Related tags

tagStory Tagscrossdresser

Active Tags


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

Stories

Biker Bitch

 — Crossdresser takes a nice long bike ride. by amandawhippin  Transsexuals & Crossdressers09/20/164.17NEW

The Roommate Pt. 13 - Miranda

 — Leigh Ann continues her romp. by ValoryGin  Transsexuals & Crossdressers09/19/164.14NEW

Barrack Room Betty Ch. 03

 — Tranny Wren tells her boss about how her uncle fucked her. by MicheleNylonsin  Transsexuals & Crossdressers09/14/164.49

Capture of a Closet CD

 — Crossdresser is slowly manipulated and taken. by Chrissybazin  Transsexuals & Crossdressers09/14/164.12

Curtain Up, Knickers Down

 — A night of filth, fun and cabaret. by Sweetlisatvin  Transsexuals & Crossdressers09/12/164.34

The Roommate Pt. 12 - Miranda

 — Leigh Ann has a magic suitcase. by ValoryGin  Transsexuals & Crossdressers09/10/163.84

Barrack Room Betty Ch. 02

 — TV Wrens learn to dress sexy and attract the young sailors. by MicheleNylonsin  Transsexuals & Crossdressers09/07/163.94

Barrack Room Betty Ch. 01

 — Navy recruits forced to crossdress - A prank with consequences. by MicheleNylonsin  Transsexuals & Crossdressers09/01/163.61

The Roommate Pt. 11 - Miranda

 — Lori pays the price for spreading her wings. by ValoryGin  Transsexuals & Crossdressers09/01/164.07

Sara Shows Her New Man Self Love

 — Sara meets an admirer and fulfills his fantasy of watching. by Sexy_SaraCDin  Transsexuals & Crossdressers08/27/164.35

Misstaken Identity

 — Wanted by drug dealers, can he hide in plain sight as a girl? by thrillerauthorin  Transsexuals & Crossdressers08/26/164.61HOT

My "Uncle" Caught Me in Pantyhose! Pt. 06

 — Part 6 of the story of a young crossdresser. by JHoustonin  Transsexuals & Crossdressers08/25/164.32

A Sissy Gets Her First Cock

 — I suck it up and meet a man before worshipping his cock. by latinarita3in  Transsexuals & Crossdressers08/22/164.38

Quinn Ch. 08

 — Christmas and a wrinkle. by 36FF_Tikiin  Transsexuals & Crossdressers08/21/164.20

Maid to Order Ch. 06

 — Michele and Bill entice Karen Grayson into threesome sex. by MicheleNylonsin  Transsexuals & Crossdressers08/19/164.56HOT

A Sissy Waits for Daddy

 — A Sissy prepares herself and greets Daddy coming home. by latinarita3in  Transsexuals & Crossdressers08/19/164.38

Becoming a Sissy Maid & Slut Vol. 13

 — More becoming a sissy maid & slut vol.13 chapter 22. by Sissy_Chantelin  Transsexuals & Crossdressers08/17/164.06

Weekend of Love Pt. 04

 — A hot, sweaty, soaked afternoon. by IcelandSparin  Transsexuals & Crossdressers08/15/164.33

'Jenny' & 'Mike': A Day Out

 — A shopping trip, pegging at home...and at the movie theater. by hfernandez1983in  Transsexuals & Crossdressers08/11/164.70HOT

Weekend of Love Pt. 03

 — A revelation about our hosts, and fun in our room. by IcelandSparin  Transsexuals & Crossdressers08/09/164.33

Sweet Treat Ch. 02

 — The Crossdressing husband has his first sexual encounter. by SaucyMasqueradein  Transsexuals & Crossdressers08/05/164.54HOT

My First Time

 — CD Jessica's neighbor becomes her FWB. by sexyctcdin  Transsexuals & Crossdressers08/05/164.65HOT

Maid to Order Ch. 05

 — Michele takes revenge on Bill for mutual benefit. by MicheleNylonsin  Transsexuals & Crossdressers08/04/164.60HOT

