Related tags

tagStory Tagscrossdressing

Active Tags


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

Stories

Chastened, FL Ch. 03

 — Vince is a bi-crossdresser who comes out at a party. by Grouchojimin  Fetish09/18/173.38NEW

Big Bobby and Sweet Sally

 — Truck stop love blossoms between Big Bobby and Sweet Sally. by DanteDidItin  Transsexuals & Crossdressers09/16/174.57HOTNEW

House of Toys: The Boy Toy

 — He signs up for a month as a fucktoy to protect his friend. by TiefBlauin  Transsexuals & Crossdressers09/14/174.51HOTNEW

Cockatoo Pt. 36

 — James gets ready to go to Kritsada's party as Jamie. by nikkiesilkin  Transsexuals & Crossdressers09/14/174.72HOTNEW

The Deviants' Room

 — Four stock-brokers hire a crossdresser for the weekend. by sissyrikki17in  Transsexuals & Crossdressers09/14/174.37NEW

Philanthropist's Divine Harem

 — The richest man in the world finds the end to lonely life. by Dialeforin  Gay Male09/13/173.82

The Prince and the Orc Queen Ch. 02

 — The Orc queen claims her prize. by SubbyHubby44in  Sci-Fi & Fantasy09/13/174.07

The Bargain Dresses

 — Tricked into becoming their Sissy Maid. by HeatherMaureenin  Transsexuals & Crossdressers09/13/174.08

School Daze Ch. 01

 — School clothes shopping. by grgy56in  Transsexuals & Crossdressers09/13/174.37

The Bradfords Ch. 01

 — Jane finds her husband's porn record. by Erotictales4uin  Transsexuals & Crossdressers09/11/174.19

From a Husband to a Dutiful Sissy Ch. 18

 — A hot Hawaii Honeymoon and a future together. by Sissy_Chantelin  Transsexuals & Crossdressers09/11/173.67

The Bargain Dresses Ch. 01

 — Tricked into becoming their Sissy Maid. by HeatherMaureenin  Transsexuals & Crossdressers09/09/174.10

A Boiled Frog Pt. 05

 — Season with sea salt. by noobdudein  Transsexuals & Crossdressers09/08/174.86HOT

Guys Trip, Lace Causes a Stir Ch. 02

 — Lust and curiosity take over. by trybimanin  Transsexuals & Crossdressers09/06/174.68HOT

Agnes Dourville Ch. 13

 — In which Michael/Michelle becomes the exotic Pang. by ValoryGin  Transsexuals & Crossdressers09/06/174.40

My Bimbofication

 — The story of how a man became a Barbie. by TorySorenssonin  NonConsent/Reluctance08/30/173.76

A Weekend of Firsts

 — Tiff's first Girl's Weekend In doesn't go according to plan. by TiffyKitty93in  Transsexuals & Crossdressers08/28/174.58HOT

Pinked Out! Ch. 01

 — Forced Fem? Maybe. by grgy56in  Transsexuals & Crossdressers08/24/174.32

My VideoChat Error Ch 16

 — Shaun(a) is forced to take a boyfriend. by NaughtyOne88in  NonConsent/Reluctance08/24/174.89HOT

Living Doll Ch. 05

 — Andi takes modeling seriously to help Cheryl by grgy56in  Transsexuals & Crossdressers08/20/174.17

Let It Be: Eric & Maury

 — A college 'boy' and his older employer grow more intimate. by sissyrikki17in  Gay Male08/16/173.19

The Desires Within

 — Past experiences come back to life. by Little_panda2412in  Transsexuals & Crossdressers08/15/174.45

Danny's Education

 — Jem teaches Danny about role-reversal. by Greymeadin  Transsexuals & Crossdressers08/14/174.62HOT

The Bargain Dress

 — Tricked into becoming a sissy maid. by HeatherMaureenin  Transsexuals & Crossdressers08/11/174.34

Work Diaries

 — An office romance flourishes between two unlikely partners. by XtinaSmith2017in  Transsexuals & Crossdressers08/11/174.71HOT

