Search
Literotica Video
On Demand

Related tags

tagStory Tagsshemale

Active Tags


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

Stories

Alternate Earth Pt. 01

 — Brothers? by AmandaSwallowsin  Transsexuals & Crossdressers10/11/154.59HOT

The Threesome Chronicles Ch. 05: Mary Evans

 — Mary discovers love in the strangest places. by SarabethWin  Group Sex10/10/154.58HOT

Shemale Conquest Ch. 02

 — She got more cock than she bargained for. by standingstonesin  Transsexuals & Crossdressers10/08/154.47

Being a T-Girl Pt. 01

 — Waking up as Tgirl and getting fucked by 2 long dicked girls. by johntamilandreain  Transsexuals & Crossdressers10/08/153.79

Dayo and the Desert Ch. 01

 — A crossdressing elf's sexually abusive adventure. by Albicaniain  Sci-Fi & Fantasy10/07/154.22

Shemale Conquest

 — She gets a big surprise. by standingstonesin  Transsexuals & Crossdressers10/07/154.41

An Orc's Slave Ch. 12

 — Things go downhill for Bologal. by simmasterin  Sci-Fi & Fantasy10/07/154.44

Lily & Grace Ch. 01: Introduction

 — Meet Lily the nymphomaniac and her partner in crime, Grace. by magentahedronin  Lesbian Sex10/06/153.40

A Weakness for Blondes

 — Lindsey discovers her boyfriend Kyle likes shemales. by Lara_Longstaffin  Transsexuals & Crossdressers10/05/154.60HOT

The Threesome Chronicles Ch. 04: Mary Evans

 — Mary meets Morgan, a welcome advocate for change. by SarabethWin  Group Sex10/02/154.14

Mai and I

 — A man and his dominant & romantic transsexual girlfriend. by McCrowin  Transsexuals & Crossdressers09/30/154.66HOT

The Threesome Chronicles Ch. 03: Mary Evans

 — Mary relates a 'tail' from her past. by SarabethWin  Group Sex09/26/154.08

My Journey to Heaven

 — A transsexual story. by Corina84in  Transsexuals & Crossdressers09/25/154.03

The Threesome Chronicles Ch. 02: Mary Evans

 — Mary struggles with her lost youth... and bikinis. by SarabethWin  Group Sex09/24/154.11

Becoming Jessie's Girl Pt. 01

 — Part 1. by stevechivesin  Transsexuals & Crossdressers09/17/154.38

The Threesome Chronicles Ch. 01: Mary Evans

 — Mary Evans discovers another use for mayonnaise. by SarabethWin  Group Sex09/12/154.04

An Orc's Slave Ch. 11

 — Thomas and Ebba leave the mine. by simmasterin  Sci-Fi & Fantasy09/10/154.61HOT

Go With It Pt. 02

 — A change in life style deserves an exploration in life style. by devoutmalesubin  Transsexuals & Crossdressers09/03/154.65HOT

Swimming Pool Encounter Ch. 02

 — They meet again... by ABC40in  Transsexuals & Crossdressers09/03/154.60HOT

A Tranny Whores Tale: Bambi Banga

 — Another adventure with a sultry transgendered whore. by KinkStevensin  Transsexuals & Crossdressers09/02/154.37

Our Aunts: Poolside Surprise

 — Two friends finally get to enjoy their aunt's sexy bodies. by idlemuserin  Exhibitionist & Voyeur09/01/153.61

Betrothed to a T-Girl Princess

 — The future queen has a cock. by SugarandSaltin  Transsexuals & Crossdressers09/01/154.69HOT

An Orc's Slave Ch. 10

 — Thomas is forced to keep his promise to Ebba. by simmasterin  Sci-Fi & Fantasy08/29/154.62HOT

Who Wears Short Shorts?