Becoming a Sissy Maid & Slut Vol. 10

 — More, becoming a sissy maid & slut, vol.10 Chapter 17. by Sissy_Chantelin  Transsexuals & Crossdressers08/04/164.31

The Roommate Pt. 10 - Miranda

 — After church, Merlot. by ValoryGin  Transsexuals & Crossdressers08/04/164.67HOT

The Roommate Pt. 09 - Miranda

 — Heat. by ValoryGin  Transsexuals & Crossdressers08/03/164.43

Becoming a Sissy Maid & Slut Vol. 09

 — More becoming a sissy maid & slut, vol. 9, Ch. 15 & 16. by Sissy_Chantelin  Transsexuals & Crossdressers08/03/164.19

Weekend of Love Pt. 02

 — A morning of love and play, on our weekend getaway. by IcelandSparin  Transsexuals & Crossdressers07/29/163.88

Maid to Order Ch. 04

 — Bill fucks his wife one last time, Michele invites him over. by MicheleNylonsin  Transsexuals & Crossdressers07/29/163.88

The Roommate Pt. 08 - Miranda

 — In which Lori comes closer. by ValoryGin  Transsexuals & Crossdressers07/28/164.15

Becoming a Sissy Maid & Slut Vol. 06

 — Becoming a sissy maid & slut, vol. 6, Chapter 12. by Sissy_Chantelin  Transsexuals & Crossdressers07/27/164.39

Daddy's Piss Receptacle

 — A crossdresser is given a dirty challenge by her fuckbuddy. by ChewToySubin  Fetish07/27/163.76

The Roommate Pt. 07 - Miranda

 — Lori's reward. by ValoryGin  Transsexuals & Crossdressers07/23/164.20

Blackmailed High School Sissy Ch. 01

 — When two bad girls find out about Max's sissy fetishes. by maxy007in  NonConsent/Reluctance07/23/163.50

The Roommate Pt. 06 - Miranda

 — Throwing a curve ball or two. by ValoryGin  Transsexuals & Crossdressers07/23/164.25

The Roommate Pt. 05 - Miranda

 — Lori signs a contract. by ValoryGin  Transsexuals & Crossdressers07/22/164.08

First Time

 — A crossdresser takes her first venture in a group encounter. by eroticARTain  Transsexuals & Crossdressers07/21/164.11

Sara Flies the Friendly Skies

 — Sara becomes a sexy flight attendant and becomes a mile high. by Sexy_SaraCDin  Transsexuals & Crossdressers07/20/164.49

Maid to Order Ch. 03

 — Bill tricks Michele and forces her to have sex with him. by MicheleNylonsin  Transsexuals & Crossdressers07/19/164.14

The Roommate Pt. 04 - Miranda

 — For you, for me. by ValoryGin  Transsexuals & Crossdressers07/14/164.46

The Roommate Pt. 03 - Miranda

 — To be or not to be. by ValoryGin  Transsexuals & Crossdressers07/13/164.39

Weekend of Love Pt. 01

 — Some loving at home before our weekend getaway. by IcelandSparin  Transsexuals & Crossdressers07/13/164.30

My Transformation

 — A story of one person's feminisation. by paige_silkin  Transsexuals & Crossdressers07/11/164.08

Backwards in High Heels

 — The most romantic evening of my life, as man or woman. by thrillerauthorin  Transsexuals & Crossdressers07/02/164.07

Sissy BBC Cleaner Pt. 01

 — The beginnings of a depraved traps humiliation and ecstasy. by SmegmaSissyin  Transsexuals & Crossdressers06/29/164.07

Maid to Order Ch. 02

 — Bill tells Michele about his experience with TV Linda. by MicheleNylonsin  Transsexuals & Crossdressers06/27/164.30

A Complete Life

 — A pair of men get marooned on an island & become lovers. by Nils Huimin  Gay Male06/23/163.82

Maid to Order Ch. 01

 — Michael's wife left him so now he can explore crossdressing. by MicheleNylonsin  Transsexuals & Crossdressers06/22/164.49

Sarah Meets a Friend

 — Sarah finds a cum buddy online. by SarahCDin  Transsexuals & Crossdressers06/19/164.00

