Related tags

Active Tags


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

Stories

Caught in Her Panties Ch. 03

 — Dressed up and taking the town by storm. by Knightofroundin  Transsexuals & Crossdressers02/18/174.14NEW

BBC Worship Guide

 — Teaching whitebois how BBC should be handled. by whiteboibbclickerin  Transsexuals & Crossdressers02/16/172.61NEW

Making a Sissy

 — Disabled man's love-hate relationship with me and panties. by kittycalamityin  Fetish02/16/173.88NEW

Escapism: Nightingale

 — A reflection of a sissy's journey to womanhood. by chasingrisquein  Transsexuals & Crossdressers02/14/174.25NEW

House-sitting Panty Lover Pt. 02

 — The trip to the mall. A build up to next part. by sissydnin  Transsexuals & Crossdressers02/14/174.14NEW

Quickie

 — After girlfriends pass out, two guys have crossdressing fun. by nat_rosein  Transsexuals & Crossdressers02/13/174.12NEW

Daddy Discovers I'm a Sissy Ch. 01

 — My sissy secret isn't a secret anymore, and that's okay. by sissyboininetytwoin  Incest/Taboo02/13/173.66NEW

When Chastity Goes "Wrong"

 — Getting over masturbation addiction can get really kinky. by whiteboibbclickerin  Gay Male02/13/173.98NEW

Adventures with Dave and Chloe

 — Seven Interactions between Daddy Dave and baby girl Chloe by dmsifterin  BDSM02/12/174.08

John and Erin Ch. 02

 — The continuing adventures of John and Erin. by stories4mywifein  BDSM02/11/173.42

Julian to Julia Ch. 02

 — A sissy's coming out party. by onlinesissyboiin  Transsexuals & Crossdressers02/09/174.49

HypnoSissy: Cum Cravings

 — Videos entrench his hunger for cock and cum. by silkstockingsloverin  Fetish02/09/174.58HOT

Weekend of Love Pt. 06

 — Getting to know our hosts. by IcelandSparin  Transsexuals & Crossdressers02/08/174.23

House-Sitting Panty Lover Pt. 01

 — Sissydream come true housesitting for his two neighbours. by sissydnin  Transsexuals & Crossdressers02/07/174.04

Escapism: The Modern Man

 — Escapism can be a wonderful thing. by chasingrisquein  Transsexuals & Crossdressers02/07/174.45

Virgin Sissy Sex Drive

 — Sissy virgin's on-the-road, romantic defloration. by comegentlyin  Transsexuals & Crossdressers02/07/174.26

Few of My Ultra-Perverted Fantasies

 — Some of the juiciest stories you will ever encounter. by whiteboibbclickerin  Transsexuals & Crossdressers02/07/171.90

Liz and John Solve Their Problem

 — John can't impregnate Liz. Another man has a go. by Quietoldiein  Fetish02/07/173.70

A Slut's Triangle Pt. 13

 — Ashleigh's plan backfires, Brenda sets Kryss up to fail. by Kantariiin  Transsexuals & Crossdressers02/04/174.50HOT

Demographics

 — A strong Arab man fucks a married French couple every day. by male_sharmotain  Gay Male02/02/173.06

Julian to Julia Ch. 01

 — A panty boy is caught and transformed by sexy cousin. by onlinesissyboiin  Transsexuals & Crossdressers02/01/174.43

A Helping Hand

 — A sissy gets tied to the bed and left... by LockedSissySubmissivein  Fetish02/01/174.22

Queen for a Night

 — Anniversary gift turns young hubby into weekend wide. by Jamie_in_dressesin  Transsexuals & Crossdressers01/28/174.63HOT

Crossdressing at Pride Ch. 05

 — Giving Albert a sexy surprise upon his return. by youngtwink19in  Transsexuals & Crossdressers01/28/174.52HOT

Sissy Life: Valentine's Day

 — Wife's lover takes 'ownership' of Sissy. by sissymark79in  Transsexuals & Crossdressers01/28/174.09

A Fantasy Night Exposed Ch. 01

 — Left in a compromising position for my wife's new friend. by tfrahin  Fetish01/26/174.39

Sissy Life: 50 Days in Chastity

 — A sissy 'celebrates' 50 days. by sissymark79in  Transsexuals & Crossdressers01/25/173.83

My Valentine

 — CD Jessica celebrates Valentine's Day. by sexyctcdin  Transsexuals & Crossdressers01/24/174.74HOT

The Bus Man Ch. 02

 — A sissy faggot romance. by manmarein  Transsexuals & Crossdressers01/23/173.85

To Wear the Horns: A Cuckold Family Pt. 03

 — Billy's punishment, MotherKnowsBest, and a family friend! by MamasChastityBoyin  Incest/Taboo01/22/173.14

Sissy Cuckolded by Girlfriend Ch. 01

 — A sissy slut gets cuckolded by his girlfriend. by SaraRurikin  Transsexuals & Crossdressers01/22/173.99

The Bus Man Ch. 01

 — A sissy faggot romance. by manmarein  Transsexuals & Crossdressers01/22/173.85

Being Good in the Bedroom

 — Jenny discovers Rod's secret passion for lingerie. by MsTrinain  Fetish01/19/174.29

