex from crossdressing dad by FirstTimer69in  Incest/Taboo06/02/114.53HOT

The King and I Ch. 02

 — High jinks continue after the play ends. by fabfablesin  Transsexuals & Crossdressers06/01/114.51HOT

Another Pantyhose Tale

 — A crossdressing tale. by weluvhosein  Transsexuals & Crossdressers05/29/114.35

New Job, New Life as as Sissy Slut

 — Man gets a job cleaning a house, but gets much more! by sdbottomslutin  Transsexuals & Crossdressers05/28/114.46

Tits Have Benefits Ch. 06

 — Andrea catches up with her sister. by hottchicin  Transsexuals & Crossdressers05/27/114.71HOT

Birthday Treats

 — He's given special birthday presents from his whole family. by daddyslittlebitchin  Incest/Taboo05/24/113.86

My Dress

 — Crossdressing with Fantasy of threesome. by weluvhosein  Transsexuals & Crossdressers05/23/114.77HOT

The Marriage of Martin Hastings Ch. 05

 — The wedding night is everything Martin hoped it wouldn't. by rik581in  Transsexuals & Crossdressers05/21/114.48

The Public Adventures of Mark Ch. 02

 — Mark's first time out get's more intense. by rik581in  Transsexuals & Crossdressers05/18/114.26

The Day I Was Used So Good

 — When lonely be careful what you may get. by pamcdin  Transsexuals & Crossdressers05/16/114.02

The Marriage of Martin Hastings Ch. 04

 — Final preparartions are made. More is revealed. by rik581in  Transsexuals & Crossdressers05/12/114.46

Magic Panties Ch. 05

 — Rachel meets another couple. by nolfon1in  Transsexuals & Crossdressers05/11/114.66HOT

The Public Adventures of Mark

 — Mark gets his first taste of public humiliation. by rik581in  Transsexuals & Crossdressers05/08/114.15

Don/Dawn of the Dead Ch. 02

 — Things heat up in the mall. by alienfreaknuggetin  Transsexuals & Crossdressers05/08/114.40

My First Anal

 — A fantasy that I hope to make a reality. by ElykMan22in  Transsexuals & Crossdressers05/07/114.09

At Your Service Ch. 01

 — Nick meets James and his life forever changes. by Amisbroin  Transsexuals & Crossdressers05/06/113.94

Dormant Desires

 — Missing luggage leads to kinky shopping fun. by electricpineapplein  Transsexuals & Crossdressers05/05/114.57HOT

Don/Dawn of the Dead

 — Crossdress in the zombie apocalypse. by alienfreaknuggetin  Transsexuals & Crossdressers05/03/114.35

Domme-in-Law Ch. 03

 — Jim meets the man of the house. by bartleby_prefersin  Transsexuals & Crossdressers04/27/114.53HOT

A New Life Ch. 02

 — Man wins the lottery & decides to explore his dream life. by Struck21in  Transsexuals & Crossdressers04/22/114.32

Tits Have Benefits Ch. 03

 — Andrea has fun with the girls. by hottchicin  Transsexuals & Crossdressers04/19/114.72HOT

Tits Have Benefits Ch. 02

 — To be Jane's lover she has to be accepted by her friends. by hottchicin  Transsexuals & Crossdressers04/14/114.60HOT

Discovering Amber Ch. 02

 — My life as a sissy continues with Ms Allison. by Ms_Allisonin  Transsexuals & Crossdressers04/12/114.56HOT

Discovered

 — A crossdresser's planned evening goes terribly awry. by Sissy_Nicolein  Transsexuals & Crossdressers04/11/114.41

Tits Have Benefits

 — Transformation to a girl for the girl he/she loves. by hottchicin  Transsexuals & Crossdressers04/10/114.59HOT

Amie's Games

 — Teen looses his virginity to his dream woman, but how! by Jamie_in_dressesin  Transsexuals & Crossdressers04/09/114.52HOT

First Time, From A Window

 — I want your feminised body and the dildo, in that order. by purekinkin  Transsexuals & Crossdressers04/07/114.36

Whitney's Way

 — Alex's feminine desires forces Whitney to take charge. by frezrevupin  Transsexuals & Crossdressers04/07/114.40

My 1st Pantyhose Encounter

 — 1st time crossdressing with wife. by weluvhosein  Transsexuals & Crossdressers04/05/114.46

Daniel, Dani, Dana Ch. 02

 — Sweet sissy Dana moves farther along. by daisyboi_sissyin  Transsexuals & Crossdressers04/02/114.72HOT

The Club Pt. 03

 — Enjoying the feminisation. by RubberBudcusin  Transsexuals & Crossdressers03/31/114.68HOT

