Search
Literotica Video
On Demand

Related tags

tagStory Tagstranssexual

Active Tags


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

Stories

Stray Cats Pt. 05

 — Kismet. by Dreamweaver594in  Transsexuals & Crossdressers07/25/140.00NEW

A Wives Tale Pt. 02

 — Back by popular demand - now with more fucking! by WillowxOCin  Transsexuals & Crossdressers07/24/144.62HOTNEW

A Wives Tale

 — Sometimes you meet that special someone. Twice. by WillowxOCin  Transsexuals & Crossdressers07/19/144.36

The Wyrm's Curse Ch. 04

 — Kara renews an old friendship. by Felix921in  Transsexuals & Crossdressers07/14/144.61HOT

Meeting Jenna

 — She looked so good in those little shorts... by Alex_Lockheedin  Transsexuals & Crossdressers07/05/144.74HOT

Darker Places Than I Want To Feel Ch. 04

 — Laundry and Baseball by Dreamweaver594in  Transsexuals & Crossdressers06/29/140.00

The Secret Garden

 — Two lovers meet at an abandoned house to get it on. by panther1282in  Transsexuals & Crossdressers06/17/144.32

Darker Places Than I Want To Feel Ch. 03

 — From reading books to the second meeting. by Dreamweaver594in  Transsexuals & Crossdressers06/05/144.69HOT

The Wedding Ch. 01

 — Sarah returns from an eventful bachelorette party. by kinglemin  Transsexuals & Crossdressers06/04/143.71

Sleeping on the Terrace Ch. 03

 — A new experience and new friends. by Dreamweaver594in  Transsexuals & Crossdressers05/31/144.74HOT

Darker Places Than I Want To Feel Ch. 02

 — The first date and the first meeting. by Dreamweaver594in  Transsexuals & Crossdressers05/24/144.56HOT

True Love Ch. 08

 — Alex and Sam celebrate their first anniversary. by das4200in  Transsexuals & Crossdressers05/21/144.68HOT

Stray Cats Pt. 04

 — Friends, Lovers, and Wives. by Dreamweaver594in  Transsexuals & Crossdressers05/20/144.70HOT

New Mother, New Life Pt. 02

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

Tantalising Tanya Ch. 03

 — Her boyfriend is out, but his father is home. by fuzzie_writerin  Transsexuals & Crossdressers04/24/144.64HOT

Shemale Surprise

 — A married man is seduced and taken by a friend of his wife's. by silkstockingsloverin  Transsexuals & Crossdressers04/23/144.68HOT

Jay's Sex Club Adventures Ch. 13

 — Jay deals with Lisa leaving. by WhiskeyIsGoodin  Transsexuals & Crossdressers04/03/144.60HOT

Lindsay Gets a Special Gift Ch. 05

 — Lindsay wants a baby and learns more about Donza's past. by Cartman94in  Sci-Fi & Fantasy02/27/144.51HOT

Something Extra...

 — A businessman gets a surprise from a hooker he picks up. by Pussriderin  Transsexuals & Crossdressers02/25/143.97

Pounded Into Submission Ch. 02

 — Back story to Ch.1, hope you like. by Jamesjones52in  Transsexuals & Crossdressers02/25/144.34

Vanilla No More

 — Couple changes my views on sex. by crazyinnj2014in  Transsexuals & Crossdressers02/22/144.31

Surprise

 — A pregnant woman is in for a shock. by theilluminaughtyin  NonHuman02/22/143.96

Pounded Into Submission

 — A young man expects a night of fun, and gets it, by Jamesjones52in  Transsexuals & Crossdressers02/16/144.24

Trouble with the T-Girl at School

 — An unlikely relationship grows after she sits on his face. by SugarandSaltin  Transsexuals & Crossdressers02/16/144.70HOT

Hot Dreams of Alice Pt. 03

 — In Service - Day Two by molineuxin  Fetish02/16/144.25

Parlor

 — Jessie get's more than she bargained for at the masseuse by impact499in  Transsexuals & Crossdressers02/15/144.40

Couples Counseling Ch. 02

 — Dr. Kim helps Rick and Gary solve their problems. by Cyanlotin  Transsexuals & Crossdressers02/10/144.49

Husband to Wife

 — A story about sweet romance. by hornySHEin  Transsexuals & Crossdressers02/08/143.30

Fun With The Orells Ch. 08-09

 — The closing festivities. by wankRusin  Incest/Taboo02/07/144.28

A Surprise for Me

 — She has unusual talents. by msm865in  Transsexuals & Crossdressers02/05/144.18

Jay's Sex Club Adventures Ch. 10

 — More fun with Kendra and a threesome with Lisa and Holly. by WhiskeyIsGoodin  Transsexuals & Crossdressers02/05/144.65HOT

Oliver's Story

 — A man has a life-changing experience. by theilluminaughtyin  Transsexuals & Crossdressers02/01/143.80

New Neighbor Ch. 01

 — I fall in love with my new roommate. by theilluminaughtyin  Gay Male01/31/144.04

