Related tags

Active Tags


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

Stories

Unicorn Mom and her Golden Boy

 — Mom makes sissy son try modeling for a gay magazine. by ShyTammyin  Incest/Taboo05/14/174.30

Cucky Trained by CD DOM Pt. 02

 — Wife arranges for cuck to spend a weekend being trained. by sndycdin  Transsexuals & Crossdressers05/14/174.35

No More Secrets

 — His wife discovers his sissy side and eagerly plays along. by Gemsissyin  Transsexuals & Crossdressers05/14/174.24

The Blackmailed Sissy

 — This is the story of how Jon turns Eric into Erika. by jmanrulesin  Transsexuals & Crossdressers05/13/174.23

A Sissy's Sister Pt. 01

 — A sissy finds support from his sister in his journey. by Gemsissyin  Fetish05/13/174.47

Kissing Crossdressers Pt. 01

 — Hotwife turns hubby into crossdressing sissy. by Candyboiin  Transsexuals & Crossdressers05/13/174.48

Oh Jack!

 — A sissy gets discovered by his female neighbor. by Gemsissyin  Fetish05/12/174.38

Big Black Bump in the Road

 — Amy and Dan make a decision to save their future. by modpuffsin  Interracial Love05/12/173.29

An Unexpected Twist

 — Who was the one stalking them before? by Buildaworldin  Transsexuals & Crossdressers05/12/173.94

A Sissy's Story

 — What happened to Gabrielle before and after she met him? by Buildaworldin  Transsexuals & Crossdressers05/11/173.65

Cucky Trained by CD DOM Pt. 01

 — Wife arranges for cuck to spend a weekend being trained. by sndycdin  Transsexuals & Crossdressers05/10/174.33

Along Came the Mistress

 — The mistress makes her move, will Gabrielle be jealous? by Buildaworldin  Transsexuals & Crossdressers05/09/174.12

Mrs C

 — A lonely cougar enjoys some summer romance. by pantywriterin  Mature05/08/174.37

First Time Sissy

 — A man becomes a 'sissy' to save his troubled marriage. by overseasin  BDSM05/08/174.35

Sissy Slut

 — A sissy BDSM story. by sissyassslutin  BDSM05/08/174.25

Little Larry Ch. 01

 — Little Larry is used for practice. by pantywriterin  Transsexuals & Crossdressers05/07/174.56HOT

Nephew's Readjustment Pt. 17

 — Nicholas becomes accustomed to his new gay life. by bart_allenin  Gay Male05/07/174.37

Sissy Fantasy to Nightmare

 — Blackmailed into living out his fantasy on a stag gone wrong. by Anon729in  Transsexuals & Crossdressers05/07/174.56HOT

Girlfriends (Chandra and Nikki)

 — Nikki and Chandra make a pact to share their men. by girlygayin  Transsexuals & Crossdressers05/07/174.24

Dressing But Not Passing

 — Sissy in public. by daisy2holesin  Transsexuals & Crossdressers05/06/174.12

Two Good Neighbors Ch. 07

 — Kyle and Mark Roberts discuss their feelings and find a way. by CreamStuffedTwinkin  Mind Control05/06/173.38

Nephew's Readjustment Pt. 16

 — Nicholas gets a new wardrobe and gets used to his new life. by bart_allenin  Gay Male05/06/174.44

My Sister's Boyfriend

 — A drunken misconception leads to a life changing experience. by KinkyPotatoin  Transsexuals & Crossdressers05/05/174.34

Filipina Cuckolds Her Sissy Husband

 — A married couple have sex with black men. by nancyvasquezin  Transsexuals & Crossdressers05/04/174.12

First Time Together

 — Gabrielle is more than she appears. by Buildaworldin  Transsexuals & Crossdressers05/03/174.16

Rear Naked Choke

 — A crossdressing sissy boi gets a rough fucking in a booth. by nancyvasquezin  Transsexuals & Crossdressers05/03/174.34

Beyond the Valley of Jerkboy

 — Husband 'meats' his wife's work friend. by stratoblasterin  Exhibitionist & Voyeur05/02/173.94

From Homeless to Sexy Sissy Slut

 — Continued from homeless to sexy sissy. by Tonisshyin  Transsexuals & Crossdressers05/02/173.77

Cuckolded on the High Seas Ch. 02

 — Cuck's proposal. by Tianamiin  Loving Wives05/02/173.50

New BBC Whores Abby & Lillie Pt. 01

 — The story of Lyle (Lillie) And Abby becoming whore for BBC. by GeraldGin  Interracial Love04/30/174.39

A Damsel in Distress Ch. 02

 — A fair maiden emerges from the knight. by TheSissySirin  Transsexuals & Crossdressers04/29/174.53HOT

X-Change: The Frat House Blues

 — Matt allows his roommate Rick to watch him transform. by MrYowmanin  Sci-Fi & Fantasy04/29/174.27

A Damsel in Distress Ch. 01

 — A knight will do anything to get his sword back. . . anything. by TheSissySirin  Transsexuals & Crossdressers04/28/173.98

