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Shared

 — She shares you with your first TS. by kttysbehind10/12/054.46

Sharing Polly

 — Two small guys share a big Girl cock. by Willowsweet211/11/234.68HOT

Sharing Polly Pt. 02

 — Polly continues dominating her good little dicked boys. by Willowsweet211/16/234.77HOT

Sharing the Sissy Style

 — Chris discovers the allure of the sissy life. by Joshana01/13/214.65HOT

Shattered

 — A terrifying, hot based-on-a-true-story of how I was outed. by kayla_femboi04/24/124.27

Shaved by Mistress

 — Mistress and Her Friends shave me. by sissy17110/31/234.25

Shawna's Leaving Party (750 words)

 — She means as nearly as much to them as she does to him. by TheRedChamber02/01/233.03

She Caught Me In Her Panties

 — She caught me in her panties. And it turned her on, too. by anonymouspeggy01/26/204.64HOT

She Changed My Life

 — He meets her and she gives more then he dreamed. by maidashley7003/05/124.06

She Dad Ch. 02

 — Darla entertains the pastor father of his son's girlfriend. by FirstTimer6901/15/124.57HOT

She Didn't See It Coming

 — A would-be attacker encounters trouble. by marchak_105/11/124.32

She Dressed Me Up

 — You force him to wear the panties. by pantyboy1203/27/053.99

She Enjoys Her Slave

 — Orgasm denial training for sissy slave. by sissy17102/06/224.50HOT

She Gets Her Wish Ch. 01

 — A magic potion transforms her. by MJStories10/11/053.96

She Gets Her Wish Ch. 02

 — Her reaction to her transformation. by MJStories10/12/054.25

She Gets Her Wish Ch. 03

 — Her reaction to her transformation continues. by MJStories10/13/054.33

She Gets Her Wish Ch. 04

 — She takes what she's been wanting for so long. by MJStories10/14/054.45

She Had a Cock

 — Hot chick gives him quite a surprise. by dirtyjoe6912/26/064.24

She Has a What?!

 — Teaching his roommate how to use her assets. by MatthewVett02/14/124.62HOT

She Has a What?! Ch. 02

 — He realizes his feelings for her, but will he act on them? by MatthewVett02/27/124.74HOT

She Has a What?! Ch. 03

 — Will a trip to the resort end Megan and Eric's relationship? by MatthewVett06/11/124.47

She Has a What?! Ch. 04

 — He learns about himself, they make up, and virginity is lost. by MatthewVett07/03/124.75HOT

She Just Gets Me

 — A gay mess with a messy dating life gets propositioned. by def1antly_me02/04/224.41

She Knew I was transgender

 — CIS woman invited me to go on a cruise with her by JonThomas_01/05/214.41

She Made Me Her Barbie Doll

 — Jessica turns me into her Barbie doll. by Devilsoctane02/11/244.72HOT

She Makes Him into a Better Lover

 — She uses magic to improve her husband. by manyquestions12/15/084.39

She Male Maid Ch. 01

 — She male is hired to service man and wife. by Anal Slave12/14/054.04

She Male Maid Ch. 02

 — She male is hired to service man and wife. And the fucked up. by Anal Slave12/03/234.15

She Rocked Me

 — Joe meets and falls for Tgirl Connie. by joefixette03/11/134.66HOT

She Should Have Said No

 — A wife plans to turn friends into lovers. by JustinaBod08/24/214.16

She Smiled at Her Pt. 01

 — Liz's life gets turned upside down when she meets Alex. by loveinbriefs01/25/224.84HOT

She Smiled at Her Pt. 02

 — Liz loses her virginity. by loveinbriefs02/06/224.87HOT

She Smiled at Her Pt. 03

 — Big changes and a fetish awakened. by loveinbriefs03/22/224.84HOT

She Smiles with Her Eyes

 — Coworkers get to know each other after hours. by OffNSFW04/26/214.45

She Snuck Me a Pair of Her Panties

 — She brought me her panties to wear. And then we had fun. by anonymouspeggy02/04/204.69HOT

She Sucks She Cock by the Sea Shore

 — Girlfriend checks out the competition & gets a surprise. by FredTR05/14/194.48

She Sure Knows How to Pick 'Em! Ch. 01

 — Wife's X pays surprise visit! by VoiceFantasies2cumby03/05/244.09

She Switches Roles on Him

 — His secret is her pleasure. by CumToBedChef08/10/224.72HOT

She Switches Roles on Him Ch. 02

 — Lovers have a girls night. by CumToBedChef09/12/224.69HOT

She Thong

 — Shemale engages in Fetish sex with another Shemale. by mrstanley06/26/154.36

She Thong Ch. 02: Deep Throat Games

 — T-Girls enjoy Fetish Sex with each other. by mrstanley07/07/154.52HOT

She Wanted Me to Have Fun...

 — A first time CD experience. by Adventure_in_NV12/02/154.15

She Wanted Me to Have Fun... Pt. 02

 — The next day brings more adventures. by Adventure_in_NV07/19/164.32

She Wants & Needs - Love

 — Chloe needs someone to love. by MadQuill08/31/224.71HOT

She was a Better Man than I

 — What could be more sexier than a girl with a penis? by Bakeboss01/04/104.17

She was Fine

 — There's a first time for everything, they say. by ManInTraining02/25/094.50HOT

She Wasn’t Bored

 — Wife takes lovers and I dress up. by 69Jance02/20/224.26

She Wears The Trousers

 — We switch roles, I become the "wife" at home. by Quietoldie11/27/124.43

She's Got Balls

 — Man and transgender woman cure each other's loneliness. by Dar_Jisbo02/07/174.41

She's Got Something Extra

 — Robert hooks up with a hot Indian trans woman. by Melodramaticphysician12/25/204.31

She's Hung

 — A transgender love story. by lovers105/26/134.55HOT

She's In Charge Ch. 01

 — Jack gets a new roommate, but is she too much to handle? by DrivenLust02/28/164.54HOT

She's In Charge Ch. 02

 — Jack and Jenny take their relationship... Deeper. by DrivenLust03/09/164.72HOT

She's Not Hazel

 — Sexy house keeper has a surprise in her pants. by likeembigg07/11/024.37

She's Not Hazel Ch. 02

 — He finds his shemale maid with a friend. by likeembigg11/10/034.55HOT

She's the Boss Ch. 01

 — A straight boy and his dominant gorgeous futanari boss... by Thalaxian04/24/224.68HOT

She's the Boss Ch. 02

 — A straight boy and his dominant gorgeous futanari boss... by Thalaxian05/11/224.70HOT

She's the Boss Ch. 03

 — A straight boy and his dominant gorgeous futanari boss... by Thalaxian05/27/224.71HOT

She's the Boss Ch. 04

 — A straight boy and his dominant gorgeous futanari boss... by Thalaxian07/03/224.74HOT

She's the Boss Ch. 05

 — A straight boy and his dominant gorgeous futanari boss... by Thalaxian07/24/224.74HOT

She's the Boss Ch. 06

 — A straight boy and his dominant gorgeous futanari boss... by Thalaxian08/08/224.44

She's the Boss Ch. 07

 — A straight boy and his dominant gorgeous futanari boss... by Thalaxian08/22/224.34

She's the Boss Ch. 08

 — A straight boy and his dominant gorgeous futanari boss... by Thalaxian01/04/234.51HOT

She's the Boss Ch. 09

 — A straight boy and his dominant gorgeous futanari boss... by Thalaxian07/29/234.53HOT

She-Male Babysitter

 — Thunderstorm causes couple to return early. by sirhugs09/16/204.75HOT

She-Male Pimp Daddy

 — This pimp specializes in 'special' ladies. by Anal Slave03/07/034.01

She-Male School: A Teacher Seduced

 — A new teacher is oblivious to the sex secrets of the school. by silkstockingslover02/21/134.81HOT

Sheena's New Girlfriend

 — An ex-soldier is cuckolded by his best friend. by Writer34508/23/154.08

Sheer Beauty

 — Femine beauty always captures attention. by HelenClarke02/28/244.46

Sheila and Penny

 — Sissies submit to their dominant wives. by Sheila_TSSub11/17/154.36

Sheila's Delight

 — A transvestite is humiliated and cuckold. by Sheila_TSSub09/26/124.26

Sheila’s Escapade #137

 — While her Mistress is away Sheila has a couple of dates. by Sheila_TSSub06/16/134.09

Shelia Maye 01

 — Shelia Maye experiments with dressing in front of Ben. by PinkPurple01/16/224.32

Shelia Maye 02

 — Shelia makes up with Ben, makes a deal with the devil, Brie. by PinkPurple01/18/224.21

Shelley's Girl

 — Sub transvestite turns dom and gets the girl. by ShelleysGirl10/01/094.17

Shelly and "Jenny's" Story Pt. 02

 — James won't lose his job without a fight. by akak2801/29/154.36

Shemale Assassin

 — A black slave is saved by an Assassin. by joshy02912/31/134.34

Shemale Bar

 — Straight guy goes into a shemale bar and is forever changed. by silkstockingslover03/08/164.63HOT

Shemale Beauty: 1st Female Conquest

 — 18-year-old discovers her powerful sexual persona. by silkstockingslover06/16/174.66HOT

Shemale Becomes Friend

 — A complicated relationship only gets more complicated. by refinedexperiences11/27/124.38

Shemale Becomes Friend Ch. 02

 — Joline goes on date. Max gets massage. by refinedexperiences11/28/124.55HOT

Shemale Becomes Friend Ch. 03

 — Joline accomplishes her mission. by refinedexperiences11/29/124.62HOT

Shemale Becomes Friend Ch. 04

 — A contemplative interlude. by refinedexperiences12/06/124.56HOT

Shemale Becomes Friend Ch. 05

 — Joline calls the shots and manipulates her man all night. by refinedexperiences04/25/134.64HOT

Shemale Conquest

 — She gets a big surprise. by standingstones10/07/154.46

Shemale Conquest Ch. 02

 — She got more cock than she bargained for. by standingstones10/08/154.45

Shemale Date

 — A man embarks on his first ever date with a Shemale. by TheDiplomat197505/01/224.03

Shemale Devil in Disguise Pt. 01

 — A shemale with no ethics, and no morals. by Chomedey01/15/203.92

Shemale Devil in Disguise Pt. 02

 — A shemale with no morals, and no shame. by Chomedey02/21/204.14

Shemale Devil in Disguise Pt. 03

 — Joel and I hear some shocking stories about Rebecca. by Chomedey02/23/203.91

Shemale Devil in Disguise Pt. 04

 — A shemale that is purely sadistic... and too powerful. by Chomedey11/03/224.41

Shemale Fantasy

 — Man gets with shemale and she uses him. by easygoinguy08/05/064.39

Shemale Finds Her Man At The Party

 — Two old friends meet at a Halloween party. by SugarandSalt10/11/114.65HOT

Shemale First Time

 — Shemale male first time sex. by Canine5102/16/104.25

Shemale First Time Ch. 01

 — She has sex for the first time. by Tashas Baby08/09/023.99

Shemale in a Bar - Side Story

 — It is a bit after the "main" story. by Borric8604/25/214.67HOT

Shemale in a Bar Pt. 01

 — First day on a trip to the US ends promising. by Borric8611/12/204.62HOT

Shemale in a Bar Pt. 02

 — 1st half of the 2nd day on the trip to the US. by Borric8611/19/204.71HOT

Shemale in Porn Theatre

 — Tall skinny Hispanic shemale tight ass. by Subman66604/08/204.24

Shemale Intern

 — Lawyer Rob falls in love with the transwoman at his firm. by Lara_Longstaff05/06/164.73HOT

Shemale Next Door

 — Black stud gets the surprise of his life. by silkstockingslover03/16/214.44

Shemale Orgy

 — Ladyboy Mistress shares submissive with other shemale Doms. by xploring9611/05/174.59HOT

Shemale Pussy

 — Husband and wife share hot shemales. by Anal Slave09/04/054.06

Shemale Shock

 — He didn't know who she was. by standingstones01/24/104.44

Shemale Shock Continues

 — A male lover gets a taste of shemale loving. by standingstones11/16/124.47

Shemale Shopping Spree

 — Two sexy shemales, a shopgirl and her brother. by tawnysuede08/16/114.66HOT

SheMale Sirens

 — The legends are true. by WhiskeyIsGood11/02/144.51HOT

SheMale Sirens Ch. 02

 — Ryan sets sail in search of a better life. by WhiskeyIsGood11/08/144.67HOT

SheMale Sirens Ch. 03

 — A violent storm carries Danny to a whole new place in life. by WhiskeyIsGood11/18/144.73HOT

SheMale Sirens Ch. 04

 — The Queen's looking for a new slave. by WhiskeyIsGood01/12/164.74HOT

Shemale Sister-in-Law

 — Man gets massage from sister-in-law with shocking results. by silkstockingslover07/09/154.70HOT

Shemale Step-Sister

 — Teen boy spies on his shemale step-sister and gets a treat. by luckybaldrik01/22/174.53HOT

Shemale Step-Sister Ch. 02

 — Ethan and Morgan fuck some more. by luckybaldrik08/31/174.56HOT

Shemale Subway Sex

 — Late night subway ride gets very hot. by Travel_by_day08/31/074.33

Shemale Surprise

 — That girl you pick up might not be a girl at all. by luckybaldrik11/26/124.24

Shemale Surprise

 — A married man is seduced and taken by a friend of his wife's. by silkstockingslover04/24/144.68HOT

Shemale Surprise Ch. 02

 — Matt and Heather get to know each other. by luckybaldrik02/22/134.47

Shemale takes a Married Lover

 — Passionate Shemale seduces a married man and Milks him. by Shemale_Candii03/16/234.50HOT

Shemale Takes Her Man

 — He has a first time experience. by standingstones06/13/144.41

Shemale Tales Ch. 01

 — Tom has great sex with shemales Julie & Martha. by Richard Norman05/18/053.96

Shemale Thressome

 — Guy has the time of his life with 3 shemales. by trentdolby09/26/104.29

Shemales and Females

 — Pre-op transgender finds love. by Greymead11/25/154.46

Shemales on Vacation

 — Two college shemales on vacation have mile high fun. by tawnysuede08/27/114.57HOT

Sherri Smyth's New Slave

 — Dave gets introduced to Sherri's world. by daviesect10/29/153.00

Sherrie's Dollhouse

 — A wildlife photographer meets his "doll". by ValoryG12/23/214.05

Sherrie's Dollhouse Ch. 02

 — Derry goes Victorian. by ValoryG12/24/214.17

Sherrie's Dollhouse Ch. 03

 — Derry is introduced to Victorian undergarments. by ValoryG12/25/214.33

Sherrie's Dollhouse Ch. 04

 — Sherrie opens up. by ValoryG12/26/214.42

Sherrie's Dollhouse Ch. 05

 — Paddlewheel adventures. by ValoryG12/28/214.56HOT

Sherrie's Dollhouse Ch. 06

 — Sherrie becomes even more adventurous. by ValoryG12/29/214.45

Shift!