Was I Raped? Ch. 04

 — A sissy whore continues her training. by eviltwin52in  Gay Male01/18/174.00

Sissy Life Pt. 04a

 — A sissy is whipped (a short interlude). by sissymark79in  Transsexuals & Crossdressers01/17/174.16

Was I Raped? Ch. 03

 — My life as a whore starts now. by eviltwin52in  Gay Male01/17/174.39

No Choice

 — An explanation from a Domme. by AZgirlMichellein  Transsexuals & Crossdressers01/15/174.29

Research

 — A PHD student looks for answers. by eviltwin52in  Gay Male01/15/174.04

First Time as Sissy

 — My story visiting a dominatrix and dressing as a woman. by twofish73in  Transsexuals & Crossdressers01/14/174.45

Simon's Strict Unseen Mistress

 — A young man becomes a willing slave... but doing what? by flash87in  BDSM01/14/174.32

From Submissive to Slave Pt. 01

 — He was already submissive to his wife, but he craved more. by HerBetaBoyin  BDSM01/13/174.24

Sissy Instructions

 — A sissy must prepare humiliatingly for her Mistress. by FrostShardin  BDSM01/13/174.11

The Homosexual Sissy Wife

 — "Fifty Shades of Gay" by jakladdin  Transsexuals & Crossdressers01/12/174.58HOT

What Being a Sissy Wife Means to Me

 — My conception of being a sissy wife. by SissyWifein  Gay Male01/11/174.14

Sissy Life Pt. 04

 — A sissy prepares to be whipped. by sissymark79in  Transsexuals & Crossdressers01/08/174.39

The Gentlemen's Panty Club

 — A young man joins an exclusive fetish club. by joefeltonin  Fetish01/06/174.78HOT

Sissy Initiation

 — My true journey begins. by dhat_soain  Transsexuals & Crossdressers01/02/174.12

Sissy Life Pt. 03

 — A sissy serves his Mistress - and her lover! by sissymark79in  Transsexuals & Crossdressers01/02/174.38

Escape

 — A sissy makes an escape attempt from 'her' captor. by RainMaker91in  Transsexuals & Crossdressers01/01/173.59

Blane's Hydraulic Inevitable

 — Sissy Blane has the obligatory date with Mr. Plumrose. by EvelynTin  Transsexuals & Crossdressers12/31/164.15

Two Good Neighbors Ch. 06

 — The neighbors experience both joy and heartbreak. by CreamStuffedTwinkin  Mind Control12/30/164.28

A Tongue Toy

 — A night pleasuring Mistress as her tongue toy and maid. by slcmalemaidin  Fetish12/30/164.11

Dad My First Lover Pt. 01

 — Father and his CD daughter with occasional sexual encounters. by sarahchica96in  Transsexuals & Crossdressers12/29/164.21

Sammy Calls Him Sir

 — A naughty housesitter gets caught in the rain... by naughtyfemboyin  Gay Male12/29/164.19

Sissy Life Pt. 02

 — A sissy atones for his mistake. by sissymark79in  Transsexuals & Crossdressers12/28/164.38

Sissy Life

 — A pathetic sissy blows the chance to impress his wife. by sissymark79in  Transsexuals & Crossdressers12/26/163.99

His Fantasy Brought To Life

 — Stefan's femdom dreams came to fruition. by kshain  Anal12/26/164.19

Are You a Sissy?

 — Exposed at work and entrapped by a co-worker. by dominantdadddyin  Transsexuals & Crossdressers12/22/164.44

Caught In Lingerie

 — Young man gets caught by neighbor and leads to sex! by hicutloverin  Transsexuals & Crossdressers12/20/164.55HOT

Was I Raped? Ch. 02

 — I confront the man who took my ass. by eviltwin52in  Gay Male12/19/164.04

Humiliated Sissy Husband Ch. 02

 — Max suffers more humiliation at the hands of his wife Tanja. by rik581in  Transsexuals & Crossdressers12/19/164.17

The Interview

 — Josh does what he has to do to get hired. by SwitchShiftin  NonConsent/Reluctance12/19/164.00

The Prostate Exam Pt. 05

 — Married Sissy is sent by Mistress to serve Master. by subboislutnzin  Transsexuals & Crossdressers12/16/164.68HOT

Sissy Chantel, New Reality Ch. 11

 — Sunday Afternoon Fun. by Sissy_Chantelin  Transsexuals & Crossdressers12/14/164.00

Humiliated Sissy Husband

 — A wimp of a husband is forced to be a sissy by his wife. by rik581in  Transsexuals & Crossdressers12/14/164.11

Truth or Dare Sissy

 — A high school party game of 'truth or dare' goes wrong. by maxy007in  Transsexuals & Crossdressers12/13/163.98

Arthur's Hypnotic Transition

 — Arthur's college roommates ensure college life is exciting. by CreamStuffedTwinkin  Mind Control12/10/164.32