Madeline's Hypnotic Presence

 — Phil becomes Felice with the help of hypnotic Madeline. by Greymeadin  Mind Control08/10/174.59HOT

Ladies Night at the Leather Bar Ch. 02

 — A dressing party, a fun car ride, then the gangbang begins. by latecomer91364in  Transsexuals & Crossdressers08/08/174.48

Living Doll Ch. 04

 — Andi gets ready and becomes a model Living Doll. by grgy56in  Transsexuals & Crossdressers08/08/174.36

Mamma Mia - Forced Femme

 — Continuing adventures of Mia and Tommy. by ppeaks42in  Transsexuals & Crossdressers08/07/174.40

Prom? Ch. 05

 — The fallout from prom, and an encounter with a stranger. by New_Girl_in  Transsexuals & Crossdressers08/05/174.55HOT

From a Husband to a Dutiful Sissy Ch. 12

 — Chantel goes on a date and finds a new Beau. by Sissy_Chantelin  Transsexuals & Crossdressers08/05/174.05

The Librarian Ch. 03

 — TGs Sarah & Tina rekindle their lust for each other. by MicheleNylonsin  Transsexuals & Crossdressers08/04/174.51HOT

The Librarian Ch. 02

 — TG librarian is molested by strangers but rescued by Randy. by MicheleNylonsin  Transsexuals & Crossdressers08/03/174.52HOT

Finding Chloe Pt. 02

 — Chloe continues to dominate Adam. by dreamingofsubmissionin  Fetish08/01/174.18

Sarah has a Crossdressing Friend

 — Sarah has a crossdressing friend cum visit. by SarahCDin  Transsexuals & Crossdressers08/01/173.98

Survey Says

 — A man participates in a penis size survey. by nm3888nmin  Fetish07/31/173.87

Snow Daze Ch. 02

 — Sister teaches brother how to be a girl. by sunburycdin  Incest/Taboo07/29/174.16

Living Doll Ch. 03

 — Andi continues to learn his responsibilities. by grgy56in  Transsexuals & Crossdressers07/28/174.48

Pretty in Pink Ch. 02

 — I make a femdom friend...and we feminize my bf! by LeandraNyxin  Transsexuals & Crossdressers07/27/174.80HOT

Crossdressing at the Girls' Academy

 — Dressed as a girl, he's caught and forced into a gangbang. by TiefBlauin  Transsexuals & Crossdressers07/25/174.60HOT

Lynne Takes Revenge

 — Caught by my wife. by Morpheusein  Loving Wives07/25/172.49

From a Husband to a Dutiful Sissy Ch. 08

 — Chantel, Helen & Alan Celebrate her role as a transsexual. by Sissy_Chantelin  Transsexuals & Crossdressers07/25/174.35

My First Time as a Sissy Ch. 02

 — Tara continues on her journey to sissyhood. by SissyTarain  Transsexuals & Crossdressers07/24/174.41

Defining Gabriel

 — Self-confidence, from a little validation and a lot of love. by Lacessorin  Transsexuals & Crossdressers07/21/174.30

Feminized My First Day at College

 — Sean becomes Stella on his first day at school. by putmeinadressin  Transsexuals & Crossdressers07/21/174.26

Four Play

 — Weekly golf bet pay off. by grgy56in  Transsexuals & Crossdressers07/20/174.09

From a Husband to a Dutiful Sissy Ch. 07

 — Chantel, A Trans???? What??? by Sissy_Chantelin  Transsexuals & Crossdressers07/19/174.32

Lick The Vamp

 — Takeo tries to take down the sultry Countess Electra. by SPARTAN047in  NonHuman07/19/174.64HOT

Living Doll Ch. 02

 — Andi's new life continues nicely... Maybe. by grgy56in  Transsexuals & Crossdressers07/19/174.48

Prom? Ch. 04

 — Prom night! Blackmail, blowjobs, and more for Anna! by New_Girl_in  Transsexuals & Crossdressers07/18/174.75HOT