A Husband Named Cathy Ch. 02

 — Cathy begins to think about her recent shameless behavior. by cathynylonsin  Transsexuals & Crossdressers04/26/174.42

For Their Pleasure Pt. 03

 — Alexis awakens and meets her first new man, Mr. Nail. by DanteDidItin  Transsexuals & Crossdressers04/25/174.60HOT

Lattés and Logic Pt. 03

 — Dick me Daddy. by LostOnTheRoadin  Transsexuals & Crossdressers04/25/174.32

Don't Fuck with Hiroyuki Ch. 01

 — A gender-bending nano attack rocks the Hiroyuki crime family. by bqnkin  Sci-Fi & Fantasy04/21/174.33

Ryan's Blackmail Ch. 01

 — A college student gets in over his head with online blackmail. by sissyslutrayain  Transsexuals & Crossdressers04/20/174.52HOT

Lattés and Logic Pt. 02

 — Bruce cums around. by LostOnTheRoadin  Transsexuals & Crossdressers04/19/174.38

Alex's Sissy Time Goes Wrong Ch. 02

 — Alex thinks he's in the clear, he is in for a shock. by lexie55in  Transsexuals & Crossdressers04/19/174.24

Introspection Ch. 02

 — Maddy confesses and pushes Jackie much further. by edibles123in  Fetish04/19/174.19

Sissy Pool Wager Pt. 01

 — Young sissy gets more than he bargained for in bet. by maxy007in  Transsexuals & Crossdressers04/16/173.58

A Slut's Triangle Pt. 18

 — Ashleigh finds out Kimberly is pregnant, Kryss is pissed. by Kantariiin  Transsexuals & Crossdressers04/15/174.73HOT

A Sissy Cuckold to another Sissy

 — Unable to satisfy his wife, he is cuckolded and sissified. by Gemsissyin  Fetish04/15/174.39

Ugly Duckling to Sissy Princess Ch. 05

 — Vicky's very special night. by JHoustonin  Transsexuals & Crossdressers04/14/174.62HOT

The Sexy Cuckold Couple Pt. 17

 — Cuckold Story about an Owned Couple. by cuckcpl4playin  Fetish04/14/174.14

Lattés and Logic Pt. 01

 — Lattés, logic, tattoos and a sissy girl. by LostOnTheRoadin  Transsexuals & Crossdressers04/14/174.24

My Ardent Desire

 — My dinner date with a man. Romantic. No harsh words. by ManasPandeyin  Transsexuals & Crossdressers04/12/174.24

Slave History

 — A sissy slave describes her past. by timeagain93in  BDSM04/11/173.88

A Friend Catches Me Ch. 02

 — This is the second part to my story, enjoy! by PinkPanties4mein  Transsexuals & Crossdressers04/10/174.35

Wife's Subservient Husband

 — Wife cements her dominance over husband in dramatic fashion. by thannatosin  Loving Wives04/08/173.21

Soames's Seminar

 — Master Soames has a "how to" seminar for his followers! by justincbenedictin  BDSM04/08/173.67

Soames's Store

 — Soames is meeting new masters and slaves at the Gift Shop! by justincbenedictin  BDSM04/07/173.00

You're My Bitch Now Ch. 03

 — Rick has an encounter with his boss at work. by nikkiesilkin  Transsexuals & Crossdressers04/06/174.54HOT

Nephew's Readjustment Pt. 14

 — Nicholas has a varied, gay, week. by bart_allenin  Gay Male04/05/174.47

Nephew's Readjustment Pt. 15

 — Nicholas has a rather extreme sissy faggot experience. by bart_allenin  Gay Male04/05/174.49

You're My Bitch Now Ch. 02

 — Rick gets much closer to Chris. by nikkiesilkin  Transsexuals & Crossdressers04/05/174.66HOT

A Slut's Triangle Pt. 17

 — Ashleigh dodges Kryss and gets a surprise from Kimberly. by Kantariiin  Transsexuals & Crossdressers04/04/174.69HOT

You're My Bitch Now Ch. 01

 — Rick from the IT Helpdesk discovers a life-changing secret. by nikkiesilkin  Transsexuals & Crossdressers03/31/174.53HOT

Nephew's Readjustment Pt. 13

 — Nicholas learns some new things about his life. by bart_allenin  Gay Male03/30/174.48

House-Sitting Panty Lover Pt. 04

 — Our house sitting panty thief has an excited car trip. by sissydnin  Transsexuals & Crossdressers03/29/174.32

The Bus Man Ch. 04

 — Sissy Faggot Romance. by manmarein  Gay Male03/29/174.05

Sissy's Lazy Sunday

 — A sissy awaits a lazy Sunday, but her Master has other plans. by latinarita3in  Transsexuals & Crossdressers03/28/174.63HOT

Soames's submissives: Trevor

 — Lunch between a Master and his pitiful mid-life slaveboy. by justincbenedictin  BDSM03/28/173.31

A Wife's Lover, His Boss Ch. 02

 — the reality of cuckold slave status hits home, literally. by keptsissyin  Fetish03/28/174.14