 — Robert and his girlfriend switch bodies. by lilmiss8out05/11/104.49

Shift! Ch. 02

 — Their vacation in each other's bodies begins. by lilmiss8out05/12/104.61HOT

Shifter Sports Ch. 01

 — Wannabe sportscaster becomes sex shifting intern. by Carl_Bradford11/15/224.78HOT

Shifter Sports Ch. 02

 — Gendershifter earns promotion the HARD way, on her knees. by Carl_Bradford11/16/224.76HOT

Shiny Pebbles

 — Nathan finds freedom. by ValoryG04/22/194.41

Shiny Pebbles Pt. 02

 — The perfect life, interrupted. by ValoryG05/17/194.55HOT

Shipping Clerk Ch. 01

 — Andy shows up for work on Monday a changed man. by ZZchromosome09/11/224.66HOT

Shipping Clerk Ch. 02

 — Andy's home life... such as it is. by ZZchromosome09/13/224.74HOT

Shipping Clerk Ch. 03

 — Lunch with the boss, who is sexy and powerful. by ZZchromosome09/15/224.79HOT

Shipping Clerk Ch. 04

 — New Clothing... A Good Girl is Rewarded. by ZZchromosome09/18/224.71HOT

Shipwrecked on an Island

 — Paradise fruit changes a man. by GuyIncognito202112/13/214.32

Shipwrecked on Futa Island Ch. 01

 — A sultry cutie gets shipwrecked on futa island! by mypenname300002/22/224.65HOT

Shipwrecked on Futa Island Ch. 02

 — Samantha encounters a hot and naughty futa-MILF! by mypenname300003/28/224.74HOT

Shipwrecked on Futa Island Ch. 03

 — The preacher's wife makes one hot discovery on Futa Island! by mypenname300003/30/224.82HOT

Shipwrecked on Futa Island Ch. 04

 — A busty MILF is found by a nubile futa stuck in a tree! by mypenname300004/01/224.76HOT

Shipwrecked on Futa Island Ch. 05

 — A good girl burns with submissive futa desires! by mypenname300004/02/224.75HOT

Shipwrecked on Futa Island Ch. 06

 — A naughty, Latina hot wife explores Futa Island! by mypenname300004/05/224.69HOT

Shipwrecked on Futa Island Ch. 07

 — The preacher's wife becomes a futa on her naughty vacation! by mypenname300004/06/224.76HOT

Shipwrecked on Futa Island Ch. 08

 — The MILFs are having such wicked fun on Futa Island! by mypenname300004/19/224.72HOT

Shipwrecked on Futa Island Ch. 09

 — Interracial passion burns hot on Futa Island! by mypenname300004/20/224.72HOT

Shipwrecked on Futa Island Ch. 10

 — The preacher's naughty futa-wife and the goth cutie get wild. by mypenname300004/26/224.87HOT

Shipwrecked on Futa Island Ch. 11

 — The naughty MILF has three gorgeous futas to enjoy! by mypenname300005/11/224.78HOT

Shipwrecked on Futa Island Ch. 12

 — Love is in the air on Futa Island! by mypenname300005/12/224.69HOT

Shipwrecked on Futa Island Ch. 13

 — A group of futas meets one wild MILF! by mypenname300005/18/224.64HOT

Shipwrecked on Futa Island Ch. 14

 — The naughty futa-MILF has one hot dream of angels. by mypenname300005/24/224.70HOT

Shipwrecked on Futa Island Ch. 15

 — Two naughty futas enjoy exploring a hot cave! by mypenname300006/04/224.67HOT

Shipwrecked on Futa Island Ch. 16

 — The naughty secrets of Futa Island are about to be uncovered. by mypenname300006/07/224.67HOT

Shipwrecked on Futa Island Ch. 17

 — The naughty futas make a plan to enjoy paradise! by mypenname300006/14/224.77HOT

Shipwrecked on Futa Island Ch. 18

 — Pregnant passion burns on Futa Island! by mypenname300006/22/224.73HOT

Shipwrecked Pt. 01

 — A fishing trip lands on an island of Shemales. by JJ12296403/25/164.09

Shipwrecked Pt. 02

 — The Survivors are moved to the preparation village. by JJ12296403/30/164.54HOT

Shipwrecked Pt. 03

 — The tasting of the boys meets approvals. by JJ12296404/06/164.56HOT

Shipwrecked Pt. 04

 — The forum begins. by JJ12296404/17/164.59HOT

Shirley has An Adventure Ch. 02

 — Hubby dresses up and gives Charles a blow job. by Quietoldie06/27/214.66HOT

Shock

 — The Story of Jack and Jill with a twist. by acylote4510/10/112.80

Shock Tactics

 — Dressed as girl for fancy-dress that wasn't. by Tomsparty06/20/034.40

Shock Tactics Ch. 02

 — Wendy is admired. by Tomsparty06/22/034.23

Shock Tactics Ch. 03

 — The plan backfires. by Tomsparty06/22/034.26

Shoplifter (1967)

 — Youthful adventures in Swinging London. by Jampotgurlywurly06/20/214.43

Shopping at the Kennel

 — Purchasing a human pet. by Certeis09/20/184.54HOT

Shopping for High Heels

 — Positions I put myself in. by HighHeeledHoney07/09/123.82

Shopping for Panties

 — A panty man's fantasy. by ColoradoRon02/01/034.57HOT

Shopping is a Drag

 — Married Jean realizes that shopping can be a drag - and fun! by Deviana12/28/184.58HOT

Shopping Pt. 01

 — A crossdresser journey. by HSMan10/16/214.47

Shopping Spree in Scottsdale

 — Nikki and The Girls Go Shopping. by NikkijMaadison10/15/234.48

Shopping Takes an Unexpected Turn!

 — My secret is exposed and exploited by ruthless sales ladies. by JackR24709/13/214.40

Shopping Trip

 — Clothes shopping turns wild. by rachnjam06/11/013.89

Shopping with Lynn

 — I take Lynn shopping with a personal shopper. by JiminNC01/29/224.63HOT

Shopping with Lynn Pt. 02

 — Lynn and I are invited on a play date with Jennifer. by JiminNC02/12/224.69HOT

Shopping with Suzi Ch. 01

 — Sissy Suzi Shops! by Sissysuzi02/28/234.57HOT

Shopping with the Girls

 — Tranny has fun while shopping with the girls. by VeronicaDarlingCD01/20/234.42

Short Tales 04: Tranny on a Train

 — A tranny runaway finds her saviour. by JohnMurray417305/22/224.51HOT

Shortening His Sentence

 — All he has to do is date the worst shemale inmate. by SugarandSalt06/15/124.65HOT

Shortening His Sentence Ch. 02

 — More shemale inmates enter the mix. by SugarandSalt07/29/124.67HOT

Show within the Show

 — Fun with two hot TS at an adult movie. by mothman3409/07/184.77HOT

Shower Curtain Glory Hole

 — Quarantined guys find a solution. by married40scouple06/21/204.69HOT

Shower Explorations

 — A trans man becomes my new pet after time in the shower. by smutwriter4hire01/20/214.40

Shower Monster

 — A goo futa monster fucks a man in the shower. by luckybaldrik01/02/184.57HOT

Showing Off for the Neighbor

 — She puts on a show for him on her hammock. He rewards her. by EnbyBeauty10/17/214.53HOT

Showing Off for the Neighbor Ch. 02

 — He takes her to new limits. by EnbyBeauty12/28/214.52HOT

Shown Up

 — A strong woman brings out a young man's femininity. by James1999901/02/244.76HOT

Showroom Ch. 01

 — The car was fast, but the saleswoman was faster. by Decayed Angel11/20/064.15

Showroom Ch. 02

 — After what happened, I couldn't get her out of my mind. by Decayed Angel11/21/064.46

Showroom Ch. 03

 — We stop off at her apartment on our way back to the showroom. by Decayed Angel11/22/064.53HOT

Shrimp Khao Pad

 — A delivery girl gets more than she was expecting as a tip. by LotusCloud10/17/224.74HOT

Shticky Situation

 — Once upon a time housewife cheats and her husband is a dick. by Mvindu11/15/223.05

Shunga World

 — Filipino Transvestite dropped into Tokyo Shunga art world. by sr71plt10/09/154.10

Shutdown Girlfriend

 — Wife makes me her girlfriend and more. by 69Jance08/04/214.41

Shy of the Moon

 — Rodney learns not to take advantage of women. by mrflex3709/29/194.64HOT

Shy Trans Girl Gets Fucked Hard

 — Maggie gets fucked by her big boyfriend. by Boiwifey08/12/234.51HOT

Sian & Michelle

 — A crossdresser seeks pleasure from a married couple. by TheDiplomat197503/27/214.02

Sibling Rivalry

 — Getting along with my arsehole brother. by satisfiedsissy11/28/204.47

Sicily's Lesbian Son Pt. 02

 — Dante keeps his secret from Logan and visits Taylor. by SubtleDeviance01/21/204.69HOT

Sickness, or a Blessing?

 — A mysterious illness robs Stephen of his masculinity. by contactsteph7707/27/184.41

Side Effects Ch. 01

 — It was all natural…? by grgy5608/23/184.15

Side Job

 — Being a Sissy Maid at a party to earn money. by lndsay1101/27/224.40

Sienna's Suprise

 — Sienna is hiding something. by thestorynovice06/02/144.75HOT

Sightseeing with the Practice Man

 — A CD learns to be a woman with the help from her neighbor. by SabrinaGLangton10/04/214.76HOT

Signature Required

 — My first encounter with Jake the delivery driver. by Brian7005/22/184.48

Signing Myself Into A New Life

 — A crossdresser turns to a Mistress who changes his life. by Gretatv03/28/104.03

Silent Legacy

 — Man brings over, marries female Brazilian friend. by Dar_Jisbo02/07/194.34

Silent Night, Hot Night

 — A caroler gets a surprise for his song. by JanetHarper12/18/164.56HOT

Silk Ribbon

 —  Cross-dressing husband in bondage surrendering of desires. by jak381104/07/04

Silken Panties For Me

 — Bi guy is made to wear silken panties before. by Dayguy01/31/064.43

Silken Seductions - Step 01

 — A married man takes the first steps into crossdressing. by AdamZasse11/22/134.49

Silken Seductions - Step 02

 — A married man continues to explore crossdressing. by AdamZasse12/06/134.57HOT

Silken Treasures

 — He enjoys lingerie and finds someone to enjoy it with. by MagicaPractica09/03/074.47

Silky Stockings

 — Cross dressing can be fun. by dirtyjoe6912/28/064.19

Silver

 — Valentine's Day date with a surprise afterwards... by Dar_Jisbo01/29/214.40

Silver Cloud

 — A Rolls-Royce, a broken date, and a guy dressed as a girl. by RickeeDavala09/29/134.56HOT

Silver Fox & Barely Legal Twink

 — Mature married coach fucks 19 year-old former twink student. by puzziboi03/19/204.10

Simon and Samantha

 — A crossdresser finds his dream girl. by nylonz02/11/244.83HOT

Simon's Mistake Pt. 01

 — Simon craves female company but fate has other ideas. by SteffieX03/26/244.55HOTNEW

Simon's Sluts

 — Care and training of a submissive TV slut. by Ellyce12/30/054.25

Simon’s Sluts

 — Training and education of a transvestite slut. by Ellyce12/29/054.38

Simone

 — Simon becomes the girlfriend of his high school friend. by Sissyhalo104/26/204.68HOT

Simply Friends

 — Drug dealer is fiercely protective of his younger cousin. by puzziboi03/20/204.29

Simply Submissive

 — My journey as a submissive to a new man begins. by cdnoir0211/10/194.04

Sin

 — Ji-Ha, a runaway trans girl, is ensared by a succubus. by KallieHF01/17/184.60HOT

Sin and Sin City

 — Sinclair joins his friends in Vegas when things go sideways. by Sorotrick11/14/224.33

Sin City

 — A simple mortal meets up with the TS goddess of his dreams. by dadavox12/12/144.44

Sin City at 1 AM

 — The adventure continues in Michael's room. by dadavox12/17/144.67HOT

Sindy’s Skinema

 — Sindy finds herself in her own erotic cinema story. by Dan_Denier07/30/234.38

Sindys Undoing

 — A submissives journey into total sissification. by SindySuxALot05/20/134.48

Sineads TGirl Party

 — My first TGirl party in Ireland. by tamariawilsoncdtv10/03/104.45

Sinful Sindy

 — A erotic trip into Gynosexuality and nylons. by Dan_Denier07/13/234.29

Singapore Ladyboy

 — Finding the real thing after being used to pegging. by Alwayspegging12/02/214.72HOT

Single Ticket

 — A CD gets presents that makes her rethink her relationship. by SabrinaGLangton03/27/224.71HOT

Sinner

 — Catholic transwoman needs more than hellmaries. by JaxRhapsody07/10/144.22

SIR SNOB: His Ass is SOLD!

