Search
Literotica Video
On Demand

Related tags

tagStory Tagscrossdress

Active Tags


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

Stories

Giving In To Desire Pt. 01

 — 'Straight' guy gets caught in panties and gives in... by jpbiguyin  Transsexuals & Crossdressers10/29/144.59HOTNEW

More Domme Club: The Appointment

 — First exam by Monica's Domme Doctor friend. by NancyPanin  Loving Wives09/16/143.57

Surprise Ch. 05

 — The Castles gear up for their incoming children. by theilluminaughtyin  Transsexuals & Crossdressers09/02/144.12

Becoming A Crossdresser Ch. 02

 — First time dressed and being seen by someone else. by AsianCD1990in  Transsexuals & Crossdressers09/01/144.32

Inaugural Crossdress Sexfight Ch. 02

 — Dani hopes to redeem himself vs a rookie. by danidhotcdin  Transsexuals & Crossdressers09/01/144.33

Anonymous

 — Porn writer becomes the story. by grgy56in  Transsexuals & Crossdressers08/31/144.40

Marriage Plans

 — A wayward mother delights in her son's downfall. by Jamie_in_dressesin  Incest/Taboo08/31/142.96

All the Way Ch. 02

 — Continuing story of George and Clarissa. by NearMissin  Transsexuals & Crossdressers08/30/144.69HOT

Becoming A Crossdresser

 — The beginning. First outfit and toys. by AsianCD1990in  Transsexuals & Crossdressers08/25/144.42

Eventful Birthday

 — Devious wife brings fantasy to life. by itchscratchedin  Transsexuals & Crossdressers08/20/143.97

Not My Fault Ch. 02

 — Paul still has a candle in him, but Brett's his real problem. by Myxyin  Transsexuals & Crossdressers07/17/144.38

Dinner for Two

 — Cross Dressed and forced to fuck Black Dick by Want2BUsedin  NonConsent/Reluctance07/14/144.34

Isabella's Reversion Pt. 02

 — Isabella continues with her journey into ABDL. by silverbackteddyin  BDSM07/01/140.00

My Daughter's Cuckold Ch. 04

 — Forced to service my daughter's friends! by How_Kinkyin  Incest/Taboo06/18/144.10

From Dom To Sub

 — A CD Domme's one night stand gets a bit out of her control. by ScarlettCDin  Transsexuals & Crossdressers06/11/144.32

Behavior Modification Institute Ch. 09

 — Tom's punishment ends and training resumes. by NancyPanin  Fetish06/11/144.28

New Mother, New Life Pt. 02

 — Helen helps Charlie to become Lottie. by Cara_Elainein  Transsexuals & Crossdressers05/13/144.60HOT

Blurred Lines

 — Lines are Blurred- or are they? by PseudonymDePlumein  NonConsent/Reluctance04/29/143.86

New Mother, New Life Pt. 01

 — Crossdresser re-unites with birth mother. by Cara_Elainein  Transsexuals & Crossdressers04/24/144.57HOT

A Story of My Confession

 — A man recounts his life and how he was forced to dress. by Lexavierin  Transsexuals & Crossdressers04/11/144.35

Cara's First Time With A Man

 — Crossdresser Cara discovers herself on an innocent date by Cara_Elainein  Transsexuals & Crossdressers03/31/144.63HOT

The Good Friend Ch. 02

 — The story continues... by Molifyin  Gay Male03/28/144.06

The Seven Dressing Sins: Vanity

 — An unsuspecting sissy porn star? How could that happen? by purekinkin  Transsexuals & Crossdressers03/01/144.45

For The Money Ch. 02

 — He gets an opportunity in a play. by SexyPenelopein  Transsexuals & Crossdressers02/26/144.52HOT

For The Money

 — A young man in need of money takes a job as a model. by SexyPenelopein  Transsexuals & Crossdressers02/26/144.42

Paying Trudi

 — Kinky fun with a street girl. by OpenMouthin  Fetish02/11/143.89

Interrupted

 — Alone time hijinks ended abruptly but well... in the end. by grgy56in  Transsexuals & Crossdressers02/07/144.13

Anna from Amsterdam

 — A story from my recent visit. by OpenMouthin  Erotic Couplings01/14/142.83

Chrissy Gets Caught

 — Husband is caught en femme by wife by femininechrissyin  Transsexuals & Crossdressers12/24/134.41

The Life and Times of Lady Vargos Ch. 06

 — Martin begins his duties as lady of the house. by rik581in  Transsexuals & Crossdressers12/06/134.19

The Life and Times of Lady Vargos Ch. 05

 — An experimental piece about Martin's trip to the spa. by rik581in  Transsexuals & Crossdressers11/29/134.39

Abducted and Turned Out Ch. 07

 — The continuing progression of a tg whore. by dawnib66in  Transsexuals & Crossdressers10/19/134.63HOT

Dirty Dream

 — Bi curious guy calls his dream guy. by Jamie_in_dressesin  Gay Male10/05/134.03

