Search
Literotica Video
On Demand

Related tags

Active Tags


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

Stories

The Birth of a Sissy

 — How a graduation present turned into a lifelong gift. by sissymedic1426in  Gay Male05/20/164.59HOTNEW

Pam's Home

 — She is the devil...he knows it. by justincbenedictin  BDSM05/19/162.65NEW

How I Became a Crossdresser

 — Straight married man turned into cock loving slut. by Chrispe69in  Transsexuals & Crossdressers05/19/164.22NEW

Powerless

 — A sissy cuckold story. by siscucin  Transsexuals & Crossdressers05/19/163.75NEW

A Cuckold Earns His Horns Pt. 02

 — Madame, Marc, and Molly take things further. by lapraline70in  BDSM05/18/162.58NEW

Mommywife

 — A sub male submits to his wife & her lover. by rikkitampa2014in  Erotic Couplings05/18/162.79NEW

The Metamorphous Ch. 02

 — A chance for redemption. by eviltwin52in  Gay Male05/16/163.95

Story of Sissy Blackmail Ch. 01

 — Actual Story of how I was first discovered and used... by richysissy34in  Transsexuals & Crossdressers05/15/164.43

3 AM: She Finally Comes Home

 — A sissy's wife returns from her date. by siscucin  Fetish05/15/163.37

A New Life Ch. 04

 — A sissy's life is rearranged at the whim of his owner. by sissycinnamonswirlin  Transsexuals & Crossdressers05/14/164.40

Helen, my Wife and Cuckoldress

 — Wife goes Black and feminizes her pathetic hubby. by siscucin  Fetish05/12/162.89

First Time Sissy at the Gloryhole

 — I wanted to be seen in my frilly things, but I got more. by Stephen_Heathcotein  Transsexuals & Crossdressers05/11/164.12

It Happened in the Panty Aisle

 — A chance encounter turns him into a cock worshipping sissy. by centrum1000in  Transsexuals & Crossdressers05/07/164.41

Jeri Lee and His Fine Publications

 — Transformation and Forced Womanhood. by Cal Y. Pygiain  Reviews & Essays05/05/164.56

A Cuckold Earns His Horns Pt. 01

 — Submissive sissy cuckold and wife enjoy a hot bull's talents. by lapraline70in  Loving Wives05/03/163.33

College Loser Ch. 05

 — Locked in chastity and tormented. by tunnel00visionin  NonConsent/Reluctance05/01/162.46

When Paul Met Jane

 — Jay turns in Jane and Paul finds out. by JunoRightin  Transsexuals & Crossdressers04/27/164.40

I am Number Four

 — New sissy finds his calling. by princessnocturnein  Transsexuals & Crossdressers04/27/164.65HOT

An Evening Stroll

 — Guy pushes his kinky limits and gets taken much further. by KrisLacein  Transsexuals & Crossdressers04/24/164.30

Sissy Lauren Pt. 02

 — Sissy Lauren continues her journey and trains a new sissy. by CdJadein  Transsexuals & Crossdressers04/23/164.38

Sara becomes The Bride

 — One of my admirers makes my wedding night dreams come true. by Sexy_SaraCDin  Transsexuals & Crossdressers04/22/164.39

One of the Girls

 — Eric unwittingly takes a job as a shemale porn actor. by Erotictales4uin  Transsexuals & Crossdressers04/22/164.34

A New Life Ch. 03

 — Part Three of a look back at a sissy's life and missteps. by sissycinnamonswirlin  Transsexuals & Crossdressers04/16/163.85

Doll House - The Salon Pt. 02

 — Sami's initial transformation is completed at the Salon! by Dani_Dollin  Transsexuals & Crossdressers04/14/164.47

My First Blowjob!

 — Young curious male sucks older man's cock behind restaurant. by dhat_soain  First Time04/13/164.00

Andre Finds Love Pt. 03

 — The mystery of Joanie's death is solved. by eviltwin52in  Gay Male04/13/163.36

Andre Finds Love Pt. 02

 — Andre's Epiphany. by eviltwin52in  Gay Male04/11/163.52

A Sissy Fairy Tale

 — A brave prince frees a sissy princess from a curse. by AmandaSwallowsin  Transsexuals & Crossdressers04/10/164.64HOT

Sissy Brainwashing

 — I had no idea sissy brainwashing was real! by MrJimJimin  Mind Control04/09/163.91

HypnoSissy: Becoming a Cocksucker

 — Straight guy watches porn tapes that are not what they seem. by silkstockingsloverin  Fetish04/07/164.84HOT

Sex Toy

 — A Sex Maid Services His 'Owner'. by rikkitampa2014in  Gay Male04/06/163.57

Shopping with a BBC

 — Going sissy shopping with a BBC who wants to fuck me after. by youngCDteriin  Transsexuals & Crossdressers04/03/163.73