 — Our hero's holes are auctioned into indentureship. by Client801/09/224.34

Sir Snob: Sex Slave to Shemales

 — His body is sold to pay a debt, but he's still in A-Rears! by Client809/27/214.22

Sis Sis Burger

 — Two guys check out the new local burger joint. by NuNu_OwO11/17/224.27

Sis's Nylons

 — Dressed up by/like Sis. by felicityalexander08/11/094.18

Siss the Bride

 — What happens when a man marries his cross-dressed brother. by theonewhowas06/20/154.40

Siss the Bride Ch. 02

 — Married life between a sissy and his big brother (and co...) by theonewhowas08/06/154.52HOT

Siss the Bride Ch. 03

 — Trouble in paradise for Ophelia and Patrick. by theonewhowas08/10/154.52HOT

Sissification

 — The Vix makes an appearance at a local bar. by CDYuki08/20/114.42

Sissification 101: Ch. 03

 — Eric(a) gets pegged for the first time. by silkstockingslover06/03/204.72HOT

Sissification 101: Ch. 04

 — Eric sucks his first BBC in a threesome with Joan. by silkstockingslover07/10/204.72HOT

Sissified by My Roommate

 — Utter defeat and domination by roommate. by alexmuntz10904/27/214.36

Sissified by My Sister

 — I get turned into a sissy by my younger sister. by GreenGale04/17/134.16

Sissified by My Sister Ch. 02

 — A couple weeks later, my sister brings a friend. by GreenGale06/27/134.29

Sissified Ch. 01

 — Young boy is helped by his hot tutor in his transformation. by Babelover200006/01/214.36

Sissified Ch. 02

 — Transformation continues for Ron. by Babelover200006/11/214.48

Sissified Ch. 03

 — Sissy goes shopping. by Babelover200007/01/214.56HOT

Sissified Ch. 04

 — Sissy is taught and punished by mistress. by Babelover200007/20/214.64HOT

Sissified Ch. 05

 — Sissy is punished and caged. by Babelover200007/21/214.60HOT

Sissified Ch. 06

 — Sissy tries the real thing. by Babelover200007/22/214.74HOT

Sissified Ch. 07

 — Sissy moves in with Mistress. by Babelover200010/26/214.75HOT

Sissified Ch. 08

 — Sissy serves as a maid at mistress's party. by Babelover200012/30/214.71HOT

Sissified Ch. 09

 — Sissy does a lingerie photoshoot. by Babelover200012/31/214.70HOT

Sissified Ch. 10

 — Mom finds out about her sissy son. by Babelover200001/01/224.63HOT

Sissified Ch. 11

 — Mom tells Sissy about her trip. by Babelover200001/02/224.70HOT

Sissified Ch. 12

 — Sissy gets fucked by a real cock. by Babelover200001/03/224.62HOT

Sissified Ch. 13

 — Sissy visits a hotel. by Babelover200001/06/224.68HOT

Sissified Ch. 14

 — Sissy has a Halloween adventure. by Babelover200001/07/224.58HOT

Sissified Ch. 15

 — Roxie celebrates her birthday. by Babelover200001/08/224.60HOT

Sissified Ch. 16

 — Roxie completes one year in chastity. by Babelover200001/11/224.50HOT

Sissified Ch. 17

 — Roxie has a little problem by Babelover200001/18/224.49

Sissified Ch. 18

 — Roxie goes back to school. by Babelover200003/03/224.51HOT

Sissified Ch. 19

 — Roxie goes on a trip. by Babelover200005/05/224.53HOT

Sissified Ch. 20

 — Roxie starts a new career. by Babelover200008/12/224.52HOT

Sissified in Quarantine Ch. 01

 — Alex gets sissified in lockdown by roommate. by myrcellagarcia05/19/213.93

Sissified in Quarantine Ch. 02

 — Alex's trouble continues in quarantine... by myrcellagarcia03/23/224.33

Sissified in Quarantine Ch. 03

 — Alex's trouble continues in quarantine... by myrcellagarcia03/27/224.33

Sissified in Quarantine Ch. 04

 — Alex's in trouble after the contract. by myrcellagarcia04/17/224.27

Sissified in Quarantine Ch. 05

 — Alex needs to apologize... by myrcellagarcia07/24/224.38

Sissifying Addictions

 — James meets a special friend that teaches Jamie to exist. by Sissyhalo11/08/174.58HOT

Sissy Amy

 — Amy’s experience by Porndog202212/21/224.25

Sissy Amy Super Slut Pt. 01

 — Sissy Amy gets totally owned and trained. by ThroatSlut03/21/234.57HOT

Sissy and His Mom Pt. 01

 — A closeted femboy is nourished with maternal love. by Whippet_Darling03/06/244.43

Sissy and His Mom Pt. 02

 — A closeted femboy is nourished with maternal love. by Whippet_Darling03/07/244.46

Sissy and His Mom Pt. 03

 — A closeted femboy is nourished with maternal love. by Whippet_Darling03/08/244.32

Sissy and His Mom Pt. 04

 — A closeted femboy is nourished with maternal love. by Whippet_Darling03/09/244.45

Sissy and His Mom Pt. 05

 — A closeted femboy is nourished with maternal love. by Whippet_Darling03/10/244.47

Sissy and His Mom Pt. 06

 — A closeted femboy is nourished with maternal love. by Whippet_Darling03/11/244.49

Sissy and His Mom Pt. 07

 — A closeted femboy is nourished with maternal love. by Whippet_Darling03/12/244.45

Sissy and His Mom Pt. 08

 — A femboy is nourished with maternal love. by Whippet_Darling03/18/244.59HOT

Sissy and His Mom Pt. 09

 — A femboy is nourished with maternal love. by Whippet_Darling03/19/244.48

Sissy and His Mom Pt. 10

 — A femboy is nourished with maternal love. by Whippet_Darling03/20/244.43

Sissy and His Mom Pt. 11

 — A femboy is nourished with maternal love. by Whippet_Darling03/21/244.49NEW

Sissy and Hur Daddy

 — Jane the sissy and her mate have some fun. by Abound04/22/094.38

Sissy and the Closet Daddy

 — Sissy home from college meets new neighbor. by KathyXX09/24/214.69HOT

Sissy and the Dean

 — The story of a nancy boy at college. by Whippet_Darling09/02/234.62HOT

Sissy and the Grande Dame

 — A lucky sissy finds pussy heaven. by Whippet_Darling01/19/224.38

Sissy and the Lawyer

 — A nancy boy is accused of rape. by Whippet_Darling02/19/224.35

Sissy and the Mademoiselle

 — A sissy interviews for a job servicing chic Parisian women. by Whippet_Darling01/27/224.49

Sissy and the Sex Ed Class Pt. 02

 — A shy virgin uses a nancy boy to gain experience. by Whippet_Darling10/26/234.26

Sissy and the Sex Ed Class Pt. 03

 — A shy co-ed uses a nancy boy to pop her cherry. by Whippet_Darling10/28/234.33

Sissy and the Sex Ed Class, Pt. 01

 — A nancy boy helps educate college girls. by Whippet_Darling10/23/234.32

Sissy Applies for a Job

 — Nancy boy tomfoolery. by Whippet_Darling10/16/234.51HOT

Sissy Arlene's Soul Mate

 — A continuation of Sissy Wants Her Wife's Boyfriend series. by SissyArlene02/17/194.62HOT

Sissy Arlene's Soul Mate Ch. 02

 — Arlene's breakfast in bed??? by SissyArlene07/02/194.65HOT

Sissy at Pansy Paradise Hotel Pt. 01

 — A pantywaist frolics with pretty ladies. by Whippet_Darling11/23/234.32

Sissy at Pansy Paradise Hotel Pt. 03

 — A pantywaist frolics with pretty ladies. by Whippet_Darling11/30/234.27

Sissy at the Women's College

 — Frivolous nancy boy satire. by Whippet_Darling10/11/234.40

Sissy Auction

 — My training and sale. by davine10/03/134.49

Sissy Aunty Gina - A Smoking Fetish

 — Mature, smoking fetish sissy "Aunty" weekend with "nephew". by kathysmokes108/07/214.64HOT

Sissy Awakening Ch. 01

 — Sam is caught in lingerie and turned into a sissy. by Torbjornson10/13/204.42

Sissy Awakening Ch. 01

 — A sissy awakens. by SissyQueen2202/24/214.18

Sissy Awakening Ch. 02

 — Sissy gets put in chastity and turned into a house maid. by Torbjornson10/14/204.56HOT

Sissy Awakening Ch. 03

 — Sissy gets fucked by Sarah's bull and learns about pain. by Torbjornson10/15/204.45

Sissy Awakening Ch. 04

 — Sissy has troubles at work, and finds a friend. by Torbjornson10/24/204.71HOT

Sissy BBC Cleaner Pt. 01

 — The beginnings of a depraved traps humiliation and ecstasy. by SmegmaSissy06/29/164.16

Sissy Becomes Bra Fitter Pt. 01

 — Hands-on service and femboy ecstasy. by Whippet_Darling11/14/234.47

Sissy Becomes Bra Fitter Pt. 02

 — Hands-on intimacy and femboy ecstasy. by Whippet_Darling11/16/234.65HOT

Sissy Becomes Bra Fitter Pt. 03

 — Hands-on intimacy and femboy ecstasy. by Whippet_Darling11/18/234.64HOT

Sissy Bitch Ch. 01

 — A real 'odd couple': The Mistress and the little Sissy Bitch. by sissy_memories12/12/094.11

Sissy Blackmale Ch. 01

 — Online blackmailer gets caught and force femmed. by Bambi3456711/11/204.41

Sissy Blackmale Ch. 02

 — Sissy's girlfriend has a great time. by Bambi3456711/14/204.48

Sissy Blackmale Ch. 03

 — Sissy and Chloe sink deeper into hypnotic conditioning. by Bambi3456712/02/204.58HOT

Sissy Blackmale Ch. 04

 — Sissy finds herself in a strange place. by Bambi3456712/03/204.44

Sissy Boi

 — Well, Dan's never given me an orgasm. by DrLuverotica11/13/164.65HOT

Sissy Boy Chuck Becomes Just Sissy

 — Chuck gets caught in his sister's clothes. by Krazy3504/14/094.30

Sissy Bride Ch. 01

 — Transformation into a sissy bride. by HusnKiMallika01/20/244.48

Sissy Bunny and Daddie in the Woods

 — A sissy bunny gets bred by her daddie in the woods! by MaryLouSissy09/29/224.34

Sissy by the Pool

 — Master uses his sissy slave by the pool. by KittyAshleyy05/22/214.55HOT

Sissy Candy Pt. 01

 — Sissy Candy's debut, she NEEDS her Uncle Mike! by tawnysuede08/27/224.85HOT

Sissy Candy Pt. 02

 — Candy moves west with Uncle Mike to be his full time sissy. by tawnysuede09/29/224.56HOT

Sissy Chantel, New Reality Ch. 01

 — Chantel finds sissy fantasy will become her sissy reality. by Sissy_Chantel10/14/164.45

Sissy Chantel, New Reality Ch. 02

 — Sissy Chantel serves and services two Dominant men. by Sissy_Chantel10/21/164.39

Sissy Chantel, New Reality Ch. 03

 — Sucking cock, public humiliation and a good butt fuck. by Sissy_Chantel10/24/164.59HOT

Sissy Chantel, New Reality Ch. 04

 — Another Hookup with Master, Chantel's life begins to change. by Sissy_Chantel11/01/164.55HOT

Sissy Chantel, New Reality Ch. 05

 — Oh, Oh, My Surprize. by Sissy_Chantel11/08/164.47

Sissy Chantel, New Reality Ch. 06

 — On My Way To 'The Agency'. by Sissy_Chantel11/16/164.47

Sissy Chantel, New Reality Ch. 07

 — My New Start To My Sissy Life. by Sissy_Chantel11/22/164.45

Sissy Chantel, New Reality Ch. 08

 — Moving on with my life at 'The Agency'. by Sissy_Chantel11/27/164.39

Sissy Chantel, New Reality Ch. 09

 — A full shift to pull today and tonight. by Sissy_Chantel12/01/164.48

Sissy Chantel, New Reality Ch. 10

 — My First Saturday and Sunday at 'The Agency.' by Sissy_Chantel12/06/164.39

Sissy Chantel, New Reality Ch. 11

 — Sunday Afternoon Fun. by Sissy_Chantel12/14/164.50HOT

Sissy College Ch. 01

 — Lesson 1: Mathematics. by MasterJW10/13/124.22

Sissy College Ch. 02

 — Lesson Two: Physical Education. by MasterJW03/29/134.34

Sissy College Ch. 03

 — Lesson Three: Faggotry Begins at Home. by MasterJW05/10/134.48

Sissy College Slut Pt. 01

 — Alex and his black roommate gets to know each other better. by SissyLovesWriting04/28/234.34

Sissy College Slut Pt. 03

 — Fully dress as a sissy Alexis awaits the basketball team. by SissyLovesWriting05/05/234.42

Sissy College Slut Pt. 04

 — Alexis tries to get clocked as a girl. by SissyLovesWriting05/11/234.63HOT

Sissy College Slut Pt. 05

 — Alexis/Alex makes a one last Bet with Jamison for his manhood. by SissyLovesWriting05/19/234.56HOT

Sissy College Slut Pt. 06

 — Alex makes bet with Jamison and Amy isn’t to pleased about it. by SissyLovesWriting07/28/234.49

Sissy Construction Worker & Friend

 — Construction worker friends find true fem happiness. by toontessa12/31/024.39

Sissy Crissi Ch. 01

 — Chris Taylor takes his cross-dressing to the next level. by sissycrissi04/17/074.58HOT

Sissy Crissi Ch. 02

 — Crissi must now deal with her roommate, Erika. by sissycrissi04/18/074.65HOT

Sissy Crissi Ch. 03

 — Crissi becomes the total slut of her dreams. by sissycrissi04/19/074.61HOT

Sissy Crissi Ch. 04

 — Crissi wonders what will happen next. by sissycrissi07/02/074.70HOT

Sissy Cristal Used by Mistress

 — Mistress dressed her sissy up as a whore and used her. by mistressandpussyboy01/04/193.90

Sissy Crossdresser Needs to Please

 — A sissy crossdresser wants to give her man pleasure. by Interested4L8R11/28/184.47

Sissy Cuckolded Again

 — Sissy sub gets cuckolded by Mistress and Alpha male. by D0NNA197407/22/224.23

Sissy Cuckolded by Girlfriend Ch. 01

 — A sissy slut gets cuckolded by his girlfriend. by SaraRurik01/22/174.12

Sissy Date Turns Serious

 — Sissy is physically feminized. by TammyPanty04/11/224.26

Sissy Denial Pt. 01

 — Tom gets manoeuvred into showing his secret to his boss. by natalieukcd09/15/224.33