 — Glimpse of the hidden with expected results but with a surprise. by grgy56in  Transsexuals & Crossdressers08/28/154.27

Go With It

 — A change in life style deserves an exploration in life style. by devoutmalesubin  Transsexuals & Crossdressers08/26/154.47

Sheena's New Girlfriend

 — An ex-soldier is cuckolded by his best friend. by Writer345in  Transsexuals & Crossdressers08/23/154.20

The Drow Elf and the Prince

 — A Futa Drow elf attacks a sissy Trap of a prince. by JSBloodwinein  Sci-Fi & Fantasy08/20/154.33

An Orc's Slave Ch. 09

 — Thomas proves himself to be useful for more than sex. by simmasterin  Sci-Fi & Fantasy08/19/154.79HOT

Futagear

 — A futa story. by JSBloodwinein  Sci-Fi & Fantasy08/18/154.51HOT

Shemale World - Family Haze

 — The sexual adventures of a shemale family. by Rebeccalerouxxin  Incest/Taboo08/10/154.56HOT

My First Thai Holliday

 — Young man gets fucked by horny shemales. by happytraveler81in  Transsexuals & Crossdressers08/08/154.48

Made Up

 — A budding crossdresser meets with an experienced trans woman. by ChewToySubin  Transsexuals & Crossdressers08/08/154.50HOT

Swimming Pool Encounter

 — A surprise encounter at the swimming pool. by ABC40in  Transsexuals & Crossdressers08/03/154.40

An Orc's Slave Ch. 08

 — Ebba gets her answer. by simmasterin  Sci-Fi & Fantasy08/01/154.60HOT

Pizza Boy Sissy Pt. 02

 — Kevin has a surprise for Sam. by BluntSlutin  Transsexuals & Crossdressers07/31/154.15

Pizza Boy Sissy Pt. 01

 — Sam meets Kevin. by BluntSlutin  Transsexuals & Crossdressers07/30/153.93

Abducted For the Better

 — Man is abducted and turned into the perfect sissy. by BluntSlutin  Transsexuals & Crossdressers07/29/154.08

An Orc's Slave Ch. 07

 — The bronze-skins pay a visit. by simmasterin  Sci-Fi & Fantasy07/16/154.49

Tori and Tracy

 — A man's passion for two Beautiful Black Transsexuals. by CrimsonClownin  Transsexuals & Crossdressers07/12/153.88

Nadia Ch. 02

 — Nadia teaches me a lesson in control. by la_suppleantein  Transsexuals & Crossdressers07/12/154.68HOT

Shemale Sister-in-Law

 — Man gets massage from sister-in-law with shocking results. by silkstockingsloverin  Transsexuals & Crossdressers07/09/154.71HOT

A Learning Experience Ch. 10

 — Completing the Journey. Le Fin. by Joscelyn2tgin  Transsexuals & Crossdressers07/07/154.72HOT

Mythion Pt. 01

 — Aura joins a research lab. by Naeriin  NonHuman07/05/150.00

Mommy: Sent to the Doctor

 — Medical examination. by hasnoaliasin  Transsexuals & Crossdressers07/02/154.32

An Orc's Slave Ch. 06

 — Thomas gets fucked some more and meets one of the bandits. by simmasterin  Sci-Fi & Fantasy06/24/154.49

Welcome Home Ch. 04

 — Charlene gives me a wonderful surprise. by MitchCapslockin  Transsexuals & Crossdressers06/23/154.53HOT

The 21st Birthday Party

 — It was only supposed to be a prank by WhiskeyIsGoodin  Transsexuals & Crossdressers06/22/154.70HOT

A Learning Experience Ch. 09

 — Josie transforms. The young caterpillar becomes a dragonfly. by Joscelyn2tgin  Transsexuals & Crossdressers06/21/154.69HOT

How Dicks ended up in My Mouth Ch. 01

 — Straight guy discovers cocksucking. by ret123in  Transsexuals & Crossdressers06/19/154.54HOT

Rear Ended Ch. 02

 — Rachel becomes obsessed with female butt grinding. by Erotica133in  Lesbian Sex06/19/154.10