Sissy Veronica

 — My First Blowbang. by slavegurl_veronicain  Gay Male12/08/164.05

The Sexy Cuckold Couple Pt. 15

 — Cuckold Couple Becomes an Owned Couple. by cuckcpl4playin  Fetish12/08/164.23

The Prostate Exam Pt. 04

 — A married man succumbs to Sissy transformation for his Doc. by subboislutnzin  Transsexuals & Crossdressers12/08/164.39

Hotel Club Ch. 03

 — Cindy invites Roger back into the Club. by pantywriterin  Transsexuals & Crossdressers12/07/164.61HOT

Panties Pulled Down by My First Man

 — Trans woman has first time sex with a man after strapon. by comegentlyin  Transsexuals & Crossdressers12/06/164.20

Sissy Chantel, New Reality Ch. 10

 — My First Saturday and Sunday at 'The Agency.' by Sissy_Chantelin  Transsexuals & Crossdressers12/06/164.19

Nephew's Readjustment Pt. 10

 — Nicholas' gets something he wasn't expecting. by bart_allenin  Gay Male12/01/164.50HOT

Kneeling for Daddy

 — Caught crossdressing and Daddy takes advantage and control. by Jamie_in_dressesin  Incest/Taboo12/01/164.21

Sissy Chantel, New Reality Ch. 09

 — A full shift to pull today and tonight. by Sissy_Chantelin  Transsexuals & Crossdressers12/01/164.45

Tales of Seth and Travis Pt. 01

 — The shopping trip exposes the sissies... by pantywriterin  Transsexuals & Crossdressers12/01/164.57HOT

Sissy Slave Toy

 — How I became a cock slave. by slavegurl_veronicain  Gay Male12/01/164.39

To Wear the Horns: A Cuckold Family Pt. 02

 — Monthly orgasm time for the boys! But can Billy last? by MamasChastityBoyin  Incest/Taboo11/26/163.50

Ugly Duckling to Sissy Princess

 — Tiny and undesirable boy discovers a new life as a sissy. by JHoustonin  Transsexuals & Crossdressers11/26/164.48

The Snow Sissy Ch. 01

 — An icy sissy fairy tale. by theonewhowasin  Transsexuals & Crossdressers11/26/164.17

To Wear the Horns: A Cuckold Family Pt. 01

 — Three fat women, three incestuous cuckolds. by MamasChastityBoyin  Incest/Taboo11/22/163.82

Mistress Monique Pt. 02

 — Monique discovers the joys of dominance. by bleedndknin  Fetish11/22/164.45

Letter from Walsingham Pt. 01

 — Tulke escapes one bitch just to end up with another! by justincbenedictin  BDSM11/22/163.67

Sissy Chantel, New Reality Ch. 07

 — My New Start To My Sissy Life. by Sissy_Chantelin  Transsexuals & Crossdressers11/22/164.46

Balls on Your Chin

 — A boy finally gets put in his place by his bully. by KissyTiffyXoXin  Transsexuals & Crossdressers11/22/163.70

A Deal Offered

 — Rob is caught and offered a deal. by LockedSissySubmissivein  Fetish11/21/164.48

The Sexy Cuckold Couple Pt. 14

 — Cuckold Couple Becomes an Owned Couple. by cuckcpl4playin  Fetish11/18/164.19

The Sexy Cuckold Couple Pt. 13

 — Cuckold Couple Becomes an Owned Couple. by cuckcpl4playin  Fetish11/17/164.12

Home Alone Pt. 01

 — At least for a little while. by grgy56in  Transsexuals & Crossdressers11/17/164.32

Sissy Chantel, New Reality Ch. 06

 — On My Way To 'The Agency'. by Sissy_Chantelin  Transsexuals & Crossdressers11/16/164.09

Crossdresser's First Anal Orgasm

 — A cross dresser has their first sissygasm. by kshain  Anal11/13/163.93

Nephew's Readjustment Pt. 09

 — Nicholas struggles with his latest homosexual experience. by bart_allenin  Gay Male11/12/164.46

The Sexy Cuckold Couple Pt. 12

 — Cuckold Couple Becomes an Owned Couple. by cuckcpl4playin  Fetish11/12/164.35

The Sexy Cuckold Couple Pt. 11

 — Cuckold Couple Becomes an Owned Couple. by cuckcpl4playin  Fetish11/11/164.36

The Prostate Exam Pt. 02

 — How a married guy is turned out as a sissy by his Doctor. by subboislutnzin  Transsexuals & Crossdressers11/08/164.48

Sissy Chantel, New Reality Ch. 05

 — Oh, Oh, My Surprize. by Sissy_Chantelin  Transsexuals & Crossdressers11/08/164.36

The Sexy Cuckold Couple Pt. 10

 — Story. by cuckcpl4playin  Fetish11/07/164.28

The Sexy Cuckold Couple Pt. 09

 — Cuckold Couple Becomes an Owned Couple. by cuckcpl4playin  Fetish11/04/164.36

Mistress Chantel, Tranny Dominatrix Ch. 17

 — T-Girls on a Honeymoon and more. by Sissy_Chantelin  Transsexuals & Crossdressers11/04/163.80
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.