Sissy Denial Pt. 02

 — Tom gets his first lesson. by natalieukcd09/19/224.70HOT

Sissy Denial Pt. 03

 — Tom's boss shows Tom what is possible. by natalieukcd09/20/224.68HOT

Sissy Denial Pt. 04

 — Tom's orgasm changes his world view. by natalieukcd09/23/224.72HOT

Sissy Diary... Becoming a Sissy

 — Girlfriend cheated on sissy with best pal. by Lily Peg05/28/224.19

Sissy Diary... Being a Sissy

 — A journey into Sissyhood. by Lily Peg06/04/224.58HOT

Sissy Downfall

 — My journey from sissy to transformed slut slave. by davine07/04/134.51HOT

Sissy Downfall Ch. 02

 — My further descent into slavery. by davine11/03/134.19

Sissy Dreams Ch. 01

 — A morning fantasy of a panty slut sissy. by SissyJane08/29/094.25

Sissy Dreams Ch. 02

 — Another morning fantasy for sissies. by SissyJane09/13/094.33

Sissy Dust Pt. 01

 — Spencer makes an accidental discovery. by Sissyhalo05/21/184.46

Sissy Dust Pt. 02

 — Spencer hooks up with Steven all night. by Sissyhalo05/31/184.66HOT

Sissy Dust Pt. 03

 — Spencer cashes in her sick days and goes deeper. by Sissyhalo09/08/184.73HOT

Sissy Exploration Pt. 01

 — A story about becoming a full time sissy. by samantha_sissy_boi09/28/224.61HOT

Sissy Exploration Pt. 02

 — More exploration with Rachel and Mark. by samantha_sissy_boi10/20/224.44

Sissy Fantasy to Nightmare

 — Blackmailed into living out his fantasy on a stag gone wrong. by Anon72905/07/174.60HOT

Sissy Fantasy to Nightmare Ch. 02

 — The nightmare continues as John is offered an ultimatum. by Anon72901/07/224.76HOT

Sissy Fantasy with Stephi Pt. 01

 — Dani and Stephi finally meet. by Dani_is_a_Slut01/01/244.56HOT

Sissy Finds a Friend

 — Wife submits to work colleague. Sissy finds a friend. by Quietoldie04/03/194.48

Sissy Finds Black Cock Bliss

 — Terry's journey to accepting his submissive role. by frezrevup10/28/104.69HOT

Sissy Fluffs an Orgy

 — Continuing autobiography of a sissy slut. by yvetteinpanties09/19/184.32

Sissy for an Older Man Ch. 01

 — His gay bdsm relationship with older man. by marlenabh01/03/044.38

Sissy for Mommy's Nipple Cream Ch. 01

 — Mom uses breastfeeding to turn her son into a sissy cumslut. by ppeaks4201/25/184.44

Sissy for Mommy's Nipple Cream Ch. 02

 — Jim's mother continues to addict him to her BBC cream. by ppeaks4201/27/184.56HOT

Sissy for Mommy's Nipple Cream Ch. 03

 — Julia further feminizes sissy daughter Jaime with BBC Cream. by ppeaks4202/11/184.59HOT

Sissy for Mommy's Nipple Cream Ch. 04

 — Jaime learns what BBC really is, but is too addicted to stop. by ppeaks4201/26/194.64HOT

Sissy for Mommy's Nipple Cream Ch. 05

 — Julia uses Jaime's cum addiction to get oral pleasure. by ppeaks4210/24/204.66HOT

Sissy for Mommy's Nipple Cream Ch. 06

 — Julia adds hormones to her sissy daughter's milk+cum diet. by ppeaks4208/06/214.70HOT

Sissy for Mommy's Nipple Cream Ch. 07

 — Julia finishes transforming her sissy daughter into a slut. by ppeaks4208/08/214.77HOT

Sissy for Mommy's Nipple Cream Ch. 08

 — Julia and Jaime start the rest of their lives together. by ppeaks4208/12/214.73HOT

Sissy for the Family

 — An Asian boy becomes a sissy for his white family. by sissyboi4daddy08/18/184.21

Sissy Friends Forever

 — Two sissies become close friends and encourage each other. by fantasycreation12/17/234.76HOT

Sissy Friends Forever Ch. 02

 — Two sissies in love work on wedding plans and having fun. by fantasycreation01/18/244.90HOT

Sissy Friends Forever Ch. 03

 — Two sissies get married and explore pleasure together. by fantasycreation02/20/244.77HOT

Sissy Gambling Debt Pt. 01

 — Amber becomes a degraded sissy due to gambling debts. by darklegends11/10/203.77

Sissy Gambling Debt Pt. 02

 — Amber learns about her place as a sissy. by darklegends12/05/203.96

Sissy Gambling Debt Pt. 03

 — Amber gets abused and experiences female body changes. by darklegends12/09/204.08

Sissy Geisha Training

 — Japanese transgender mama-san trains two foreigner sissies. by lillylustwood10/08/224.21

Sissy gets Found by Bear at Work

 — A sissy gets discovered and used at work. by Secret_sissy71202/09/234.56HOT

Sissy Gets His Wish

 — A young man gets transformed into a shemale porn star. by Tinydickthongboy8812/27/154.31

Sissy Gets Outed

 — A closeted homosexual gets busted by his wife. by nancyvasquez03/27/164.06

Sissy Gets the Cane

 — Punishment and lingerie give him a stiffy. by Whippet_Darling11/24/234.11

Sissy Gets Used

 — Sissy wants to be used and pissed on. by Laila260509/10/204.41

Sissy Girl Forever Pt. 01

 — Feminized sissy is trained by loving Mistress. by sissymissyct10/06/154.37

Sissy Girl Forever Pt. 02

 — Sissy undergoes further training from his demanding Mistress. by sissymissyct10/07/154.43

Sissy Girl Forever Pt. 03

 — Sissy undergoes further training from his demanding Mistress. by sissymissyct10/08/154.44

Sissy Gives a Sperm Sample

 — Dominatrix hyperbole and a nice surprise. by Whippet_Darling03/22/223.96

Sissy Goes Live

 — Sissy streamer has a surprise for her fans. by Isabellatheslut08/07/224.30

Sissy Hotel Maid

 — Every nancy boy's dream job. by Whippet_Darling09/25/224.44

Sissy Housewife Learns to Eat Cum

 — Sissy Tiffany forced to eat her yummy cum by Miss Jennifer. by tiffanyfoxe06/28/124.27

Sissy Housewife's Weeks Trial

 — Would be Sissy Housewife has a weeks trial with a man. by leeanna1905/29/224.53HOT

Sissy Hubby Ch. 02

 — The next day. by buttboi09/26/044.58HOT

Sissy Hubby Ch. 03

 — Evolution of a sissy. by buttboi10/02/044.59HOT

Sissy Hubby Ch. 04

 — Wife has plans for her "man". by buttboi10/06/044.62HOT

Sissy Hubby Ch. 05

 — Hubby gets poked. by buttboi10/09/044.62HOT

Sissy Hubby Ch. 06

 — Hubby keeps busy. by buttboi10/14/044.51HOT

Sissy Hubby Ch. 07

 — Dottie's surprise party. by buttboi10/18/044.62HOT

Sissy Hubby gets a Birthday Treat

 — Crossdressing husband gets to go out as one of the girls. by sissychelsea01/03/103.94

Sissy In Law Pt. 02

 — Brian gets a taste while Hank finds a way to free himself. by LoretharCresthaven12/04/234.56HOT

Sissy in The Hart of the Valley

 — Third chapter of the Sissy Blane saga. 'Betty' visits a club. by EvelynT03/18/174.31

Sissy is a Boudoir Photographer

 — Women can't resist his personalized services. by Whippet_Darling03/26/244.22NEW

Sissy is a Temp Pt. 01

 — He interviews with a sex therapist. by Whippet_Darling12/05/234.27

Sissy is a Temp Pt. 02

 — He interviews with a sex therapist. by Whippet_Darling12/06/234.40

Sissy is a Temp Pt. 03

 — He assists a sex therapist. by Whippet_Darling12/07/234.43

Sissy is a Temp Pt. 04

 — He helps a woman overcome her fear of sex with men. by Whippet_Darling12/08/234.48

Sissy is a Temp Pt. 05

 — He helps a horny woman overcome her fear of men. by Whippet_Darling12/09/234.62HOT

Sissy is a Temp Pt. 06

 — An opportunity to waitress at a restaurant for doms. by Whippet_Darling12/10/234.09

Sissy is a Temp Pt. 07

 — He interviews for a waitress job at a restaurant for doms. by Whippet_Darling12/12/234.20

Sissy is a Temp Pt. 08

 — He services a lady in the 'pleasure suite'. by Whippet_Darling12/13/234.14

Sissy is a Temp Pt. 09

 — He finds girlish ecstasy in the Love Chamber. by Whippet_Darling12/14/234.42

Sissy is a Temp Pt. 10

 — He is a waitress at the national Pussy Power banquet. by Whippet_Darling12/16/234.20

Sissy Jane’s Big Night Out Ch. 01

 — Put up for auction by Master, sissy jane hits the big time.. by corsetjaneuk11/28/224.48

Sissy Jane’s Big Night Out Ch. 02

 — Reality dawns as Sissy Jane is put up for auction. by corsetjaneuk11/30/224.56HOT

Sissy Jane’s Big Night Out Ch. 03

 — Jane's auction heats up as the bidding rises.... by corsetjaneuk12/04/224.48

Sissy Jane’s Big Night Out Ch. 04

 — Its crunch time for Jane at the auction... by corsetjaneuk12/06/224.50HOT

Sissy Jane’s Big Night Out Ch. 05

 — Sissy leaves the auction room with the winning bidders... by corsetjaneuk12/09/224.36

Sissy Jane’s Big Night Out Ch. 06

 — The demands on Jane. by corsetjaneuk12/14/224.59HOT

Sissy Jann Gets Her Wish

 — Sissy boy is now a 30 yo glory hole cum slut. by KathyXX05/11/224.75HOT

Sissy Jenny In Prague - The Studio

 — Sissy Jenny is in Prague to shoot videos. by ThroatSlut04/16/234.63HOT

Sissy Jess, Cuckolded by Mum Pt. 01

 — Sissy Jess, cuckolded by Mum with bully Curtis. by tinytimireland07/18/214.11

Sissy Jess, Cuckolded by Mum Pt. 02

 — A sissy is cuckolded by his mum with his bully Curtis. by tinytimireland07/19/213.90

Sissy Jess, Cuckolded by Mum Pt. 03

 — Sissy Jess gets a makeover and a tan. by tinytimireland07/20/214.08

Sissy Jess, Cuckolded by Mum Pt. 04

 — Jess marvels at the mirror, hears the lovers, swoons. by tinytimireland07/23/214.29

Sissy Jess, Cuckolded by Mum Pt. 05

 — An interlude in a restaurant booth. by tinytimireland07/24/214.23

Sissy Jess, Cuckolded by Mum Pt. 06

 — Beauty, Nightclub, Consummation. by tinytimireland07/28/214.55HOT

Sissy Jess, Cuckolded by Mum Pt. 07

 — Sunday Funday. by tinytimireland07/29/214.24

Sissy Jess, Cuckolded by Mum Pt. 08

 — Preparation. A show. by tinytimireland08/01/214.51HOT

Sissy Jess, Cuckolded by Mum Pt. 09

 — Sissy consummation. by tinytimireland08/02/214.42

Sissy Jess, Cuckolded by Mum Pt. 10

 — Beach orgy. Conclusion. by tinytimireland08/05/214.53HOT

Sissy Kathy Visits the Bathhouse Ch. 01

 — Horny sissy gets what she needs. by KathyXX07/28/214.63HOT

Sissy Kristy Gets Her Cherry Popped

 — Kristy is forced to give up her anal cherry. by Kristycute07/21/214.66HOT

Sissy Lauren Pt. 01

 — Sissy Lauren begins her prison journey. by CdJade03/01/164.36

Sissy Lauren Pt. 02

 — Sissy Lauren continues her journey and trains a new sissy. by CdJade04/23/164.56HOT

Sissy Lesbian Rita Meets Lisa

 — Rita acquires a sister and they submit together. by maturesubmale_for_F04/18/204.73HOT

Sissy Life

 — A pathetic sissy blows the chance to impress his wife. by sissymark7912/26/164.16

Sissy Life Pt. 02

 — A sissy atones for his mistake. by sissymark7912/28/164.34

Sissy Life Pt. 03

 — A sissy serves his Mistress - and her lover! by sissymark7901/02/174.36

Sissy Life Pt. 04

 — A sissy prepares to be whipped. by sissymark7901/08/174.36

Sissy Life Pt. 04a

 — A sissy is whipped (a short interlude). by sissymark7901/17/174.35

Sissy Life: 50 Days in Chastity

 — A sissy 'celebrates' 50 days. by sissymark7901/25/173.99

Sissy Life: Sissy's New Tray

 — Sissy gets an unfortunate tray 'upgrade'. by sissymark7911/28/214.33

Sissy Life: The Trick

 — A sissy maid is forced to perform his special 'trick'. by sissymark7912/01/224.18

Sissy Life: Valentine's Day

 — Wife's lover takes 'ownership' of Sissy. by sissymark7901/28/174.18

Sissy Loni on the Big Island Ch. 01

 — Sissy Loni visits an online friend who lives in Hawaii. by SissyLoniOR11/16/204.29

Sissy Loni on the Big Island Ch. 02

 — After accepting his invite, Loni flies to the Big Island. by SissyLoniOR11/18/204.30

Sissy Loni on the Big Island Ch. 03

 — Loni makes it to Hawaii, meeting Steve at his place. by SissyLoniOR11/20/204.76HOT

Sissy Loni on the Big Island Ch. 04

 — Loni wakes Steve up a very special way! by SissyLoniOR11/24/204.41

Sissy Loni on the Big Island Ch. 05

 — Steve shares special intimacy with Loni as his secret spot. by SissyLoniOR11/25/204.60HOT

Sissy Loni on the Big Island Ch. 06

 — After dinner, Loni and Steve head home for more! by SissyLoniOR11/29/204.57HOT

Sissy Loni on the Big Island Ch. 07

 — Loni’s Thursday winds up with guys wanting to play Poke-her! by SissyLoniOR02/08/214.41

Sissy Loni Visits Her Daddy

 — Sissy Loni details what a visit to Daddy entails. by SissyLoniOR11/10/204.33

Sissy Loni Visits Her Daddy Ch. 02

 — Part two of Sissy Loni's visit to Daddy. by SissyLoniOR11/15/204.62HOT

Sissy Maid Blackmail!