My Day Off

 — A free day at home means dressing up and then a surprise. by tinbellin  Transsexuals & Crossdressers06/19/164.63HOT

Black Cock Smoking Sissy Slut

 — A smoking sissy is on the hunt for black cock. by Lisa_Fuckslutin  Transsexuals & Crossdressers06/15/164.33

I Visited My Sister In-Law

 — I visited my sister in-law and got a naughty surprise. by SarahCDin  Transsexuals & Crossdressers06/09/164.37

Lucian Ch. 08

 — She nodded and said: "She's ready." by angiquesophiein  Transsexuals & Crossdressers06/08/164.65HOT

The Birthday Party

 — A 30 year old loses his virginity to three men. by KaseyLegsin  Transsexuals & Crossdressers06/07/164.50HOT

Lucian Ch. 07

 — The door opened and his soul died. by angiquesophiein  Transsexuals & Crossdressers06/04/164.55HOT

Southern Belle Pt. 02

 — The new Saturday girl has a humiliating interview... by sugarcrybabyin  Transsexuals & Crossdressers06/04/164.37

Rm 209: First Sex as a Crossdresser

 — My first sex as a crossdresser. by MelissaMwazin  Transsexuals & Crossdressers06/03/164.22

Lucian Ch. 06

 — His sweet cherry lips opened wide to take the penis in. by angiquesophiein  Transsexuals & Crossdressers06/03/164.66HOT

Lucian Ch. 05

 — "Please rise and undress, sweetie." by angiquesophiein  Transsexuals & Crossdressers06/02/164.65HOT

Lucian Ch. 04

 — What if the people you hate become the only ones to turn to? by angiquesophiein  Transsexuals & Crossdressers06/01/164.31

BJ at Throb Nightclub

 — I met a guy at my local nightclub and blew him in the toilet. by MicheleNylonsin  Transsexuals & Crossdressers06/01/164.46

Lucian Ch. 03

 — The face in the mirror belonged to a stranger. by angiquesophiein  Transsexuals & Crossdressers05/30/164.55HOT

Kyle - My First Date

 — Leigh's lust for her friend's brother. by Leigh_216in  Transsexuals & Crossdressers05/30/164.42

Southern Belle Pt. 01

 — An femboi cutie dreams of frills, and gets her wish... by sugarcrybabyin  Transsexuals & Crossdressers05/29/164.48

Lucian Ch. 02

 — Why do we insist there could only be men and women? by angiquesophiein  Transsexuals & Crossdressers05/27/164.58HOT

Lucian Ch. 01

 — Who can we trust if not our mothers? by angiquesophiein  Transsexuals & Crossdressers05/26/164.46

Tender is the Day

 — Just another day to remember, among times gone by. by IcelandSparin  Transsexuals & Crossdressers05/24/163.42

Linsey Gets Used

 — Asian sissy gets it rough at a party. by linseyCDslutin  Transsexuals & Crossdressers05/22/164.28

The Transvestite Stalker

 — Man takes an attractive woman hostage, a surprise ensues. by MicheleNylonsin  Transsexuals & Crossdressers05/19/164.35

We Dot Our I's With Hearts Pt. 01

 — Fall semester is starting. Sami meets her roommate Brandi. by VSsissy92in  Transsexuals & Crossdressers05/18/164.32

Story of Sissy Blackmail Ch. 01

 — Actual Story of how I was first discovered and used... by richysissy34in  Transsexuals & Crossdressers05/15/164.52HOT

First Time Sissy at the Gloryhole

 — I wanted to be seen in my frilly things, but I got more. by Stephen_Heathcotein  Transsexuals & Crossdressers05/11/164.08

It Happened in the Panty Aisle

 — A chance encounter turns him into a cock worshipping sissy. by centrum1000in  Transsexuals & Crossdressers05/07/164.44

Jeri Lee and His Fine Publications

 — Transformation and Forced Womanhood. by Cal Y. Pygiain  Reviews & Essays05/05/164.00