A Learning Experience Ch. 08

 — Discovering sometimes your true family, picks you. by Joscelyn2tgin  Transsexuals & Crossdressers06/10/154.80HOT

A New Experience

 — A man fulfills his fantasy of being with a crossdresser. by ThomXin  Transsexuals & Crossdressers06/10/154.18

An Orc's Slave Ch. 05

 — Bologal is drunk and horny. What could go wrong? by simmasterin  Sci-Fi & Fantasy06/09/154.63HOT

Rear Ended Ch. 01

 — Annabel fantasies about butt grinding. by Erotica133in  Lesbian Sex06/02/153.80

First Time with TS

 — My first wild ride on shemale cock. by hasnoaliasin  Transsexuals & Crossdressers05/31/154.42

An Orc's Slave Ch. 04

 — Thomas spends his first night with his shemale mistress. by simmasterin  Sci-Fi & Fantasy05/29/154.19

Mandi's Secret Pt. 02

 — Appeasing the demon. by GeneraZin  Sci-Fi & Fantasy05/28/154.57HOT

Nothing Else Matters Ch. 03

 — Danny tells his friends the truth about Christina. by WhiskeyIsGoodin  Transsexuals & Crossdressers05/24/154.68HOT

The Future is A Warm Summer Breeze

 — College freshmen housemates get acquainted by the pool. by cddannie18in  Transsexuals & Crossdressers05/21/154.51HOT

An Orc's Slave Ch. 03

 — Bologal gets a visit from a trading partner. by simmasterin  Sci-Fi & Fantasy05/17/154.40

Cockatoo Pt. 15

 — James goes to Bangkok after the fight with Alex. by nikkiesilkin  Transsexuals & Crossdressers05/13/154.77HOT

Listen When Sibyl Speaks Pt. 03

 — Someone has been watching Sibyl. by GeneraZin  Sci-Fi & Fantasy05/12/154.59HOT

Brazilian Sugaring

 — Young man's first time sugaring. by rampein  Fetish05/03/154.36

Bela

 — How could I think of her as a girl, or how could I not? by Ijhelin  Transsexuals & Crossdressers05/03/154.51HOT

An Orc's Slave Ch. 02

 — Thomas learns more about life as a shemale orc's sex slave. by simmasterin  Sci-Fi & Fantasy04/30/154.39

College Shemale babysitter

 — Shemale hottie hooks up with young stud by tomf15in  Transsexuals & Crossdressers04/20/153.87

Waking Up with Brooke Ch. 02

 — Tim has some more fun with his girlfriend Brooke. by TheGuyInBlackin  Transsexuals & Crossdressers04/16/154.62HOT

Nothing Else Matters Ch. 02

 — Danny and Christine get to know each other better. by WhiskeyIsGoodin  Transsexuals & Crossdressers04/16/154.55HOT

An Orc's Slave Ch. 01

 — A male human finds himself at the mercy of a shemale orc. by simmasterin  Sci-Fi & Fantasy04/15/154.25

Cockatoo Pt. 06

 — Alex Areeya and James go for a boat trip. by nikkiesilkin  Transsexuals & Crossdressers04/14/154.58HOT

Master PC - Cally's Journey - 02

 — Cally changes Timmy and plans her next move. by Aleiandin  Mind Control04/12/154.02

Brutal Shemale Lovers Pt. 01

 — Jake gets more than he bargained for from Tanya and Sarah. by thereshegoes123in  Transsexuals & Crossdressers04/11/154.70HOT

Cockatoo Pt. 05

 — Naive Englishman gets more involved with old friend. by nikkiesilkin  Transsexuals & Crossdressers04/10/154.72HOT

Listen When Sibyl Speaks Pt. 02

 — Sibyl spreads the seed and learns about herself. by GeneraZin  Sci-Fi & Fantasy04/08/154.74HOT

Chen

 — Lesbian cruelty in public. by spitzharderin  BDSM04/04/153.76

Sex Toys and Websites

 — Late night masturbation leads to a new life. by Equinellain  Fetish04/03/154.69HOT