 — A young sissy maid gets blackmailed! by SweetCamilleCD02/21/244.61HOT

Sissy Maid Son Pt. 01

 — A son is forced to become his mother's own sissy maid. by Robyn22807/10/184.28

Sissy Maid Son Pt. 02

 — The sissy maid is getting prepared for her first day. by Robyn22807/14/184.33

Sissy Maid Son Pt. 03

 — The sissy maid serves her mother's dinner guests. by Robyn22810/11/194.36

Sissy Maid to Be... Ch. 01

 — Married sissy in for the experience of her life. by missjennymaid08/24/184.47

Sissy Maid to Be... Ch. 02

 — Jenny continues to prepare with Mistress's help. by missjennymaid08/30/184.60HOT

Sissy Maid to Be... Ch. 03

 — Sissy Jenny discovers Mistress Lizzy's for her. by missjennymaid04/04/194.57HOT

Sissy Maid to Mom and Sister Pt. 01

 — Andy gets caught by his sister in her panties and it's fine. by LonzDoe12/11/214.58HOT

Sissy Maid to Mom and Sister Pt. 02

 — Mom comes home to Andy and Liz. by LonzDoe12/13/214.64HOT

Sissy Maid to Mom and Sister Pt. 03

 — Liz bonds with her mom before her sissy maid brother returns. by LonzDoe12/19/214.67HOT

Sissy Maid to Mom and Sister Pt. 04

 — Nadia (Andy) sets out to clean, but can't get to it. by LonzDoe01/09/224.64HOT

Sissy Maid to Mom and Sister Pt. 05

 — Character background and development. by LonzDoe03/29/224.60HOT

Sissy Makes a Housecall

 — Seductive, sexy and silky sissy teases and tantilizes lover. by bbud3306/17/224.70HOT

Sissy Manners Classes Ch. 01

 — Sissy found her master. by fridaysissy09/04/183.15

Sissy Masochist

 — The inner turn ons of a secret, closet sissy. by _pdy_08/31/194.28

Sissy Meets Auntie Flo Pt. 01

 — A nancy boy needs tampons. by Whippet_Darling11/03/234.19

Sissy Meets Auntie Flo Pt. 02

 — A nancy boy needs tampons. by Whippet_Darling11/05/234.38

Sissy Meets Auntie Flo Pt. 03

 — A nancy boy needs tampons. by Whippet_Darling11/07/234.41

Sissy Meets Daddy

 — A sissy loses her virginity. by lapitup_06/24/184.56HOT

Sissy Meets Master's Lady Friend

 — Sissy continues training on becoming a proper girl. by sissysubTiffany07/13/184.34

Sissy Meets Master's Male Fiend

 — Master teaching his sissy to obey his friend. by sissysubTiffany04/17/194.48

Sissy Owned By BBC, Legally Pt. 02

 — Bbc Master enjoys his white slave. by Sjen45112/10/224.23

Sissy Owned By BBC, Legally Pt. 03

 — Good sissy follows the law and improves for Master. by Sjen45103/17/234.46

Sissy Panty Handjob

 — Sissy pantyboy gets a panty handjob. by CrossdresserCaitlyn06/13/184.33

Sissy Pantyhose Twins Ch. 01

 — Two Sissies being new sexy lives with their Mistresses. by Sheermistress11/12/114.36

Sissy Perfection

 — 24 hours with perfect sissy in HK. by cornthuxton11/29/194.21

Sissy Pills Pt. 01

 — A guy's dip into sissy temptation. by Sissyhalo112/11/194.38

Sissy Pills Pt. 02

 — Our sissy meets another sissy? by Sissyhalo106/26/204.45

Sissy Pills Pt. 03

 — Our sissy gets named and Ocean takes her in. by Sissyhalo109/07/214.64HOT

Sissy Pool Wager Pt. 01

 — Young sissy gets more than he bargained for in bet. by maxy00704/16/173.94

Sissy PRIDE!

 — SISSY PRIDE! by nancyvasquez08/22/184.32

Sissy Prince Pt. 01

 — Prince's had a terrible accident before... by amenarimix05/26/224.54HOT

Sissy Prince Pt. 02

 — Prince's treatments are going as expected. by amenarimix06/30/224.56HOT

Sissy Prince Pt. 03

 — Prince's treatments are now over. by amenarimix09/06/224.57HOT

Sissy Revolution of the 2020’s

 — Over a few years suddenly, 20% of boys want to become girls! by BPeed05/11/224.44

Sissy Riley Has an Unexpected Guest

 — Continuation of Sissy Riley's First Gang Bang. by Riley_Rhinethaler11/19/224.64HOT

Sissy Riley Is Helped But...

 — Riley is out of the pan... but into the fire. by Riley_Rhinethaler06/26/234.29

Sissy Riley Makes Her Choice

 — She gets her dream owner but underestimates the consequences. by Riley_Rhinethaler11/24/224.62HOT

Sissy Riley's First Gang Bang

 — Sissy Riley is in way over her head meeting her new Master. by Riley_Rhinethaler11/15/224.66HOT

Sissy Riley's First Pedicure Night

 — Sissy Riley serves her Mistress and friends. by Riley_Rhinethaler12/08/224.74HOT

Sissy Sammi Surrenders

 — Blackmailed Sub sissy. by sissy17109/19/234.56HOT

Sissy Sammi Surrenders Ch. 02

 — Sissy Sami - Outed and Upward! by sissy17109/27/234.57HOT

Sissy School Ch. 03 - Guyagon Alley

 — Larry is taken to Guyagon Alley to get his Sissy Supplies! by wittlesissybaby08/27/224.51HOT

Sissy School Ch. 04

 — Larry is taken to the Sissy Salon to get a makeover! by wittlesissybaby09/02/224.39

Sissy School Ch. 05 - The TuTu Train

 — Larry rides the TuTu train to sissy school! by wittlesissybaby09/17/224.34

Sissy School Ch. 06 - The Sorting

 — Larry and the Sissies are Sorted into Houses... by wittlesissybaby11/12/224.45

Sissy School Ch. 07 - First Day

 — It's Larry's first official day of Sissy School! by wittlesissybaby11/29/224.49

Sissy Secrets

 — Sissy learning what a sissy is. by DawnCutie02/14/194.17

Sissy Secrets Pt. 02

 — Sissy's mommy learns how much she wanted a girl. by DawnCutie02/19/194.45

Sissy Sessions Ch. 01

 — "Your father works so hard" - Brittany says to her son. by _pdy_03/03/244.55HOT

Sissy Sessions Ch. 02

 — Within the confines of the country club is dinner and a show. by _pdy_03/14/244.73HOT

Sissy Sex Dungeon Pt. 01

 — My weekend as a man's personal sex slave. by Kittyczech09/16/214.66HOT

Sissy Sex Dungeon Pt. 02

 — The next part of my weekend as a man's sex slave. by Kittyczech10/02/214.65HOT

Sissy Sex Dungeon Pt. 03

 — Part 3 of my weekend as a mans sex slave. by Kittyczech10/04/214.80HOT

Sissy Sex Dungeon Pt. 04

 — Continuation of me being turned into a man’s personal slave. by Kittyczech01/02/224.80HOT

Sissy Shopping Adventure

 — A sissy heads to the mall for some pure humiliation. by sissysherry205/10/184.33

Sissy Sidney and Sister

 — He joins a pajama party as an honorary girl. by FemFreak04/09/194.62HOT

Sissy Sisters

 — Submitting to an older sissy. by Stillherer07/10/103.92

Sissy Slave Fantasy

 — A fantasy of total sissy submission. by tinkerslut02/08/134.01

Sissy Slut Ch. 01

 — Tom has the tables turned on him. by Scribler02/01/054.54HOT

Sissy Slut Ch. 02

 — Tom is pierced, marked and punished. by Scribler02/02/054.53HOT

Sissy Sold in Thailand

 — Eric leaves for vacation, but he may never return the same. by SissyLovesWriting05/21/234.15

Sissy Sold in Thailand Pt. 02

 — Eric tried an escape with his new friend. by SissyLovesWriting09/03/233.95

Sissy Son Sucks Drunk Dad Ch. 04

 — Sissy son needs more training from a special tutor. by Sjen45105/18/234.54HOT

Sissy Son Taken to Costume Party

 — Son is caught dressing up on halloween night. by JD210011/09/134.41

Sissy Summer

 — A summer spent in matching dresses. by sissy_memories08/21/094.00

Sissy Takes It Rough

 — Crossdressing sissy has black men get rough with her. by nancyvasquez03/27/124.01

Sissy Tiffany Meets New Daddy

 — A sissy meets a Daddy for the first time. by sissysubTiffany01/19/234.50HOT

Sissy to Military School Pt. 01

 — A sissy boy's awakening at military school. by Tranylvr11/04/194.41

Sissy to Military School Pt. 02

 — Jack pops Steffi's Cherry. by Tranylvr11/09/194.71HOT

Sissy to Military School Pt. 03

 — Steffi & Kay have the talk and get intimate. by Tranylvr11/16/194.76HOT

Sissy to Military School Pt. 04

 — Bullys in the shower, Jack, Steffi & new friend. by Tranylvr11/21/194.64HOT

Sissy Trad Wife: Last Friday

 — The Start of Last Weekend. by LaurenMae10/29/234.34

Sissy Traffic Stop

 — Sissy's first day in public is more than she bargained for. by misscelestia12/29/224.60HOT

Sissy Training Facility - Day 00

 — Jake checks out if "Sissy Training Facility" is a real place. by cumdumpwannabe6908/06/214.46

Sissy Training Facility - Day 01

 — Sissy gets a mistress, a name, a wax, and an enema. by cumdumpwannabe6908/09/214.47

Sissy Training Facility - Day 02

 — Sissy learns to do makeup and gets her mouth trained. by cumdumpwannabe6908/29/214.57HOT

Sissy Training Facility - Day 03

 — Sissy gets punished for masturbating without permission. by cumdumpwannabe6908/31/214.27

Sissy Vacation Pt. 01

 — Sissy kimmiann and her Mistress spend some time at the beach. by M_Suzanne01/25/244.58HOT

Sissy Vacation Pt. 02

 — Kimmiann is finding out who she truly is. by M_Suzanne01/29/244.46

Sissy Veronica's First Time

 — Sissy sucks her first cock by 938ab01/05/144.30

Sissy Walk of Shame

 — A little sissy exhibition goes wrong. by zona_loser02/23/194.51HOT

Sissy Wants Her Wife's Boyfriend Ch. 01

 — Sissy discovers power over men. by SissyArlene08/07/184.58HOT

Sissy Wants Her Wife's Boyfriend Ch. 02

 — Sissy uses her power to get her way. by SissyArlene08/15/184.71HOT

Sissy Wants Her Wife's Boyfriend Ch. 03

 — Sissy Arlene moves back into the master bedroom. by SissyArlene10/24/184.69HOT

Sissy Watches Her Wife Get Fucked

 — Miss Jennifer has a boyfriend fuck her, and sissy Tiffany. by tiffanyfoxe07/04/124.49

Sissy Wears Boyshorts

 — A nancy boy is seduced with lingerie. by Whippet_Darling10/08/234.29

Sissy Whisperer

 — An awakening of a sissy. by mj_sometimes01/23/244.78HOT

Sissy Whore Ch. 01

 — An online fantasy chat leads to a career change. by DebbieDublin02/28/184.35

Sissy Whore Ch. 02

 — A young sissy indulges in his own fantasy. by DebbieDublin03/03/184.47

Sissy Whore Ch. 03

 — Sissy meets her new Pimp and the Journey begins. by DebbieDublin03/07/184.46

Sissy Whore Ch. 04

 — Sissy's taken for a drive. by DebbieDublin03/09/184.50HOT

Sissy Whore Pays the Rent

 — Mistress makes her sissy slave pay the rent - the hard way! by FrillyMaid08/19/154.33

Sissy Whores Inn

 — Daddy tracks down his runaway son in sissy whores hotels. by Veronica_Taboo01/04/244.54HOT

Sissy Whores Inn Pt. 02

 — Mistress shows daddy who his son really is... Sissy Whore! by Veronica_Taboo01/14/244.62HOT

Sissy Wife Sissy Life

 — Part 2 of Sissy Housewife's Weeks Trial. by leeanna1905/29/224.58HOT

Sissy Wife Sissy Life - Last Part?

 — Sissy's limits are tested. by leeanna1906/01/224.45

Sissy Wife, Sissy Life

 — My perfect sissy housewife life and how it started! by wowthatskinky02/19/214.60HOT

Sissy Wife? Are you sure?