Remember / Forget

 — You wake up from a hypnotic trance bound & blindfolded. by Alicetv_in  Transsexuals & Crossdressers09/27/133.85

The Life and Times of Lady Vargos Ch. 04

 — Martin begins his week at the spa. by rik581in  Transsexuals & Crossdressers09/14/134.17

Pantsed Again

 — I'm found out at the office by my manager. by grgy56in  Transsexuals & Crossdressers09/05/134.28

Abducted and Turned Out Ch. 06

 — The latest chapter in the life of a sissy whore. by dawnib66in  Transsexuals & Crossdressers08/24/134.55HOT

Arabian Nights Ch. 01

 — Discovered dressed in a Dubai hotel. by kayla_femboiin  Transsexuals & Crossdressers08/07/134.25

Birthday Wishes Ch. 03

 — She finds out what one feels like inside of her. by b_wishingin  Transsexuals & Crossdressers07/08/134.33

Future Mother-in-Law is My Mistress Ch. 02

 — Mother in law advances the relationship. by gregorymike40in  Transsexuals & Crossdressers07/05/134.41

Sissy Downfall

 — My journey from sissy to transformed slut slave. by davinein  Transsexuals & Crossdressers07/04/134.39

Future Mother-in-Law is My Mistress

 — Mother in law catches me with panties and takes control. by gregorymike40in  Transsexuals & Crossdressers05/22/134.25

Some English

 — A guy and his kinky teacher have some fun with feet. by Theladder45in  Fetish05/13/133.93

The Life and Times of Lady Vargos Ch. 02b

 — The continuation of Family Portrait. by rik581in  Transsexuals & Crossdressers05/13/134.30

Housemate Deception

 — Who has the bigger secret? by EnojadoConsadoin  Transsexuals & Crossdressers05/11/134.70HOT

One Fine Day

 — "Do you wear girl's underwear?" by TomCarterin  Transsexuals & Crossdressers05/10/134.07

Caught Ch. 01

 — It was a sunny day and I didn't have anything planned... by jadecummingscd1in  Transsexuals & Crossdressers04/13/134.13

Aaron to Ashley Ch. 02

 — Ashley finds a way to make up with Ryan. by abc100in  Transsexuals & Crossdressers04/06/134.51HOT

Abducted and Turned Out Ch. 04

 — Another chapter in the continuing saga of a t-gurl whore. by dawnib66in  Transsexuals & Crossdressers04/05/134.49

Mr. Wallace and Me Pt. 01-05

 — My fat, ugly boss makes me dress like a girl. by oberon_52in  Transsexuals & Crossdressers04/05/134.72HOT

Moment of Truth

 — A closet crossdresser is caught by his wife. by sharkinlacein  Transsexuals & Crossdressers03/02/134.58HOT

Valuation

 — Unexpected visitor gives a cd her first time with a man. by Jamie_in_dressesin  Transsexuals & Crossdressers02/07/134.67HOT

Rich Bitch

 — She catches him dressed and claims him. by Jamie_in_dressesin  Transsexuals & Crossdressers02/07/134.37

Identity Crisis 02

 — The next day... by BabyDreamerin  Transsexuals & Crossdressers01/31/134.62HOT

Mom Teaches Son to be a Slut

 — Mom and son fuck go on an adventure, fucking guys by aitbin  Incest/Taboo01/29/133.95

Identity Crisis 01

 — Posted to a school with wrong name, wrong gender! by BabyDreamerin  Transsexuals & Crossdressers01/26/134.37

Boi Toy

 — Teen is awakened by a caress by Jamie_in_dressesin  Transsexuals & Crossdressers01/22/134.13

Girl for Charlie Ch. 02

 — He takes her viginity in the bedroom. by Jamie_in_dressesin  Transsexuals & Crossdressers01/20/134.60HOT

Tranny at the Truck Stop

 — Tranny is trapped in truckstop restroom and fucked by bikers. by MicheleNylonsin  Transsexuals & Crossdressers12/28/124.53HOT

Study Abroad Bisexual Threesome Ch. 02

 — Jessica asks Nick to wear some sexy lingerie. by faneuilwritesin  Fetish12/28/124.51HOT

A New Spin on Role Playing Games

 — CD plays damsel for a live RPG and becomes a sissy slut. by shawnavinyltvin  Transsexuals & Crossdressers12/11/124.70HOT

Abducted and Turned Out Ch. 03

 — A T-Girl becomes a working whore. by dawnib66in  Transsexuals & Crossdressers11/26/124.65HOT

While You Were Away Ch. 01

 — Our protagonist gets caught playing in his sister's wardrobe. by SweetsFWin  Transsexuals & Crossdressers11/25/124.08

Feminine Enough Ch. 01

 — Chris dresses to please a roommate. by oneironatorin  Transsexuals & Crossdressers11/15/124.28

Maid up for Halloween

 — An agreement leads to more than Noah bargained for. by amberbmaidin  BDSM11/11/124.38

My Roommate, Brian

 — He gets feminized and loves it. by OptimusCrimein  Transsexuals & Crossdressers11/05/124.30