Fun With The Orells Ch. 05-06

 — The fun-filled family sex romp continues. by wankRusin  Incest/Taboo01/23/144.35

Stray Cats Pt. 03

 — The office party and a trip to Seattle. by Dreamweaver594in  Transsexuals & Crossdressers01/23/144.76HOT

Tantalising Tanya Ch. 02

 — More fun with her boyfriend and his brother. by fuzzie_writerin  Transsexuals & Crossdressers01/14/144.61HOT

A New Fantasy Ch. 03

 — Continuing on the path to submission. by subguytsin  Transsexuals & Crossdressers01/13/144.32

Amanda and Me Ch. 05

 — It's been a week. by Tallnhard1in  Transsexuals & Crossdressers01/10/144.74HOT

The Roommates Ch. 02

 — Brad copes with big-titted Daphne's girlhood. by TheTitLoverin  Transsexuals & Crossdressers01/02/144.73HOT

Reality Break Ch. 04

 — Unknown enemies close in on Scarlet and she learns to smile by TheTaskin  Sci-Fi & Fantasy12/29/134.75HOT

Evolution of a Slut Doll

 — Slut Doll performs task for Mistress Jasmine. by Alexisofrosesin  Fetish12/26/133.05

Dad

 — Dad and I get closer. by jjcole43in  Incest/Taboo12/13/134.05

Can't Please Her

 — Small man fails to please transsexual lover. by twiddershinsin  Transsexuals & Crossdressers12/04/133.31

Scent of a Woman

 — A young man is captivated by a woman and her perfume. by npanxxin  Transsexuals & Crossdressers11/28/134.60HOTContest Winner

Anal Sex with Stranger on a Train 05

 — Peter officially meets Roberta again, the love of his life. by SusanJillParkerin  Transsexuals & Crossdressers11/25/134.50HOT

The Hard Hit

 — A hitman is surprised by his attraction to his target. by Mr_Owlowin  Transsexuals & Crossdressers11/24/134.62HOT

Fast Friends

 — It's always nice when two people just seem to click. by sweet_lusciousdesirein  Transsexuals & Crossdressers11/24/134.28

Matching Colors

 — Three transsexuals and three women have an orgy. by panther1282in  Transsexuals & Crossdressers11/24/134.39

Anal Sex with Stranger on a Train 04

 — Peter calls Robert for anal sex to finish what he started. by SusanJillParkerin  Gay Male11/21/134.04

Anal Sex with Stranger on a Train 03

 — A man has anal sex on a train with a stranger. by SusanJillParkerin  Transsexuals & Crossdressers11/15/134.12

My Senior Year of College Ch. 01

 — A transgendered girl has her first man. by sexycdmanin  Transsexuals & Crossdressers11/14/134.39

Working Hard for Her Job Ch. 02

 — Entertaining a Client. by fuzzie_writerin  Transsexuals & Crossdressers11/10/134.56HOT

Ella's House of The Way Forward Ch. 07

 — Gray introduced to Kate, Will and Elsa found new homes by Sputnik57in  BDSM11/10/134.25

Stray Cats Pt. 02

 — Alex goes shopping with Amanda and Rachel. by Dreamweaver594in  Transsexuals & Crossdressers11/08/134.68HOT

Penises on Parade

 — Cumming soon to a theater near you! by Cal Y. Pygiain  Reviews & Essays11/05/133.75

The Rings

 — College student becomes the woman of his dreams. by Howee70in  Transsexuals & Crossdressers11/05/134.22

The Ad

 — Tyler doesn't realize, Lacey comes with a price. by WhiskeyIsGoodin  Transsexuals & Crossdressers10/24/134.71HOT

Another Black Tranny Fantasy

 — A white boy gets an unexpected wake-up call... by tsfantasyin  Transsexuals & Crossdressers10/18/134.49

My One True Love Ch. 06

 — An amazing night! by f1dude_lotusin  Transsexuals & Crossdressers09/30/134.72HOT

Sometimes, Just Go with the Flow!

 — A married man is intrigued by a gorgeous woman. by FullMetalClockworkin  Transsexuals & Crossdressers09/29/134.55HOT

The Enforced Butterfly Pt. 03

 — I am no longer alone. by Lubbain  Transsexuals & Crossdressers09/29/134.31

Mass Effect: Purgatory Ch. 03

 — Escorted onto the Normandy by the Commander herself. by devand38in  Transsexuals & Crossdressers09/27/134.72HOT

Jogging Partners Ch. 07

 — Jennifer crosses the last line. by WhiskeyIsGoodin  Transsexuals & Crossdressers09/25/134.51HOT

Stray Cats Pt. 01

 — Alex finds two beautiful women to share his life. by Dreamweaver594in  Transsexuals & Crossdressers09/08/134.74HOT

My Big Sister

 — His older sister has a few surprises. by DaBlackMambain  Transsexuals & Crossdressers09/08/134.54HOT

The Enforced Butterfly Pt. 02

 — Spreading my wings. by Lubbain  Transsexuals & Crossdressers09/08/134.66HOT

Mass Effect: Purgatory Ch. 02

 — Visit to a night club turns into one crazy night. by devand38in  Transsexuals & Crossdressers09/01/134.61HOT