Adult Arcade Sissy

 — A young man becomes a woman, AND a whore. by nancyvasquezin  Transsexuals & Crossdressers03/31/164.34

My First Time as Sara... Pt. 05

 — Sara takes her first steps to becoming the coquette she is. by Sexy_SaraCDin  Transsexuals & Crossdressers03/29/164.62HOT

Turned into a Sissy

 — Pegging by girlfriend made me crave a real dick. by drogon01in  Gay Male03/29/164.49

My First Time as Sara... Pt. 04

 — I start to fulfill my own cravings and desires. by Sexy_SaraCDin  Transsexuals & Crossdressers03/25/164.50HOT

So You Want to be a Nurse? Ch. 08

 — Transvestite nurse is forced to suck and fuck. by MicheleNylonsin  Transsexuals & Crossdressers03/22/164.50HOT

Letters from my Mistress 01

 — My Mistress describes our next encounter... by Slava28in  BDSM03/22/164.35

My First Time as Sara... Pt. 03

 — Sara and Steve make a fateful decision. by Sexy_SaraCDin  Transsexuals & Crossdressers03/21/164.53HOT

Letter from Toledo

 — He let his wife find him a Chastity Keyholder! by justincbenedictin  BDSM03/20/163.38

Cell Block Sissy

 — A young married inmate go all the way to the wild side. by nancyvasquezin  Transsexuals & Crossdressers03/18/163.96

It Could Be Worse Ch. 05

 — Leon takes control. by eviltwin52in  Gay Male03/15/163.84

A New Life Ch. 02

 — Part Two of a story about Cinnamon's new life as a toy. by sissycinnamonswirlin  Transsexuals & Crossdressers03/13/164.09

Dinosaurs

 — A sissy cuckold & his wife source a lover for her. by rikkitampa2014in  Erotic Couplings03/12/163.60

Inaugural Crossdress Sexfight Ch. 03.5

 — Dani vs Dani (The Re-match). by danidhotcdin  Transsexuals & Crossdressers03/12/164.44

Coach Daddy Ch. 07

 — A sissy goes on a date. by whatcouldofbeenin  Transsexuals & Crossdressers03/11/164.62HOT

James' Story Ch. 01

 — Follow James on his story from average loser to sissy god. by Besissybin  Transsexuals & Crossdressers03/11/163.88

Turning Points: The First Spanking

 — A small man and a Dominant Woman. by WomanWorshiper77in  Fetish03/08/164.20

Observations of Buttermilk Falls

 — Cy, the slaveboy and his dommes! by justincbenedictin  BDSM03/08/162.40

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 & Crossdressers03/08/164.54HOT

Letter From Hobson Bend

 — Can Lionel take being stapled to the floor by his dick? by justincbenedictin  BDSM03/08/162.25

Celeste's Chuckles

 — Allowing an orgasm can be tricky for the slave! by justincbenedictin  BDSM03/07/163.00

My First Time as Sara... Pt. 01

 — This is the story of how I became the girl Sara. by Sexy_SaraCDin  Transsexuals & Crossdressers03/05/164.53HOT

The Gynecomastia Kid Ch. 01

 — With help Nick becomes Nikki after hit by gynecomastia. by Johnboy9in  Transsexuals & Crossdressers03/04/164.13

Sissy Mark

 — A cuckold sleeps while his wife reunites with her lover. by rikkitampa2014in  Fetish03/03/163.18

Sissy Lauren Pt. 01

 — Sissy Lauren begins her prison journey. by CdJadein  Transsexuals & Crossdressers03/01/164.38

The Chaste Crusader

 — A superhero is in chastity to a super-villainess! by justincbenedictin  Celebrities02/29/163.30

Break Down

 — A Sissy repays a Good Samaritan. by AmberFemXDin  Transsexuals & Crossdressers02/25/164.23

For Their Pleasure Pt. 02

 — Mr. Grant explains all and makes his move on Alexis. by DanteDidItin  Transsexuals & Crossdressers02/25/164.63HOT

Second Best

 — A bottom auditions for 2 horny tops. by rikkitampa2014in  Anal02/25/163.71

Celeste's Great Adventure

 — Taking your submissive hubby and your BF to the beach! by justincbenedictin  BDSM02/25/164.13

Celeste's Little Game

 — She ups things in Ted's training! by justincbenedictin  BDSM02/25/163.23

The Pincushion

 — A dominant wife gets evil ideas! by justincbenedictin  BDSM02/25/163.00

Letter from Turkey Thicket

 — Husband training in the Heartlands! by justincbenedictin  BDSM02/25/163.33

Adversity in Buttermilk Falls

 — Slaveboy Blume is mystified by his dominant wife! by justincbenedictin  BDSM02/25/163.56