 — Guy interviews a potential sissy wife. by leeanna1903/23/224.21

Sissy's Bound Humiliation Walk

 — Mistress ties up sissy and makes her walk through a hotel. by AubreyXdresser04/30/214.40

Sissy's Bridal Shower

 — Gifts of lingerie for a sweet nancy boy. by Whippet_Darling11/10/234.49

Sissy's Decline into a Slut Pt. 01

 — A journey into sissy slut play then sissy lifestyle. by Sissy_Chantel05/14/174.38

Sissy's Decline into a Slut Pt. 02

 — Part 2 of Sissy Chantel's decline into a sissy lifestyle. by Sissy_Chantel05/18/174.59HOT

Sissy's Decline into a Slut Pt. 03

 — Part Three of Sissy Chantel's decline into a slut. by Sissy_Chantel05/25/174.48

Sissy's Decline into a Slut Pt. 04

 — Part four of Sissy Chantel's decline into a sluts life. by Sissy_Chantel05/28/174.58HOT

Sissy's Decline into a Slut Pt. 05

 — Continuation of Sissy Chantel's decline into a slut's life. by Sissy_Chantel06/02/174.58HOT

Sissy's Decline into a Slut Pt. 06

 — Part 6 of Sissy Chantel's journey into becoming a slut. by Sissy_Chantel06/06/174.59HOT

Sissy's Feminized Wiener Pt. 01

 — Now his tight skirts lay flat. by Whippet_Darling11/11/234.37

Sissy's Feminized Wiener Pt. 02

 — Now his tight skirts lay flat. by Whippet_Darling11/13/234.41

Sissy's First

 — Girlfriend makes cross dressers fantasy come true. by CDJessie03/03/184.22

Sissy's First Boyfriend

 — Sometimes you find a winner at the club. by kprice198405/27/194.65HOT

Sissy's First Day

 — A maid in training gets more than he bargained for. by whispy_sub08/09/063.99

Sissy's First Gangbang

 — It's daddy's birthday, but his sissy gets the best gift. by TaykenByDaddy11/17/154.45

Sissy's First Gloryhole

 — A sissy's first time with a real cock. by kassieellis10/27/224.57HOT

Sissy's First Trip Out

 — A sissy excursion leads to an unexpected meeting. by thinksissy12/17/194.28

Sissy's Fuck Funtime

 — Sissy housemaid duties and teased all night. by Lily Peg06/16/224.23

Sissy's Journey: The Cocktail Party

 — A sissy boy's initiation to bar service. by IndianaSissySub05/29/204.50HOT

Sissy's Joyful Weekend Pt. 01

 — Erotic bliss in a French maid's uniform. by Whippet_Darling11/17/234.37

Sissy's Joyful Weekend Pt. 02

 — Erotic bliss in a wedding gown. by Whippet_Darling11/18/234.53HOT

Sissy's Joyful Weekend Pt. 03

 — His special day arrives. by Whippet_Darling11/21/234.44

Sissy's Late Night Booty Call

 — Sissy tells her Goddess about a late night booty call. by BubblegumSissy02/18/244.65HOT

Sissy's Long Night

 — A sissy tries to fulfill a fantasy but plans quickly change. by pure_intent03/25/213.90

Sissy's New Gym

 — Sissy finally gets a real man at the gym. by paul_penelope279108/17/214.25

Sissy's New Gym - Becoming a Cumslut

 — My journey into becoming a cumslut sissy. by paul_penelope279108/30/214.01

Sissy's New Gym - Filling the Void

 — Moving on from my first lover at my new gym. by paul_penelope279109/05/214.00

Sissy's New Gym - His Name is Tyrone

 — Fantasizing about my first lover as I sucked off another guy. by paul_penelope279109/14/214.25

Sissy's Online Mistress Ch. 01

 — I fall deeper into an online feminization rabbit hole. by HumbleSissy02/07/234.57HOT

Sissy's Revenge

 — A sissy rebels when his wife goes too far. by Not_John07/22/064.27

Sissy's Sexy Strut

 — A sissy dresses every inch a lady and goes out in public. by nancyvasquez08/24/184.22

Sissy's Shopping Trip Pt. 01

 — Wife takes her sissy husband shopping. by SissyFaye06/13/204.27

Sissy's Shopping Trip Pt. 02

 — Sissy Husband's shopping trip continues. by SissyFaye06/24/204.48

Sissy's Smile

 — A femboy discovers the joy of womanhood. by Whippet_Darling03/27/243.98NEW

Sissy's Submission Pt. 01

 — Signing myself up as a sissy without rights. by HumbleSissy08/02/224.50HOT

Sissy's Subservience to Wife Ch. 01

 — Hotwife transformed me into a sissy cuckold. by JessicaSIssyGurl07/28/184.31

Sissy's Wife Became Husband Pt. 01

 — She got his weenie and he got screwed. by Whippet_Darling12/01/234.13

Sissy's Wife Became Husband Pt. 02

 — She got his weenie and he got screwed. by Whippet_Darling12/03/234.39

Sissy's Wife Became Husband Pt. 03

 — She got his weenie and he got screwed. by Whippet_Darling12/04/234.46

Sissy, Hypnotized

 — A night out results in triggers unleashed for this sissy. by Slipperylock04/03/194.66HOT

Sissy/Femdom... Dream to Reality

 — Mistress and Sissy. by sissy17110/01/224.37

Sissyhood of Travelling Panties Ch. 01

 — One pair of panties, many sissy boys. by daddyslittlebitch05/29/124.44

Sissyhood of Travelling Panties Ch. 02

 — The panties pass to another guy. by daddyslittlebitch06/20/124.36

Sissyhood of Travelling Panties Ch. 03

 — He makes his friend wear the panties. by daddyslittlebitch06/28/124.60HOT

Sissyween

 — A sissy celebrates Halloween hosting a Sissyween party. by cdbrittany4bbc10/17/214.56HOT

Sissy_World 01

 — An alternate reality. by JDBones07/09/124.06

Sissy_World 02

 — Second installment of the alternate reality. by JDBones07/10/124.35

Sissy_World 03

 — Third in the sissy world chronicles. by JDBones07/26/124.46

Sissy_World 04

 — Fourth in the sissy world chronicles. by JDBones10/04/124.14

Sista Sagas

 — Sydd and Wip find a new partner. by sydian01/26/084.80

Sister Golden Hair

 — Inspired by the America song of the same name. by SEVERUSMAX03/03/174.00

Sister is My First

 — He's caught in sis's lingerie. by assslut06/11/10

Sister Mary-Margret and Jenna

 — A kiss between two CDs leads to more when the wife joins in. by tgirl_Mary08/05/154.58HOT

Sister Mistress Ch. 08

 — Deborah goes shopping for special educational equipment. by LilLindaMelons12/05/104.57HOT

Sister Mistress Ch. 09

 — Katherine decides Linda should buy her own clothes & stuff. by LilLindaMelons12/14/104.41

Sister Mistress Ch. 14

 — Deborah & Jenny take Linda shopping for a school uniform. by LilLindaMelons12/21/104.62HOT

Sister Mistress Ch. 15

 — Linda's special classes have begun. by LilLindaMelons12/22/104.32

Sister Mistress Ch. 16

 — Linda gets caught taking a short cut & then she's recognized. by LilLindaMelons12/23/104.57HOT

Sister on Lock Ch. 01

 — Angela gets punished for fucking her sister's girlfriend. by BrattyBombshell11/04/234.58HOT

Sister Transforms Her Stepbrother

 — Sister finally gets a little siser. by dodgeboy212/04/214.39

Sister Transforms Her Stepbrother Ch. 02

 — Transformation take progress. by dodgeboy212/09/214.60HOT

Sister Transforms Her Stepbrother Ch. 03

 — Her transformation continues. by dodgeboy212/10/214.64HOT

Sister Transforms Her Stepbrother Ch. 04

 — Yvonne's transformation continues. by dodgeboy212/12/214.52HOT

Sister Transforms Her Stepbrother Ch. 05

 — Her life is about to change. by dodgeboy212/19/214.59HOT

Sister Transforms Her Stepbrother Ch. 06

 — Finally finding someone she loves. by dodgeboy212/22/214.71HOT

Sister Transforms Her Stepbrother Ch. 07

 — She's beginning to feel even more like a girl. by dodgeboy212/23/214.63HOT

Sister's Bridesmaid

 — My sister wants two bridesmaids but one has broken legs. by oggbashan01/25/224.00

Sister's Clothing Trap

 — Sister sets tap, cross-dressing brother charges into it. by LucysFox12/24/194.67HOT

Sister's Raging Hard-on

 — My trans sister accidentally took my erection medication. by birthdaysuit39105/13/224.65HOT

Sister's Step-In

 — Boy's twin asks him to help her in an odd way. by PickleBoi05/17/094.34

Sister, Meet My Sissy

 — A Domme's Sister interrupts a play session with a Sissy. by satinmarabana08/07/094.47

Sister, Sister

 — Jackson becomes the the twin of his best friend's wife. by Flyover_State04/11/234.40

Sister-in-law Ch. 01

 — My Wife's Sister walks in on more than she could have expect. by MiddleKoala12/28/234.45

Sisterhood - A Parting Gift

 — Ivy's farewell tour continues. by pickleherring07/29/234.68HOT

Sisterhood - Benefits

 — Ivy and Lia torment each other. by pickleherring01/12/224.67HOT

Sisterhood - Birthday Girl

 — Leah celebrates her birthday in Sisterhood style. by pickleherring01/02/224.80HOT

Sisterhood - Breathing Underwater

 — Ivy is a good swimmer and proud of it. by pickleherring12/25/224.74HOT

Sisterhood - Bunnied, Bound & Boxed

 — Louise's special skills are needed. by pickleherring01/10/224.59HOT

Sisterhood - Burning Bridges

 — Ivy makes a final tour of the dorms. by pickleherring06/09/234.68HOT

Sisterhood - Friends

 — Ivy and Lia go bed-hopping in the North Wing. by pickleherring01/05/224.80HOT

Sisterhood - Initiation Ch. 01

 — A slow-burning dickgirl epic. by pickleherring09/22/214.59HOT

Sisterhood - Initiation Ch. 02

 — Leah gets flirty with two lovely girls at the ball. by pickleherring09/24/214.54HOT

Sisterhood - Initiation Ch. 03

 — Leah finally gets some hard-earned girldick. by pickleherring09/27/214.74HOT

Sisterhood - Initiation Ch. 04

 — Leah subjects a flustered Annika to some public teasing. by pickleherring09/29/214.72HOT

Sisterhood - Initiation Ch. 05

 — Annika has a little accident. by pickleherring10/02/214.77HOT

Sisterhood - Initiation Ch. 06

 — Leah enjoys the attentions of a more experienced dickgirl. by pickleherring10/04/214.76HOT

Sisterhood - Initiation Ch. 07

 — Leah takes a shower. With a trio of horny dickgirls. by pickleherring10/06/214.88HOT

Sisterhood - Initiation Ch. 08

 — Leah and her new friends get dressed up for the ball. by pickleherring10/08/214.79HOT

Sisterhood - Initiation Ch. 09

 — Leah and Yvonne sneak in a quick one. by pickleherring10/10/214.69HOT

Sisterhood - Initiation Ch. 10

 — Yvonne sneaks Leah back to the apartment for rough sex. by pickleherring10/12/214.75HOT

Sisterhood - Initiation Ch. 11

 — Leah assists with another girl's initiation. by pickleherring10/15/214.67HOT

Sisterhood - Initiation Ch. 12

 — Leah discovers the joys of anal sex. by pickleherring10/17/214.79HOT

Sisterhood - Initiation Ch. 13

 — Leah takes a break for some self-reflection. by pickleherring10/19/214.76HOT

Sisterhood - Initiation Ch. 14

 — Leah comforts a girl in distress (with sex). by pickleherring10/21/214.74HOT

Sisterhood - Initiation Ch. 15

 — Leah has a brief but passionate encounter. by pickleherring10/23/214.77HOT

Sisterhood - Initiation Ch. 16

 — The girls regroup for drinks and banter. by pickleherring10/25/214.75HOT

Sisterhood - Initiation Ch. 17

 — Leah tries her luck at seduction in the guest bathroom. by pickleherring10/27/214.59HOT

Sisterhood - Initiation Ch. 18

 — Ellen comes to the rescue, in a catsuit. by pickleherring10/29/214.68HOT

Sisterhood - Initiation Ch. 19

 — The girls gossip and flirt on their way to the North Wing. by pickleherring10/31/214.68HOT

Sisterhood - Initiation Ch. 20

 — The girls get changed for the North Wing (and have sex). by pickleherring11/02/214.75HOT

Sisterhood - Initiation Ch. 21

 — Yvonne gets into a sex fight with her rivals. by pickleherring11/05/214.72HOT

Sisterhood - Initiation Ch. 22

 — Yvonne finally gets to fuck Leah in the ass. by pickleherring11/07/214.78HOT

Sisterhood - Initiation Ch. 23

 — Marianne arrives to check on Leah. by pickleherring11/09/214.80HOT

Sisterhood - Initiation Ch. 24

 — Leah is subjected to sex magic. by pickleherring11/11/214.87HOT

Sisterhood - Initiation Ch. 25

 — Leah encounters a very large dick. by pickleherring11/13/214.79HOT

Sisterhood - Initiation Ch. 26

 — Leah enjoys a rough and energetic threesome. by pickleherring11/15/214.76HOT

Sisterhood - Initiation Ch. 27

 — Leah relaxes with a fellow lesbian. by pickleherring11/17/214.85HOT

Sisterhood - Initiation Ch. 28

 — Leah and Josephine team up for another threesome. by pickleherring11/19/214.78HOT

Sisterhood - Initiation Ch. 29

 — Leah encounters a high-ranking dickgirl. by pickleherring11/21/214.74HOT

Sisterhood - Initiation Ch. 30

 — Leah helps open Kathi's mind to the delights of girl-dick. by pickleherring11/23/214.82HOT

Sisterhood - Initiation Ch. 31

 — Leah is reunited with her cousin Caroline. by pickleherring11/26/214.75HOT

Sisterhood - Initiation Ch. 32

 — The cousins relax at the bar with cake and champagne. by pickleherring11/28/214.74HOT

Sisterhood - Initiation Ch. 33

 — Leah retires to the spa for relaxing sex. by pickleherring11/30/214.84HOT

Sisterhood - Initiation Ch. 34

 — Caroline treats Leah to a massage in the sauna. by pickleherring12/03/214.67HOT

Sisterhood - Initiation Ch. 35

 — The two cousins meet three sisters. Sex ensues. by pickleherring12/05/214.74HOT

Sisterhood - Initiation Ch. 36

 — The oldest sister takes a liking to Leah's big backside. by pickleherring12/07/214.71HOT

Sisterhood - Initiation Ch. 37

 — Yvonne gets some comeuppance, and Kathi reappears. by pickleherring12/09/214.82HOT

Sisterhood - Initiation Ch. 38

 — The offerings get a pampering shower and makeover. by pickleherring12/12/214.76HOT

Sisterhood - Initiation Ch. 39

 — The girls are brought before the Coven of Seven. by pickleherring12/14/214.56HOT

Sisterhood - Initiation Ch. 40

 — Yvonne gets the sex punishment she has been hoping for. by pickleherring12/16/214.57HOT

Sisterhood - Initiation Ch. 41

 — The girls present their respective charms to the coven. by pickleherring12/19/214.69HOT

Sisterhood - Initiation Ch. 42

 — The Coven of Seven must make their choices. by pickleherring12/21/214.72HOT

Sisterhood - Initiation Ch. 43

 — The coven performs the rite of offering. by pickleherring12/23/214.82HOT

Sisterhood - Initiation Ch. 44

 — Leah drifts off into a horny delirium. by pickleherring12/25/214.73HOT

Sisterhood - Portrait of a Girl

 — Julie paints Leah's portrait. by pickleherring11/06/224.55HOT

Sisterhood - Temptation Ch. 01

 — The sequel/equel to 'Initiation'! (new main character). by pickleherring11/20/224.60HOT