Mass Effect: Purgatory Ch. 01

 — Lonely guy visits the Citadel nightclub for the first time. by devand38in  Transsexuals & Crossdressers08/18/134.05

Time for a Break

 — Rest area fun. by margobicdin  Transsexuals & Crossdressers08/17/134.24

My One True Love Ch. 05

 — Rekindling our love. by f1dude_lotusin  Transsexuals & Crossdressers08/16/134.62HOT

Mass Effect: Seduction

 — Liara T'Soni is aching for release and only Shepard can help. by devand38in  Transsexuals & Crossdressers08/12/134.44

My First Gangbang

 — Experiencing my first gangbang. by BadMariein  Transsexuals & Crossdressers08/06/134.26

Opposites Attract Ch. 02

 — Sarah helps Hope against bullies. by joshy029in  Incest/Taboo08/05/134.59HOT

On the Run

 — Transgendered son finds mother's love through abusive dad. by Cartman94in  Transsexuals & Crossdressers08/04/134.54HOT

A Time to Play, and Grow Ch. 07-08

 — Alex learns the hard way, not every one is accepting. by Metalopnin  Transsexuals & Crossdressers08/03/134.68HOT

Reborn Ch. 02

 — Anastasia, formerly Ben, meets a beautiful girl. by Mr_Owlowin  Transsexuals & Crossdressers07/28/134.55HOT

Chocolate Kisses! Ch. 01

 — An old roommate visits Alice in New York. by AliceTonalin  Romance07/27/133.80

Fear and Euphoria

 — Getting to know each other. by KimmyKariin  Transsexuals & Crossdressers07/26/134.08

A Surprising Landlady Ch. 02

 — The morning after with my new landlady. by fuzzie_writerin  Transsexuals & Crossdressers07/21/134.69HOT

Tantalising Tanya Ch. 01

 — Fun with her boyfriend's brother. by fuzzie_writerin  Transsexuals & Crossdressers07/11/134.54HOT

Jenny

 — A Love Story. by madengineer3in  Non-Erotic07/11/133.79

Tag Teaming a Trans Man

 — Transman gets more than he bargained for at an adult theater. by altar boyin  Transsexuals & Crossdressers07/10/134.32

Lisa

 — Lisa begins her new life. by lovers1in  Transsexuals & Crossdressers07/10/134.68HOT

The Agent Ch. 02

 — My beautiful Ts girlfriend gives me the night of my life. by BmthAdmirerin  Transsexuals & Crossdressers07/08/134.15

Music and Sex

 — Kim makes it to college and meets Kari. by KimmyKariin  Transsexuals & Crossdressers07/01/134.46

Becoming Pam

 — Husband mindswaps with wife. by ArtyGeein  Sci-Fi & Fantasy06/30/134.47

Lindsay Gets a Special Gift Ch. 03

 — Lindsay finally arrives at Donza's home planet. by Cartman94in  Sci-Fi & Fantasy06/22/134.62HOT

Golfing

 — My hot new friend. by golfer07039in  Transsexuals & Crossdressers06/18/134.10

Girls Vegas-Style

 — Lonely man in Vegas hooks up with a fine looking "lady". by snerpylooin  Transsexuals & Crossdressers06/10/134.29

White Witch Ch. 03

 — Magical creatures, the end of the world, and a little sex. by DesireeFoxin  BDSM06/09/133.89

Track and Field Encounter

 — 18-year-old t-girl meets her ideal man at the track meet. by Littleblackdress54in  Transsexuals & Crossdressers06/08/134.31

My Fun with Kelly and Jamie

 — A man meets two shemales online and later in his motel room. by WhiskeyIsGoodin  Transsexuals & Crossdressers06/08/134.58HOT

Impact Ch. 01

 — Man is turned into TS and hypno-conditioned. by tsto123in  NonConsent/Reluctance06/08/134.42

My One True Love Ch. 04

 — Trying to understand myself. by f1dude_lotusin  Transsexuals & Crossdressers06/03/134.44

A Change with Sam Ch. 04

 — An awkward dinner, and a good night. by JRLoverin  Transsexuals & Crossdressers05/25/134.71HOT

The Landlady Ch. 04

 — A year after, a torrid reunion with Alex's landlady and more. by lagneau blancin  Transsexuals & Crossdressers05/24/134.70HOT

A Night to Remember

 — That unforgettable night, when he first met her... by Master_and_Sex_Kittenin  Transsexuals & Crossdressers05/12/134.52HOT

A Time to Play, and Grow Ch. 05-06

 — Alex & Tera go shopping, and Alex learns of love. by Metalopnin  Transsexuals & Crossdressers05/07/134.69HOT

Developing Emma Ch. 03

 — Emma's training continues. by Sputnik57in  Transsexuals & Crossdressers04/24/134.35

A New Life

 — Tommy finds out what his new life will be like. by alwaysreadyfryouin  Transsexuals & Crossdressers04/20/134.44
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.