Eat Me, Drink Me

 — Marilyn Manson explores his gay side. by GrotesqueBurgesin  Celebrities03/28/114.29

The Club Pt. 01

 — A story of feminisation with consent. by RubberBudcusin  Transsexuals & Crossdressers03/28/114.19

Reversal Ch. 03

 — A final set of surprises for the husband. by carnalityin  Transsexuals & Crossdressers03/28/114.50HOT

Penelope

 — A closet cuckold and his wife try to find the right path. by RC1960in  Fetish03/27/113.86

Shopping Spree Ch. 02

 — Looking for the disc leads to more trouble. by stateofdenialin  Fetish03/23/114.61HOT

Shopping Spree

 — He gets more than he bargained for. by stateofdenialin  Fetish03/20/114.18

Daniel, Dani, Dana

 — Sweet sissy Dana. by daisyboi_sissyin  Transsexuals & Crossdressers03/17/114.40

Torturous Boots Ch. 04

 — Pete ties and toments the third gang member! by Fetish114in  Fetish03/07/114.36

Bye Bye Blackberry

 — Loving wife uses strap-on to focus her husband's attention. by InDesirein  Anal03/05/114.58HOT

The Bet reLoaded Ch. 04

 — Wifey won and it gets real. by jomarin  Fetish02/25/114.78HOT

My First Real Blow Job

 — The sexual awakening of a T-girl. by caroletv31in  Transsexuals & Crossdressers02/24/114.13

Getting into Her Pants

 — A new girlfriend for her after he mistakenly tries her pants. by britasveritas1in  Transsexuals & Crossdressers02/15/114.24

Joanna's Contribution Ch. 03

 — An adjunct story to Matt becomes Mattie. (in Transgender) by clarepantiesin  BDSM02/14/114.44

Joanna's Contribution Ch. 02

 — An adjunct story to Matt becomes Mattie (in Transgender) by clarepantiesin  BDSM02/13/114.14

Joanna's Contribution

 — An adjunct story to Matt becomes Mattie (in Transgender). by clarepantiesin  BDSM02/12/114.47

How Low Can You Go?

 — He was so much more than a sissy. by Compliant1in  Transsexuals & Crossdressers02/09/114.06

Torturous Boots Ch. 03

 — Bradley the cop pays Pete a visit. by Fetish114in  Fetish02/04/114.50HOT

Matt Becomes Mattie Ch. 11

 — A story of my transformation with my wife. by clarepantiesin  Transsexuals & Crossdressers02/03/114.54HOT

My Friend, His Wife

 — Closet crossdresser moves in with best friend and his wife. by hollandguyin  Transsexuals & Crossdressers01/29/114.21

Peta's Valentines Day Weekend

 — A story of Peta's transformation over Valentine's weekend. by clarepantiesin  Transsexuals & Crossdressers01/28/114.49

Caught in Panties & Dominated Ch. 02

 — Caught in panties and then dominated - first time, Part 2. by Tracy69in  Transsexuals & Crossdressers01/21/114.23

Caught in Panties & Dominated

 — Caught in panties and dominated by a real man. by Tracy69in  Transsexuals & Crossdressers01/21/114.08

Panty Perversions

 — Two hot chicks cater to panty perverts. by kinkyjillin  Fetish01/20/114.50HOT

Matt Becomes Mattie Ch. 10

 — The story of my transformation with my wife. by clarepantiesin  Transsexuals & Crossdressers01/17/114.46

Daddy's Little Helper Ch. 03

 — More adventures. by Morgan_1969in  Incest/Taboo01/15/114.59HOT

Matt Becomes Mattie Ch. 09

 — A true story of my transformation with my wife. by clarepantiesin  Transsexuals & Crossdressers01/13/114.51HOT

sophie Meets Mistress for the 1st Time

 — A day of service to a new Domme. by sophie_d69in  Transsexuals & Crossdressers01/12/114.77HOT

Matt Becomes Mattie Ch. 08

 — The story of my transformation with my wife. by clarepantiesin  Transsexuals & Crossdressers01/08/114.52HOT

Torturous Boots Ch. 02

 — Pete traps and torments the second gang member. by Fetish114in  Fetish01/07/114.31

Becoming Elizabeth Ch. 05

 — Back home, discovered at work. by bottomsatxin  Transsexuals & Crossdressers01/05/114.51HOT

Matt Becomes Mattie Ch. 07

 — A true story of my transformation with my wife. by clarepantiesin  Transsexuals & Crossdressers01/05/114.64HOT

Matt Becomes Mattie Ch. 06

 — A true story of my transformation with my wife. by clarepantiesin  Transsexuals & Crossdressers01/04/114.40
PreviousNext
Page:34567

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.