Trust Me

 — A man trusts his cyberfriend for a day of sexual pleasure. by MaskedRiderin  Fetish04/28/163.87

When Paul Met Jane

 — Jay turns in Jane and Paul finds out. by JunoRightin  Transsexuals & Crossdressers04/27/164.41

Sara becomes The Bride

 — One of my admirers makes my wedding night dreams come true. by Sexy_SaraCDin  Transsexuals & Crossdressers04/22/164.48

Getting Whored In the Train

 — I get to be a slut to all people on the train and more... by hornyindian1in  Gay Male04/22/163.90

Samantha Meets a Dom Master

 — A dom requested a sub to book a room and be ready waiting. by SamanthaSatinein  Transsexuals & Crossdressers04/20/164.11

The Car Girl

 — Bumping into a new friend and a new experience for him. by Sweetlisatvin  Transsexuals & Crossdressers04/17/164.32

Sarah Gardens and Wears a Bikini

 — Sarah works as a gardener and gets to wear a string bikini. by SarahCDin  Transsexuals & Crossdressers04/06/164.28

Sarah Meets a Buddy

 — Sarah finds a cum buddy on Craig's list. by SarahCDin  Transsexuals & Crossdressers04/06/163.89

Shopping with a BBC

 — Going sissy shopping with a BBC who wants to fuck me after. by youngCDteriin  Transsexuals & Crossdressers04/03/163.79

Sarah Visits the Everglades

 — Sarah visits Florida and finds a girlfriend. by SarahCDin  Transsexuals & Crossdressers04/02/163.81

Call Me Pegg

 — That's what Robbie my girlfriend called me. by grgy56in  Transsexuals & Crossdressers04/01/164.26

My First Time as Sara... Pt. 05

 — Sara takes her first steps to becoming the coquette she is. by Sexy_SaraCDin  Transsexuals & Crossdressers03/29/164.56HOT

Dying for Acceptance

 — A suicidally unhappy boy finds love as a beautiful girl. by komrad1156in  Transsexuals & Crossdressers03/26/164.79HOT

Date Night

 — Husband and wife find a new dynamic. by crobeson96in  Transsexuals & Crossdressers03/26/164.45

Bare Back Bitch

 — A cross dressing white faggot gets fucked in an adult arcade. by nancyvasquezin  Transsexuals & Crossdressers03/25/164.17

My First Time as Sara... Pt. 04

 — I start to fulfill my own cravings and desires. by Sexy_SaraCDin  Transsexuals & Crossdressers03/25/164.54HOT

Georgia, Adam and I

 — A cuckold has an existential crisis. by Nils Huimin  Fetish03/24/163.16

The Cage Pt. 05

 — Left alone with Kassi's new friend, your ultimate suffering. by FiveDotsin  Transsexuals & Crossdressers03/22/164.46

So You Want to be a Nurse? Ch. 08

 — Transvestite nurse is forced to suck and fuck. by MicheleNylonsin  Transsexuals & Crossdressers03/22/164.49

Letters from my Mistress 01

 — My Mistress describes our next encounter... by Slava28in  BDSM03/22/164.14

My First Time as Sara... Pt. 03

 — Sara and Steve make a fateful decision. by Sexy_SaraCDin  Transsexuals & Crossdressers03/21/164.57HOT

Stuck at a Stranger's House Ch. 02

 — Stuck and confused. by cdsissybambi69in  Transsexuals & Crossdressers03/19/164.63HOT

My First Time as Sara... Pt. 02

 — Steve takes me for the first time and I find out who I am. by Sexy_SaraCDin  Transsexuals & Crossdressers03/08/164.58HOT

My First Time as Sara... Pt. 01

 — This is the story of how I became the girl Sara. by Sexy_SaraCDin  Transsexuals & Crossdressers03/05/164.55HOT

I Need to Lose More Bets

 — Husband enjoys first time as crossdresser after losing wager. by tsipperin  Transsexuals & Crossdressers03/04/164.53HOT

Inaugural Crossdress Sexfight Ch. 03

 — Dani vs Dani. by danidhotcdin  Transsexuals & Crossdressers03/02/164.64HOT
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.