Sisterhood - Temptation Ch. 02

 — Katharina is a studious girl. by pickleherring11/22/224.41

Sisterhood - Temptation Ch. 03

 — Katharina is accosted by a mischief-maker. by pickleherring11/24/224.59HOT

Sisterhood - Temptation Ch. 04

 — Katharina lets off steam in the shower. by pickleherring11/27/224.61HOT

Sisterhood - Temptation Ch. 05

 — Katharina and her roommates dress for the ball. by pickleherring11/29/224.69HOT

Sisterhood - Temptation Ch. 06

 — The girls take their places for the inaugural dance! by pickleherring12/01/224.79HOT

Sisterhood - Temptation Ch. 07

 — Katharina switches partners in the dance. by pickleherring12/03/224.73HOT

Sisterhood - Temptation Ch. 08

 — Katharina discovers a curious hole in the wall. by pickleherring12/05/224.65HOT

Sisterhood - Temptation Ch. 09

 — The girls encounter some kindly milves. by pickleherring12/07/224.68HOT

Sisterhood - Temptation Ch. 10

 — The girls take their new partners back to their dorm. by pickleherring12/09/224.56HOT

Sisterhood - Temptation Ch. 11

 — Katharina gets a tender loving blowjob. by pickleherring12/11/224.79HOT

Sisterhood - Temptation Ch. 12

 — Katharina defends Ivy from a bully. by pickleherring12/13/224.83HOT

Sisterhood - Temptation Ch. 13

 — Katharina and Ivy are not girlfriends or anything. by pickleherring12/15/224.96HOT

Sisterhood - Temptation Ch. 14

 — Katharina and Ivy encounter some senior girls. by pickleherring12/17/224.76HOT

Sisterhood - Temptation Ch. 15

 — Katharina and Aria sneak off to the crypt. by pickleherring12/19/224.74HOT

Sisterhood - Temptation Ch. 16

 — Katharina is stuck with the most annoying girl at the ball. by pickleherring12/21/224.60HOT

Sisterhood - Temptation Ch. 17

 — Mari bullies Katharina into ravishing her. by pickleherring12/23/224.50HOT

Sisterhood - Temptation Ch. 18

 — Ivy gets milked. by pickleherring12/25/224.68HOT

Sisterhood - Temptation Ch. 19

 — The girls investigate Anna's terrarium. by pickleherring12/27/224.73HOT

Sisterhood - Temptation Ch. 20

 — Katharina comforts a girl in tears. by pickleherring12/29/224.55HOT

Sisterhood - Temptation Ch. 21

 — Josephine provides a distraction in the dance. by pickleherring12/31/224.62HOT

Sisterhood - Temptation Ch. 22

 — Katharina finally gets her hands on Emmie's big tits. by pickleherring01/02/234.64HOT

Sisterhood - Temptation Ch. 23

 — The girls make their way to the North Wing. by pickleherring01/04/234.72HOT

Sisterhood - Temptation Ch. 24

 — Katharina discovers a surprise in the changing cabin. by pickleherring01/06/234.81HOT

Sisterhood - Temptation Ch. 25

 — The girls make their entrance at the North Wing. by pickleherring01/08/234.89HOT

Sisterhood - Temptation Ch. 26

 — Katharina and Emmie enjoy leisurely sex in the spa. by pickleherring01/10/234.71HOT

Sisterhood - Temptation Ch. 27

 — The girls drop off their dates at the sex chamber. by pickleherring01/12/234.95HOT

Sisterhood - Temptation Ch. 28

 — The girls find out what Lia has been up to. by pickleherring01/17/234.79HOT

Sisterhood - Temptation Ch. 29

 — Yvonne strikes back with an angry blowjob. by pickleherring01/24/234.75HOT

Sisterhood - Temptation Ch. 30

 — Katharina witnesses her mentor Vera in action. by pickleherring01/26/234.50HOT

Sisterhood - Temptation Ch. 31

 — Katharina encounters the most beautiful girl at the ball. by pickleherring01/28/234.81HOT

Sisterhood - Temptation Ch. 32

 — Katharina meets a senior girl. by pickleherring01/30/234.53HOT

Sisterhood - Temptation Ch. 33

 — Anna 'punishes' her pet. by pickleherring02/01/234.65HOT

Sisterhood - Temptation Ch. 34

 — Katharina and her mentor share an eager Caroline. by pickleherring02/03/234.90HOT

Sisterhood - Temptation Ch. 35

 — Katharina gets a sex lesson. by pickleherring02/06/234.94HOT

Sisterhood - Temptation Ch. 36

 — Katharina returns to enjoy Mari on her own. by pickleherring02/08/235.00HOT

Sisterhood - Temptation Ch. 37

 — Katharina and Vera relax in the spa. by pickleherring02/10/234.79HOT

Sisterhood - Temptation Ch. 38

 — Ivy loves swallowing Katharina's dick. by pickleherring02/12/234.92HOT

Sisterhood - Temptation Ch. 39

 — Katharina and Ivy enjoy team sex in the sauna. by pickleherring02/14/234.95HOT

Sisterhood - Temptation Ch. 40

 — Katharina gets into a sex fight with a rival. by pickleherring02/16/234.69HOT

Sisterhood - Temptation Ch. 41

 — Katharina encounters the two cousins. by pickleherring02/18/234.72HOT

Sisterhood - Temptation Ch. 42

 — Lena has an important meeting and needs help getting ready. by pickleherring02/20/234.91HOT

Sisterhood - Temptation Ch. 43

 — Katharina delivers Lena's message in style. by pickleherring02/22/234.79HOT

Sisterhood - Temptation Ch. 44

 — The girls are gathered for coven assembly. by pickleherring02/24/234.78HOT

Sisterhood - Temptation Ch. 45

 — Katharina takes a shower with a shy and mysterious Sister. by pickleherring02/26/234.79HOT

Sisterhood - Temptation Ch. 46

 — Katharina cums inside a doting MILF. by pickleherring02/28/234.83HOT

Sisterhood - Temptation Ch. 47

 — Katharina arrives late for coven gathering. by pickleherring03/02/234.86HOT

Sisterhood - Temptation Ch. 48

 — Katharina pursues Ivy but finds someone else. by pickleherring03/04/235.00HOT

Sisterhood - Temptation Ch. 49

 — The girls are offered at the altar. by pickleherring03/06/234.84HOT

Sisterhood - Temptation Ch. 50

 — Katharina does her best to resist Leah's enchantment. by pickleherring03/08/234.85HOT

Sisterhood - Temptation Ch. 51

 — In her turmoil, Katharina seeks an escape. by pickleherring03/10/234.76HOT

Sisterhood - The Purple Flag

 — Lena takes some time off from scheming to enjoy herself. by pickleherring12/31/214.82HOT

Sisterhood Ch. 01

 — My sister helps me become her sister. by Dark_Rose9003/21/114.39

Sisterly Lust

 — Intersex woman coerced by her sister and sister's lover. by butterflybridgette07/08/153.82

Sisters and Brothers

 — A Daddy finds out that her Brother is her sister as well... by BigDaddy4u205/30/164.43

Sisters Forever

 — Husband and wife becomes sisters. by Ginita01/18/11

Sisters Forever Ch. 02

 — A Hot date with my financee and her Bull gets even hotter. by Ginita01/23/11

Sisters In Arms... A Wish Too Far?

 — Two very close online friends meet for the first time. by this_way_up_hun03/16/084.64HOT

Sisters of Saint Benedict Ch. 05

 — Sofia's descent completes. by TheRoyalNarwhal07/28/224.71HOT

Sisters of Upper Priam College

 — A special kind of girl joins a special kind of sorority. by YKN494902/24/124.74HOT

Sisters' Secret

 — He meets two sisters with a secret. by Wannabe Chick02/28/074.69HOT

Sisters' Secret Ch. 02

 — Two shemale sisters are better than one. by Wannabe Chick08/21/074.65HOT

Six Degrees Pt. 04

 — Bart meets his fantasy woman, and she has a big cock. by PolySwingerWife03/31/214.25

Six Hours of Heaven

 — My first visit to a swingers club. by diablofire07/22/154.23

Six-Month Anniversary

 — A Crossdresser gets a little sidetracked on her Anniversary. by SabrinaGLangton11/08/214.55HOT

Skeeter 01

 — Skeeter needs his chewies. by PinkPurple03/02/233.50

Skeeter 02

 — Skeeter still needs more chewies. by PinkPurple03/03/233.25

Skeeter 03

 — The night of the huge traffic jam on Main Street. by PinkPurple03/04/233.67

Skeeter 04

 — Skeeter wears the same street worker slut fishnet ensemble. by PinkPurple03/05/233.67

Skeeter 05

 — Darla Darlings needs Skeeter's help. by PinkPurple03/06/233.00

Skeeter 06

 — Skeeter sneaks away on a double date. by PinkPurple03/07/231.00

Skeeter 07

 — Skeeter grows up a bit over the summer. by PinkPurple03/08/232.33

Ski Bum

 — Older man meets younger on the slopes and sparks fly. by GoodBiCuriosity03/07/214.39

Ski Bum Pt. 02

 — Nick and Markus continue their affair and Markus meets Diane. by GoodBiCuriosity03/17/214.68HOT

Ski Patrol Party

 — I dress up as a woman and snort cocaine with two sexy men. by hellobarbara203/13/214.26

Skin Diving Sammi

 — Sammi has a real surprise in store... by JSF7912/21/174.49

Skipper and the Cabin Gurl

 — Lanna really rocks the Skipper's boat! by LannaLace02/05/234.68HOT

Skipper and the Cabin Gurl Ch. 02

 — Insatiable Holley Discovers Lanna. by LannaLace02/13/234.63HOT

Skipper and the Cabin Gurl Ch. 03

 — Insatiable Holley teaches Lanna a thing or two. by LannaLace03/03/234.71HOT

Skipper and the Cabin Gurl Ch. 04

 — Lanna Pampers and Preps, the Skipper Pulls Her Plug. by LannaLace04/26/234.58HOT

Skipper and the Cabin Gurl Ch. 05

 — The steamy romance deepens, Lanna sets the hook! by LannaLace05/04/234.73HOT

Skipping Practice

 — Skipping practice leads to fun in panties. by lizzy_the_sissy05/29/214.69HOT

Skye

 — A man broadens his sexual career. by Dnthmn_1902/20/224.04

Skylar Raincloud 01

 — To Skylar, everything is a tie. by PinkPurple05/19/223.60

Skylar The Whore Pt. 01

 — Gets Absolutely Dominated. by Cuckquean309/26/214.66HOT

Skype Disaster Pt. 01

 — Georgia is accidentally outed to a client. by GeorgiaD06/01/174.57HOT

Skype Disaster Pt. 02: Review Meeting

 — Georgia meets her client for the first time. by GeorgiaD06/02/174.58HOT

Skype Disaster Pt. 03: Is This a Date?

 — Georgia meets Tim for dinner before the meeting. by GeorgiaD06/10/174.56HOT

Skype Disaster Pt. 04: Exploring

 — Tim takes Georgia to dinner. by GeorgiaD06/11/174.69HOT

Skype Disaster Pt. 05: A Surprise Meet

 — Georgia meets Tim in unexpected circumstances! by GeorgiaD06/16/174.58HOT

Skype Disaster Pt. 06: Cum Together

 — After Tim cancelled, Georgia decided to appear on webcam. by GeorgiaD10/04/184.79HOT

Slave Couple - Revealed & Trained

 — Inner sissy exposed on camping trip. by sissy17104/21/224.58HOT

Slave Gets Punished and Redeemed

 — An ERP me and a friend made together. by Femboy_Anna05/11/193.73

Slave Girl Pt. 01

 — Stephen and Brian find themselves hypnotised. by KrierWitz02/12/194.46

Slave Girl Pt. 02

 — Steph gets taken out of trance. by KrierWitz08/29/194.38

Slave Girl Pt. 03

 — Steph is introduced to some of Green Dress' employees. by KrierWitz12/12/194.49

Slave Girl Pt. 04

 — Steph is shown around and introduced to her new life. by KrierWitz02/17/234.55HOT

Slave Girl Pt. 05

 — After a short training session Steph is finally alone. by KrierWitz03/21/234.45

Slave Girl Pt. 06

 — The real training begins for Steph. by KrierWitz04/02/234.52HOT

Slave Master

 — A dystopian tale of submission. by InsertHere9907/22/214.61HOT

Slave To Rhythm

 — Inexperienced guy finds himself in a kinky house arrangement. by ilovebananas03/29/204.17

Slave to Roommate's Lack of Desires

 — Two roommates celebrate a birthday for one of their boyfriends. by leaf197703/24/104.28

Slave to the System

 — An AI wants to turn Chris into a very good girl named Candi. by dreadknots01/27/204.48

Slaves in Stocks Ch. 02

 — Slaves in stocks, literally. by sissy17101/27/224.40

Slaves Surprise

 — Soon to be collared. by SheTSsub08/01/224.34

Sleeping Beauties Ch. 01

 — Trans detective Penelope Bishop lands a serial killer case. by MicheleNylons11/27/194.66HOT

Sleeping Beauties Ch. 02

 — Penelope's serial sex killer takes another victim. by MicheleNylons11/29/194.73HOT

Sleeping Beauties Ch. 03

 — Penelope does not like the FBI Agent who joins the team. by MicheleNylons11/30/194.78HOT

Sleeping Beauties Ch. 04

 — The serial killer's past is revealed. Bradley loves Penelope. by MicheleNylons12/02/194.76HOT

Sleeping Beauties Ch. 05

 — Silvia catches up with her old lover. Penelope fucks Bradley. by MicheleNylons12/04/194.77HOT

Sleeping Beauties Ch. 06

 — Cops enlist the help of a beautiful sexy TV reporter. by MicheleNylons12/06/194.70HOT

Sleeping Beauties Ch. 07

 — Final chapter, will Penny & Silvia catch the serial killer? by MicheleNylons12/09/194.78HOT