Interracial Sissy

 — A cute white sissy begs a hot black man get his freak on! by nancyvasquezin  Interracial Love07/18/174.07

Jock Princess Ch. 05

 — Lexi goes home with Logan has a great one night stand. by Sissyhaloin  Transsexuals & Crossdressers07/17/174.50HOT

Mamma Mia - En Femme

 — Continuing adventures of Mia and Tommy. by ppeaks42in  Transsexuals & Crossdressers07/16/174.57HOT

The Trade Show Pt. 04

 — Georgia agrees to meet Cindy again. by GeorgiaDin  Transsexuals & Crossdressers07/14/174.58HOT

Twin Union Pt. 02

 — Eve shows Paul what it is to be a woman. by Vitaviein  Incest/Taboo07/11/174.03

From a Husband to a Dutiful Sissy Ch. 05

 — I begin my career in sissy pornography. by Sissy_Chantelin  Transsexuals & Crossdressers07/10/174.58HOT

Pretty in Pink Ch. 01

 — I catch my bf wearing lingerie...and decide to roll with it! by LeandraNyxin  Transsexuals & Crossdressers07/07/174.65HOT

A Damsel in Distress Ch. 04

 — Cedric joins in on some family fun. by TheSissySirin  Transsexuals & Crossdressers07/06/174.62

Jock Princess Ch. 04

 — Lexi goes out dancing meets Logan. by Sissyhaloin  Transsexuals & Crossdressers07/05/174.75HOT

Crossed Wires Pt. 02

 — Sandy brings me home and we enjoy my new outfit. by bigruskerin  Transsexuals & Crossdressers07/04/174.54HOT

Tabitha

 — A friend learns about himself while helping a friend out. by DaniWin  Transsexuals & Crossdressers07/03/174.69HOT

Walk a Mile in Her Shoes Ch. 04

 — Maid to clean Cheryl's nemesis' place. by grgy56in  Transsexuals & Crossdressers07/02/174.08

Agnes Dourville Ch. 12

 — Anton and Antonia. by ValoryGin  Transsexuals & Crossdressers07/01/174.50HOT

Jock Princess Ch. 03

 — Lexi learns with Kate, goes out and meets Logan. by Sissyhaloin  Transsexuals & Crossdressers07/01/174.55HOT

Prom? Ch. 03

 — Anna, Natalie and Mike go to a bar. The tension rises. by New_Girl_in  Transsexuals & Crossdressers07/01/174.70HOT

Walk a Mile in Her Shoes Ch. 03

 — The post-parade results. by grgy56in  Transsexuals & Crossdressers06/30/174.55HOT

Pretty Chris-tine Ch. 03

 — Couple go out in public with husband dressed en femme. by jealouscuckin  Fetish06/30/174.52HOT

Jock Princess Ch. 01

 — Alex has the tables turned and finds bliss and a new start. by Sissyhaloin  Transsexuals & Crossdressers06/27/174.51HOT

Me & My Wife Are Sisters Now Ch. 02

 — How my turned me into a little sissy. by gayindia1980in  Transsexuals & Crossdressers06/24/173.60

My VideoChat Error Ch 15

 — The Trip Pt VI. It ends with a bang and a deal. by NaughtyOne88in  NonConsent/Reluctance06/24/174.41

Agnes Dourville Ch. 11

 — A major turn of events. by ValoryGin  Transsexuals & Crossdressers06/23/174.12

Walk a Mile in Her Shoes Ch. 02

 — Parade Day. by grgy56in  Transsexuals & Crossdressers06/23/174.36

From a Husband to a Dutiful Sissy Ch. 03

 — My new sissy life to my Mistress wife grow more entrenched. by Sissy_Chantelin  Transsexuals & Crossdressers06/23/174.38

Prom? Ch. 02

 — Natalie helps Anna shop for a prom dress. by New_Girl_in  Transsexuals & Crossdressers06/21/174.65HOT

Video Store Submission

 — Submissive bi man is treated like the slut he is. by joesissyhusbandin  Gay Male06/19/173.56