Cockatoo Pt. 02

 — Naive Englishman Bangkok meets old friend and gets shock. by nikkiesilkin  Transsexuals & Crossdressers04/01/154.52HOT

Nothing Else Matters Ch. 01

 — Sex, drugs and rock and roll. by WhiskeyIsGoodin  Transsexuals & Crossdressers03/30/154.59HOT

Terra-33 Ep. 01

 — Remi stumbles into a shocking situation at Harris Polytronic. by Objurgationin  Sci-Fi & Fantasy03/26/154.09

The Pretty Girl Was Much More

 — A guy fulfills his transexual fantasy with a pretty girl. by Fantasy_Inscriberin  Transsexuals & Crossdressers03/22/154.60HOT

The Neighbor's Boy Ch. 07

 — Laura's story with Matt continues. Dinner, Ice Cream, and then desert. by lauratmdin  Transsexuals & Crossdressers03/21/154.54HOT

A Symphony in Dee

 — Love of a shemale. by spitzharderin  Transsexuals & Crossdressers03/19/154.50HOT

Birthday Surprise

 — It proves even in middle age you can still be surprised. by Bfarr16in  Transsexuals & Crossdressers03/17/154.02

Transwood High Pt. 03

 — Lauren's in prison, so its prison rules. by BoobVillianin  NonConsent/Reluctance03/12/153.75

Waking Up with Brooke Ch. 01

 — College guy loses his virginity to a beautiful tranny. by TheGuyInBlackin  Transsexuals & Crossdressers03/11/154.52HOT

Job Magic

 — New job new look new feel. by MichelleAin  Transsexuals & Crossdressers03/08/154.35

Finding My Shemale Goddess Ch. 01

 — A young man finds his Shemale Goddess. by TheGuyInBlackin  Transsexuals & Crossdressers03/07/154.41

Lesbian Pimp Records Vol. 01

 — Group of friends live above a record store, chaos ensues. by DesoulTalesin  Romance03/06/154.29

One Night Like This

 — A Bodyguard saves the spoils left behind by his boss. by WolfmanGaz13in  Erotic Couplings03/05/153.73

The Library Ch. 01

 — A librarian with a secret has a bad day that only gets worse. by Scape_goatin  Transsexuals & Crossdressers03/05/153.77

"Stocking Tales": Boss's Pet

 — College student is drawn into the world of sexual submission. by silkstockingsloverin  Lesbian Sex03/02/154.73HOTContest Winner

Listen When Sibyl Speaks Pt. 01

 — A top secret cloning project is a man's new lease on life. by GeneraZin  Sci-Fi & Fantasy02/26/154.67HOT

The Neighbor's Boy Ch. 06

 — The relationship between Laura and Matt continues to develop. by lauratmdin  Transsexuals & Crossdressers02/24/154.58HOT

Emmy's Iron Maiden Glory Hole

 — Emmy experiments further with Humphry's sexuality. by hummmphin  Fetish02/19/154.40

The Devil's Harem Outfit

 — Bruce finds a Harem's outfit, and he makes Max wear it. by Miles63in  Transsexuals & Crossdressers02/16/154.47

Mexican Wedding

 — Dominant Transwoman stages a lewd wedding show. by Sucker4Gurlsin  Transsexuals & Crossdressers02/13/154.13

Delta City: Rise of Chameleon

 — The villain Shapeshifter is forced to become Chameleon. by Miles63in  Transsexuals & Crossdressers02/12/154.56HOT

The Rough Road Pt. 01

 — Husband crossdresses to please wife, rest follows. by aausahebin  Transsexuals & Crossdressers02/11/153.40

A Shemale Flatmate Pt. 02

 — Little Benny feels Sonya's big surprise. by thereshegoes123in  Transsexuals & Crossdressers02/11/154.57HOT

Mistress Alice Ch. 03

 — New Year's Eve arrives, with plenty of fun. by WhiskeyIsGoodin  Transsexuals & Crossdressers02/10/154.78HOT
PreviousNext
Page:1234

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.