Sleeping Beauty

 — A sailor takes something that doesn’t belong to him. by JohannesTEvans03/04/234.39

Sleeping with a Stranger

 — Inexperienced femboi's drunken after-party escapade. by InsertHere9905/06/224.67HOT

Sleeping with the Enemy

 — A bully should not get away with it. by nikkiesilk01/30/164.78HOT

Sleepover Sissy

 — Mike becomes Michelle in this sleepover Sissy tale. by carrot24280106/25/224.69HOT

Sleepover Surprise

 — The surprise is both Lavinia's and on her. by Templar_Writer05/22/194.68HOT

Slide

 — Transgender student seduces her tutor. by Dar_Jisbo03/11/204.30

Slingshot 01

 — Slingshot is tricked into confronting the past. by PinkPurple05/23/223.50

Slow Descent into Sissy-Hood... Ch. 01

 — The beginning of a transformation into a sissy. Chapter 1. by Slipperylock10/19/184.46

Slow Descent into Sissy-Hood... Ch. 02

 — The descent into being a sissy continues. Chapter 2 by Slipperylock05/02/204.67HOT

Slowly Changing

 — A man down on his luck has a rather helpful friend. by DaPenguin06/11/144.31

Slowly Changing Pt. 02

 — The feminization continues. by DaPenguin06/17/144.38

Slowly Changing Pt. 03

 — My new job. by DaPenguin06/21/144.41

Slowly Changing Pt. 04

 — My special gift. by DaPenguin06/25/144.34

Slowly Turning

 — Short but direct fuck. by Alemuchomas09/17/173.86

Slumber Party

 — Sally and Jess experiment with X-Change at a sleep over. by FantasyPron05/19/224.80HOT

Slump Busting Ch. 01

 — Sometimes a surprise is all that you need. by TwoStrong04/28/224.21

Slut Collars

 — Four different men have an encounter with a Slut Collar. by ImperatorMentus10/14/184.66HOT

Slut in the Basement

 — Daddy and his friends use his femboy slut in the basement. by KittyAshleyy04/22/204.26

Slut in the Woods Ch. 01

 — College crossdresser finally goes through with it. by justelaine06/19/234.50HOT

Slut on Screen

 — Shemale is the star of a gangbang movie. by usemetoday196203/28/204.27

Slutty in Public Ch. 01

 — All things written here have truly happened to me. by slutty_Enschede07/23/224.13

Slutty in Public Ch. 02

 — Obliged to present myself as a sissy in an adult cinema. by slutty_Enschede07/27/224.48

Small Cock Frustration

 — After a serious medical operation, Jim's cock is useless. by jamtby09/24/194.54HOT

Small Cock Frustration Pt. 02

 — Jim becomes Janet and finds new meaning to life. by jamtby09/27/194.59HOT

Small Cock Frustration Pt. 03

 — Jim seeks his identity. by jamtby09/28/194.59HOT

Small Cock Frustration Pt. 04

 — Mistress and Janet become slaves of Master Michael. by jamtby10/31/194.38

Small Steps

 — Wife becomes a total slut and turns me into one too. by Candyboi08/14/214.54HOT

Smithfield Academy Ch. 01

 — Student learns of a teacher's secret. by Tazz2701/12/184.59HOT

Smoking With Friends Ch. 01

 — Young closet crossdresser smokes with his friends as a girl. by jjww10002/20/144.17

Snagged! Ch. 01

 — Things get caught! by grgy5612/15/224.47

Snagged! Ch. 02

 — Caught and exposed. by grgy5602/08/234.49

Snagged! Ch. 03

 — Caught again. by grgy5602/15/234.62HOT

Snagged! Ch. 04

 — Caught by love. by grgy5602/26/234.69HOT

Snagged! Ch. 05

 — I go out on my first real date with Chanel. by grgy5604/12/234.85HOT

Snakecharmer

 — Stepmom has a secret... by Dar_Jisbo05/01/194.46

SNAP. A pantyhose fantasy.

 — I walk into a bar wearing pantyhose. by Phose_lover03/24/244.72HOTNEW

Snapdragon 01

 — Snapdragon leads to his own first time. by PinkPurple01/21/232.63

Snapped: A Shemale's Story

 — Reject her at your own risk. by SugarandSalt05/30/124.51HOT

Snapped: Shemale

 — Tatiana is tired of Laura tormenting her for being different. by Templar_Writer10/01/174.43

Sneaking into a Frat House Party

 — Freshman learns how to sneak into Frat House party as a girl. by aideneikona11/16/164.41

Sniffer and the Hotel

 — submissive cd slut meet with two bisexual guys. by tonyatll08/23/054.48

Snoop

 — Caught snooping. by mysticlaughter11/16/174.00

Snow Day Pt. 01

 — Mayra has some unexpected guests on a snowy day. by BubbleMonarch07/19/204.14

Snow Day Pt. 02

 — Mayra and Azri try to make the most of their snow day. by BubbleMonarch08/06/204.54HOT

Snow in Philly

 — A crossdresser's first time. by G. Enius11/27/054.26

Snowboarding with Best Friend Pt. 01

 — The seduction trip. by CharleneCross09/12/234.62HOT

Snowbound Love

 — Couple checks in to a motel where not is all as it seems. by QuidProQuo7709/15/154.30

Snowbunnies

 — Are you sure you want your girlfriend knowing you love BBC? by tori_tgirl09/18/174.26

Snowbunnies Pt. 02

 — A surprise visitor makes Candi pay for her teasing past. by tori_tgirl12/12/204.30

Snowed In

 — Snowed in, with his best friend's cousin. by WhiskeyIsGood01/26/174.75HOT

Snowed In

 — Becca allows Heather to seduce Matt. by Lit1989903/15/183.94

Snowed In Roommates

 — During a blizzard my roommate discovers my secret. by WhyNotUs02/23/244.74HOT

Snowed in with Aunt V

 — Kelly gets snowed in with his sexy Aunt. by Fran_cd01/24/234.38

Snowed in with Aunt V Ch. 02

 — Aunt V catches Kelly in a dress. by Fran_cd01/25/234.54HOT

Snowed in with Aunt V Ch. 03

 — Kelly's transformation begins. by Fran_cd01/29/234.65HOT

Snowed in with Aunt V Ch. 04

 — Kelly becomes Kelsi. by Fran_cd02/02/234.82HOT

Snowed in with Aunt V Ch. 05

 — Kelsi and Aunt V continue to explore his sexuality. by Fran_cd02/11/234.73HOT

Snowed in with Aunt V Ch. 06

 — Kelly's transformation continues. by Fran_cd02/22/234.76HOT

Snowed in with Aunt V Ch. 07

 — Kelsi gets his wish. by Fran_cd03/07/234.76HOT

Snowfall Seduction

 — A slow seduction occurs with a young and horny college student. by pantywriter12/04/164.67HOT

Snowmobile Ride

 — A solo ride, so I thought. by 17Canyon08/03/234.67HOT

So Thoroughly Defeated

 — You take your sissy for a walk around the city. by AngelicaAlbright08/04/234.22

So You Want to be a Nurse? Ch. 01

 — Male nurse is forced to become a tranny nurse & fuck the Doc. by MicheleNylons01/13/164.44

So You Want to be a Nurse? Ch. 02

 — Polly visits Michele to help her dress, sexy evening follows. by MicheleNylons01/24/164.62HOT

So You Want to be a Nurse? Ch. 03

 — Michele is trained to be a transvestite prostitute. by MicheleNylons01/29/164.57HOT

So You Want to be a Nurse? Ch. 04

 — Michele goes to hotel to service a punter an enjoys. by MicheleNylons02/03/164.58HOT

So You Want to be a Nurse? Ch. 05

 — TV Nurse Michele is hired to service clients at sex party. by MicheleNylons02/16/164.72HOT

So You Want to be a Nurse? Ch. 06

 — Michele is arrested and punished after servicing a punter. by MicheleNylons02/23/164.61HOT

So You Want to be a Nurse? Ch. 07

 — Michele and Polly entertain the doctor and the inspector. by MicheleNylons03/01/164.66HOT

So You Want to be a Nurse? Ch. 08

 — Transvestite nurse is forced to suck and fuck. by MicheleNylons03/22/164.67HOT

So, What are Friends For

 — A man outs himself to his friend. The feelings aren't mutual. by rik58104/14/173.48

Soccer Mom

 — 38DDs and a cock, Candi is not the average soccer mom! by call_me_dana07/15/104.42

Social Media Star

 — Boy becomes an unwilling lingerie model for online viewers. by antares3406/12/204.55HOT

Social Media Star Ch. 03

 — Boy gets forcibly "stretched" and transformed into a femboy. by antares3411/11/204.53HOT

Social Media Star Ch. 04

 — Boy gets caught wearing sister's bikini and a special toy. by antares3401/13/214.54HOT

Social Media Star Ch. 05

 — Sissy boy gets pegged and humiliated by sister and friends. by antares3403/12/214.44

Social Media Star Ch. 06

 — Boy's transformation into an ultimate femboy sissy continues. by antares3405/09/214.60HOT

Social Media Star Ch. 07

 — Boy becomes a true sissy femboy with mom's and sister's help. by antares3407/04/214.69HOT

Sofi, Bottom Boi Ch. 01

 — Sofia craves a Daddy to fuck her like a bottom boi. by DoxyTrainer05/01/184.62HOT

Sofi, Bottom Boi Ch. 02 - Daddy's Gurl

 — Sofi confronts her family while bonding with her new Daddy. by DoxyTrainer06/16/184.51HOT

Sofi, Bottom Boi Ch. 03 - The Truth Hurts

 — While insuring her blackmail, Sofi made a terrible discovery. by DoxyTrainer07/28/184.55HOT

Sofina's Average Morning

 — A Wood Elf takes pleasure in feeding the flowers. by WingedWoman04/03/224.25

Soft and Hard

 — Chris gets more than he bargained for at the gym. by James1999909/04/224.64HOT

Soft, White, Satin and Lace

 — Pre-op intersex woman getting caught by sister. by butterflybridgette06/20/154.00

Soft-mouthed Sandy Pt. 04

 — Sean has an encounter with Betty. by Anitole03/02/214.55HOT

Sojara Thong of Bangkok

 — Bisexual Haitian man meets sexy Thai transwoman. by Samuelx07/05/233.62

Sojara Thong of Thailand

 — Thai transwoman fucks bi black man and Filipina gal. by Samuelx07/06/232.67

Sold By Mother Pt. 01

 — Mother sells son so he can be feminized. by TammyPanty10/29/224.56HOT

Sold By Mother Pt. 02

 — Son is sold to a Daddy and feminized. by TammyPanty10/30/224.56HOT

Sold Ch. 01

 — A forced nonconsent story in Fictional Dystopia of Allegoria. by BJGoodhead11/29/234.55HOT

Sold To A Daddy, Turned To A Wife

 — Willing Transformation Into A Wife. by TammyPanty12/15/214.56HOT

Solo 01

 — Solo tells of two of his skills. by PinkPurple03/16/231.00

Solstices Obscurity "Nightfall" Ch. 01

 — His memories begin to fall like tears as darkness settles. by Unrequited_Evil02/10/153.89

Soma's Journey Ch. 01: First Time CD

 — From submissive man to submissive maid. by SomaSlave11/28/194.41

Soma's Journey Ch. 02: The Chair

 — Soma's inner helpless maiden is being released more and more. by SomaSlave12/01/194.24

Somali Femdom: New Convert

 — Somali dominatrix and transsexual tame Arab male. by Samuelx06/12/122.90

Somali Femdom: Switching

 — Somali dominatrix is tamed by transsexual and man. by Samuelx06/16/122.18

Somali Hijabi Transsexual Queen

 — Somali Muslim transsexual meets bisexual American. by Samuelx09/19/133.07

Somali Man Discovers Shemales!

 — Brazilian transsexual tops Somali Muslim in Montreal. by Samuelx03/12/153.05

Somali Muslim Swingers

 — Bisexual Somali man and wife meet Brazilian TS. by Samuelx10/10/182.68

Somali Prince In Ottawa Ch. 03

 — Latin transsexual tops Somali guy in Ottawa. by Samuelx12/16/143.13

Some Girls are Different

 — Jim goes on travel for work and has the night of his life. by TransKat01/20/164.72HOT

Some Nights Fail in a Wonderful Way

 — First night out there, finally being a woman. by Pekka08/14/183.92

Some of My Tgurl Adventures Pt. 01

 — A Tgurl goes on an adventure at a resort... by sexyR203/13/204.56HOT

Some of My Tgurl Adventures Pt. 02

 — The continuing story of a submissive sissy find bliss. by sexyR203/17/204.32

Some of My Tgurl Adventures Pt. 03

 — Our heroine reaches the resort, and starts her quest. by sexyR203/19/204.20

Some Things Never Change

 — Cousins reunite after years apart. by Selbryth03/12/07

Some Time Alone

 — Chloe invites Matt in for the evening. by trueLoveIsMyKink03/09/214.34

Someone for Everyone Ch. 1

 — He brings home transsexual to share with wife. by product11/19/014.17

Someone For Everyone Ch. 2

 — Couples explores a sexy transsexual. by product11/20/014.38

Someone To Call Daddy Pt. 01

 — Unlikely friends who become lovers. Raven sets off the begin. by tyannat10/05/204.38

Something about Me and You Pt. 01

 — Michael on advice from his therapist, seeks new experiences. by Erichmasterfield06/15/194.74HOT

Something about Me and You Pt. 02

 — Michael and Sam see each other again. by Erichmasterfield09/14/194.83HOT

Something about Me and You Pt. 03

 — Michael surprises Sam, Chaos ensues... by Erichmasterfield09/28/194.71HOT

Something about Me and You Pt. 04

 — Michael and Sam explore their sexuality; an unexpected visit. by Erichmasterfield01/29/204.69HOT

Something Better

 — Unexpected love is the best cure for a broken heart. by DamienDeath2002/27/174.74HOT

Something Better Ch. 02

 — Casey takes up Gabbi's offer, and the two go on a date. by DamienDeath2003/04/174.78HOT

Something Better Ch. 03

 — Gabbi and Casey take their relationship to the next level. by DamienDeath2012/06/184.83HOT

Something Better Ch. 04

 — After their romantic night, the couple heads to the carnival. by DamienDeath2011/10/224.86HOT
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