Stan to Stella Pt. 01

 — Like any story, the beginning for Stella formerly Stan... by Maximus_erosin  Transsexuals & Crossdressers02/24/164.48

EE EDGER

 — EE edges when he can't go to a dominatrix! by justincbenedictin  BDSM02/23/162.50

The Humiliation

 — Birdie realizes college girls are terrifying! by justincbenedictin  BDSM02/23/162.05

Intruded and Blackmailed

 — Secret inexperienced sissy gets caught and blackmailed. by hosiery_cumslutin  Transsexuals & Crossdressers02/23/163.87

Mummie's Chauffer

 — the characters from "Mummie's Hair" and more femdom! by justincbenedictin  BDSM02/22/162.80

Spalding and The Cheerleader

 — Poor College boy, dommed by Mom! by justincbenedictin  BDSM02/22/162.97

Adventures in Buttermilk Falls

 — Isaiah gets a new chance with Mistress Bootsie! by justincbenedictin  BDSM02/20/162.57

Doctor Knows Best Ch. 02

 — Boi gets in deep with his therapy... by Wynneboiin  Transsexuals & Crossdressers02/20/164.25

Femdom Breeding Prison Pt. 01

 — Females dominate, breeders fuck, cuntboys get fucked. by pluggedforlifein  NonConsent/Reluctance02/20/163.55

Doctor Knows Best Ch. 01

 — Recluse gets a new therapist... and so it begins. by Wynneboiin  Gay Male02/19/163.98

Indulging His Fantasy

 — A wife decides her husband would make a good maid. by domdamein  Fetish02/18/164.43

Doll House - The Salon Pt. 01

 — Sam begins his transformation to fit his new position... by Dani_Dollin  Transsexuals & Crossdressers02/18/164.35

Pillow Fight

 — An all Sissy slumber party is interrupted by 5 men. by AmberFemXDin  Transsexuals & Crossdressers02/17/163.99

Decisions in Buttermilk Falls

 — He didn't know what he'd get with Miss Thelma! by justincbenedictin  BDSM02/17/163.75

Feminized by a Black Thug

 — Closeted sissy gets turned out. by Tinydickthongboy88in  Transsexuals & Crossdressers02/16/164.21

Mistress Scarlett's Politicians

 — Who is behind the power? by justincbenedictin  BDSM02/13/162.20

A Quiet Dinner in Buttermilk Falls

 — Dinner with your dominant wife can be tricky in a restaurant. by justincbenedictin  BDSM02/13/163.33

A Weekend with Master Hans

 — Master Hans loves those recalcitrant husbands! by justincbenedictin  BDSM02/13/163.21

Visions in Buttermilk Falls

 — Turning an unsuspecting graduate student into a slave-pig! by justincbenedictin  BDSM02/13/162.50

Meditations in Buttermilk Falls

 — He turned his life over to Mistress Blythe! by justincbenedictin  BDSM02/13/163.00

The Support Group

 — Men in chastity have a discussion! by justincbenedictin  BDSM02/13/163.89

Happy Days in Buttermilk Falls!

 — It's always good to have a support group... by justincbenedictin  BDSM02/13/163.00

Living Large in Buttermilk Falls!

 — Mistress Bootsie knows how to train her husband! by justincbenedictin  BDSM02/13/163.67

Slave Spalding

 — When he turned 19, he became Mom's slave! by justincbenedictin  BDSM02/12/162.58

Teasing My Husband

 — She's unfaithful and quite cruel. by justincbenedictin  BDSM02/12/162.71

Mistress Del!

 — She's a unique Goddess! by justincbenedictin  BDSM02/12/163.00

Jocko Trains Colin

 — Male Master, submissive husband, happy wife! by justincbenedictin  BDSM02/12/163.47

Dominant Housekeeper

 — Miss Spargrove keeps her couple in line! by justincbenedictin  BDSM02/11/164.18

Ask Medusa

 — Medusa is the guru of the dominant wife! by justincbenedictin  BDSM02/11/163.83

Gideon's Drama

 — Gideon at sixty, is still his sister's submissive! by justincbenedictin  BDSM02/11/164.09

The Amazon

 — She loves her little slaveboy. by justincbenedictin  BDSM02/09/163.50

The Hairdresser

 — Breezy lives it up! by justincbenedictin  BDSM02/09/163.67

Alan And The Doctor Ch. 01

 — Doctor finds solution to Alan's sexual problems with wife. by Quietoldiein  Transsexuals & Crossdressers02/08/164.30

Mum's Adult Slave Son!

 — Mummie rules her adult slave kids! by justincbenedictin  Incest/Taboo02/07/162.87

Marigold Tells the Truth

 — She is a Domme to Fear! by justincbenedictin  BDSM02/07/162.71
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.