Laying Down Some Tracks

 — A guitarist didn't know what he was getting himself into. by nolfon1in  Transsexuals & Crossdressers09/26/124.56HOT

Trained to Have Transvestic Fetish

 — Husband trained to have a severe fetish. by Everyday2in  Fetish09/14/124.42

Virgin Ch. 03

 — Twenty one year old virgin moves into new house. by SissyKirstyin  Transsexuals & Crossdressers09/01/124.38

Virgin Ch. 02

 — Twenty one year old virgin moves into new house. by SissyKirstyin  Transsexuals & Crossdressers08/27/124.57HOT

Charlie

 — Warning - Never fall in love with your best friend. by Dennis_St_Johnin  Gay Male08/12/124.26

Lockerroom Run-In

 — I catch John, but he ends up getting me! by Hidden2320in  Transsexuals & Crossdressers08/07/124.30

The Awakening Ch. 03

 — Michele succumbs to blackmail and is forced to fuck. by MicheleNylonsin  Transsexuals & Crossdressers06/19/124.35

The Cottage Ch. 03

 — Transvestite trapped in snowbound cottage fucks her uncle. by MicheleNylonsin  Transsexuals & Crossdressers04/30/124.60HOT

Shattered

 — A terrifying, hot based-on-a-true-story of how I was outed. by kayla_femboiin  Transsexuals & Crossdressers04/24/124.24

Working with Trista Ch. 05

 — The final days of my trip withTrista. by amberbmaidin  BDSM03/25/124.52HOT

The Cottage Ch. 01

 — Teen TV hides in closet and watches mom with uncle. by MicheleNylonsin  Transsexuals & Crossdressers03/15/124.47

Second Chance

 — After he breaks up, she'll only take him back as a girl. by Tomspartyin  Transsexuals & Crossdressers02/27/124.34

I Lucked Out with a Lover in Reno

 — The man I met knew just what I needed. by Clintdearin  Gay Male02/18/124.28

Marion Turns Me On Ch. 03

 — Loving Femdom: training. by jomarin  Transsexuals & Crossdressers02/17/124.72HOT

Marion Turns Me On Ch. 02

 — Loving Femdom: shaping. by jomarin  Transsexuals & Crossdressers02/10/124.68HOT

Marion Turns Me On Ch. 01

 — Loving Femdom: beginnings. by jomarin  Transsexuals & Crossdressers02/03/124.56HOT

Caught in High Heels

 — He gets caught dressing up then something surprising happens. by BigAndy922in  Transsexuals & Crossdressers01/26/124.45

My Life in High Heels Ch. 05

 — Lisa's life continues. by cdandiein  Transsexuals & Crossdressers01/25/124.51HOT

A New Me...

 — College boy caught by sister; has his life changed. by teencdgirly22in  Transsexuals & Crossdressers01/21/124.48

She Dad Ch. 02

 — Darla entertains the pastor father of his son's girlfriend. by FirstTimer69in  Transsexuals & Crossdressers01/15/124.52HOT

Blame it on the Wedding Dress

 — A crossdresser is caught the day before his sister's wedding. by Pitterchenin  Transsexuals & Crossdressers01/03/123.55

Maid to Order

 — A chance to shine... by fantasywriterin  Transsexuals & Crossdressers12/21/114.19

The Point Of No Return

 — Another finally takes control. by fantasywriterin  Transsexuals & Crossdressers12/07/114.18

Working with Trista Ch. 03

 — Day 4 of working with Trista, another day of agony. by amberbmaidin  BDSM12/06/114.54HOT

Magic Panties Ch. 06

 — The end of the saga, Rachel completes her transformation. by nolfon1in  Transsexuals & Crossdressers11/28/114.61HOT

What Price Desire

 — A door awaits...will it be opened? by fantasywriterin  Transsexuals & Crossdressers11/26/114.48

The Awakening Of Gabrielle

 — A "gurl" searches for her place in this world. by fantasywriterin  Transsexuals & Crossdressers11/23/114.29

Working with Trista Ch. 02

 — Day 3 of working with Trista. by amberbmaidin  Transsexuals & Crossdressers11/18/114.42

Only a Make Believe Girl

 — A pretty young man discovers his true self. by Hartfordin  Transsexuals & Crossdressers10/03/114.46

My Best Adventure

 — A young straight man finds himself having quite a night. by Wellhung241in  Transsexuals & Crossdressers07/27/114.21

New Job, New Life as as Sissy Slut Ch, 02

 — Man becomes more of a sissy slut for his "boss". by sdbottomslutin  Transsexuals & Crossdressers07/22/114.38

The Seven Dressing Sins: Lust

 — A missing vibrator means crossdressing in rubber. by purekinkin  Transsexuals & Crossdressers07/14/114.47

I Begged Him To Kiss Me! Ch. 01

 — A young married guy is seduced by his elderly male neighbor. by abcuma77in  Transsexuals & Crossdressers07/12/114.47

Steve's Maid

 — Steve is sissified slowly by his new dominant maid, Tulip. by Mixedwritings1993in  Fetish06/22/113.96
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.