Cross-Dressing Vacation with Wife Ch. 01

 — Hubby's curiosity backfires on vacation. by Wifesbicagedsissyin  Transsexuals & Crossdressers06/18/174.54HOT

To Slay & Lay

 — A young man crossdresses to meet his dragonslayer idol. by Vluirtyin  Sci-Fi & Fantasy06/18/174.05

The Submission of Cory Fellion

 — Wife & girlfriends catch husband in a very compromising position. by Chancethedogin  Fetish06/17/173.77

Agnes Dourville Ch. 10

 — Losing it. by ValoryGin  Transsexuals & Crossdressers06/16/174.35

Skype Disaster Pt. 05: A Surprise Meet

 — Georgia meets Tim in unexpected circumstances! by GeorgiaDin  Transsexuals & Crossdressers06/16/174.53HOT

My Girlfriend - His Slut

 — Pete continues to fuck Ashley and humiliate me. by joesissyhusbandin  Exhibitionist & Voyeur06/16/173.83

From a Husband to a Dutiful Sissy Ch. 01

 — How I went from a loving husband and to a sissy for my wife. by Sissy_Chantelin  Transsexuals & Crossdressers06/14/174.33

Ladies Night at the Leather Bar Ch. 01

 — Chloe, Before the Bar. by latecomer91364in  Transsexuals & Crossdressers06/13/174.45

Geek Girlfriend Ch. 02

 — Jack learns more about his new girlfriend and her kinky ways. by Olivia_Palmerin  Transsexuals & Crossdressers06/13/174.28

Daddy, Not Dad

 — So that's what my new stepfather and his friends are up to. by latecomer91364in  Transsexuals & Crossdressers06/13/174.60HOT

Walk a Mile in Her Shoes Ch. 01

 — Supporting my GF's cause. by grgy56in  Transsexuals & Crossdressers06/11/174.44

Agnes Dourville Ch. 09

 — Joining the Royal Order of Corsetry. by ValoryGin  Transsexuals & Crossdressers06/11/174.31

Caught

 — Caught crossdressing and blackmailed into submission. by jx88in  Gay Male06/11/174.36

Skype Disaster Pt. 04: Exploring

 — Tim takes Georgia to dinner. by GeorgiaDin  Transsexuals & Crossdressers06/11/174.62HOT

Skype Disaster Pt. 03: Is This a Date?

 — Georgia meets Tim for dinner before the meeting. by GeorgiaDin  Transsexuals & Crossdressers06/10/174.50HOT

Prom? Ch. 01

 — Andy becomes Anna to help a friend. by New_Girl_in  Transsexuals & Crossdressers06/07/174.66HOT

Ice-Cold Punishment

 — A posh, bratty crossdresser rewards and punishes an amazon. by charlotcutiosin  BDSM06/05/172.11

Agnes Dourville Ch. 08

 — First kiss. by ValoryGin  Transsexuals & Crossdressers06/05/174.38

Agnes Dourville Ch. 07

 — An introduction. by ValoryGin  Transsexuals & Crossdressers06/04/174.40

How My Cuckold Fetish Began

 — Man finds out his girlfriend is cheating and might like it. by joesissyhusbandin  Exhibitionist & Voyeur06/04/174.11

Agnes Dourville Ch. 06

 — From nightgown to Michelle. by ValoryGin  Transsexuals & Crossdressers06/03/174.48

Chance Meeting on eBay of All Place

 — Buying used lingerie from eBay. by Leighhardingin  Transsexuals & Crossdressers06/03/173.86

Skype Disaster Pt. 02: Review Meeting

 — Georgia meets her client for the first time. by GeorgiaDin  Transsexuals & Crossdressers06/02/174.61HOT

Agnes Dourville Ch. 05

 — Heading for the hills. by ValoryGin  Transsexuals & Crossdressers06/02/174.27

Pretty Chris-tine Ch. 02

 — Sexy wife dresses husband in lingerie for bedroom fun. by jealouscuckin  Fetish06/02/174.38
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.