The Bus Man Ch. 03

 — Sissy Faggot Romance. by manmarein  Gay Male03/28/174.12

Humiliated Sissy Husband Ch. 03

 — Sadistic wife Tanya puts Max through Sissy Hell. by rik581in  Transsexuals & Crossdressers03/28/174.30

The Sissy and The Gardener

 — The Gardener surprises The Sissy. by snornin  Transsexuals & Crossdressers03/28/174.23

Master Soames's submissives: Calvin

 — Cal needs Soames to continue the disciplinary work of Mom. by justincbenedictin  BDSM03/27/174.00

The Contest

 — How far can you push these chaste males? by justincbenedictin  BDSM03/27/174.18

The Surprise Party

 — Submissive comes home to humiliation...and angry women! by justincbenedictin  BDSM03/27/173.34

The Black Doctor & My Wife

 — This is the story of how my wife became a black cock slut. by GeraldGin  Interracial Love03/27/173.47

I Asked for Humiliation

 — A story of feminization, strap on, humiliation and more. by Ashleysissyslutin  Transsexuals & Crossdressers03/25/173.97

Slut for All Pt. 06

 — Taken by a big black cock. by Knightofroundin  BDSM03/25/174.36

Research Pt. 02

 — Working towards my PhD. by eviltwin52in  Gay Male03/23/170.00

Rite of Passage Ch. 03

 — Jamie's corruption furthers with help from his crush, Kelly. by XtinaSmith2017in  Transsexuals & Crossdressers03/22/174.74HOT

Slut for All Pt. 05

 — Night out to find me a cock. by Knightofroundin  BDSM03/22/174.56HOT

Hook Pt. 01

 — Find out what happens when ditching school turns into sex. by IRGirlyin  First Time03/19/173.52

Nephew's Readjustment Pt. 12

 — Nicholas first month as a sissy faggot. by bart_allenin  Gay Male03/13/174.48

Dena Goes for the Stars Ch. 02

 — Dena's slow rise into Stardom. by daisyboi_sissyin  Transsexuals & Crossdressers03/10/174.40

Down Under Dee

 — A mix of story and homage to Dee, one of Lit's delights. by SEVERUSMAXin  Loving Wives03/09/173.66

A Husband Named Cathy

 — A husband's dream comes true. He becomes Cathy. by cathynylonsin  Transsexuals & Crossdressers03/06/174.38

Operation Pucks and Panties Pt. 01

 — A pantyboy heads to Victoria's Secret for the first time. by JPantyboyVSLin  Fetish03/05/173.98

Druid and Her Pet Alchemist Ch. 02

 — Meeting with an aggressive lover. by SmallStiffyin  BDSM03/04/174.50

House-Sitting Panty Lover Pt. 03

 — The trip to the mall takes an unexpected turn. by sissydnin  Transsexuals & Crossdressers03/02/174.62HOT

A Slut's Triangle Pt. 15

 — Kryss hurts Ashleigh, Brenda and Kimberly come to the rescue. by Kantariiin  Transsexuals & Crossdressers03/02/174.21

Another Tasty Creampie

 — Chloe shows her Daddy the thick creampie he gave her. by Skymakerin  Transsexuals & Crossdressers02/24/173.86

Sweet Awakening

 — Unknowing sub wakes to an orgy. by Tlongin  Transsexuals & Crossdressers02/21/174.47

Julian to Julia Ch. 03

 — A sissy is fucked by sexy cousin. by onlinesissyboiin  Incest/Taboo02/20/174.12

Caught in Her Panties Ch. 03

 — Dressed up and taking the town by storm. by Knightofroundin  Transsexuals & Crossdressers02/18/174.56HOT

BBC Worship Guide

 — Teaching whitebois how BBC should be handled. by whiteboibbclickerin  Transsexuals & Crossdressers02/16/173.53

Making a Sissy

 — Disabled man's love-hate relationship with me and panties. by kittycalamityin  Fetish02/16/174.48

Escapism: Nightingale

 — A reflection of a sissy's journey to womanhood. by chasingrisquein  Transsexuals & Crossdressers02/14/174.30

House-sitting Panty Lover Pt. 02

 — The trip to the mall. A build up to next part. by sissydnin  Transsexuals & Crossdressers02/14/174.22

Quickie

 — After girlfriends pass out, two guys have crossdressing fun. by nat_rosein  Transsexuals & Crossdressers02/13/174.29

Daddy Discovers I'm a Sissy Ch. 01

 — My sissy secret isn't a secret anymore, and that's okay. by sissyboininetytwoin  Incest/Taboo02/13/173.86

When Chastity Goes "Wrong"

 — Getting over masturbation addiction can get really kinky. by whiteboibbclickerin  Gay Male02/13/174.12

Adventures with Dave and Chloe

 — Seven Interactions between Daddy Dave and baby girl Chloe by dmsifterin  BDSM02/12/174.14

John and Erin Ch. 02

 — The continuing adventures of John and Erin. by stories4mywifein  BDSM02/11/174.27

Julian to Julia Ch. 02

 — A sissy's coming out party. by onlinesissyboiin  Incest/Taboo02/09/174.54HOT
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.