Search
Literotica Video
On Demand

Related tags

Active Tags


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

Stories

Chastity with Ex as Keyholder

 — Ex discovers secret chastity fetish while dating new BF! by chastity_sissyin  Fetish09/21/114.52HOT

Discovering Mistress Sarah's World Pt. 06

 — Josie experiences his first night out as a 'girl'. by oneguy4funin  Transsexuals & Crossdressers09/08/114.56HOT

Party with Wife and Her Lover

 — Conned into gay encounter. by colleenslittletoyin  Gay Male09/03/114.09

Another Prison Story

 — White boy meets black man. by frezrevupin  Gay Male09/02/114.49

Teamviewer Enslavement Ch. 02

 — What could I do to reverse the damage? by jothesmoin  BDSM09/02/114.55HOT

Cum Clean, Leave Full

 — A sissy princess plays sperm whore in a gangbang clean-up. by darkheathyrin  Transsexuals & Crossdressers08/30/114.51HOT

My Girlfriend Made Me a Sissy Ch. 02

 — Second part. Jess pushes her control further. by libertinaXxin  Transsexuals & Crossdressers08/30/114.46

His Sissy Bitch Ch. 02

 — A boss uses his employee for the job he's truly skilled at. by keptsissyin  Transsexuals & Crossdressers08/28/114.57HOT

His Sissy Bitch Ch. 01

 — A man's employer uses him for more than an employee. by keptsissyin  Transsexuals & Crossdressers08/28/114.39

Robin and Jimmy Olsen - Sissies Ch. 01

 — Former sidekicks out on dates with hunky superheroes. by tawnysuedein  Celebrities08/27/114.09

My Girlfriend Made Me a Sissy

 — A guy is transformed into a sissy slut. by libertinaXxin  Transsexuals & Crossdressers08/26/114.33

We Need a Man in the House

 — Girlfriend brings a real man home. by colleenslittletoyin  Transsexuals & Crossdressers08/24/114.27

The Seven Dressing Sins: Pride

 — My girlfriend's fantasy humbles me. by purekinkin  Transsexuals & Crossdressers08/23/114.40

Sissification

 — The Vix makes an appearance at a local bar. by CDYukiin  Transsexuals & Crossdressers08/20/114.31

Trapped and Trained Ch. 18

 — Candi heads to the Shady Ranch for her new job. by SissyIndyin  Transsexuals & Crossdressers08/12/114.47

My Strapon Fantasy

 — A girl helps her boyfriend live out his fantasy. by libertinaXxin  Transsexuals & Crossdressers08/12/114.50HOT

Black Sissy For White Mistress

 — White woman strapons sissy black male maid. by Samuelxin  Interracial Love08/07/112.90

Black Sissy For White Goddess

 — White woman strapons black male sissy maid. by Samuelxin  Interracial Love08/07/112.31

Black Sissy For White Queen

 — Black male sissy maid rides white woman strapon. by Samuelxin  Interracial Love08/07/112.95

A Panty Boy Confession Ch. 01

 — Learning she likes guys who dress spurs confession. by Creativekinkin  BDSM08/05/114.37

Selection Day

 — In a femdom utopia/dystopia, a male's fate is determined. by JMaxwell69in  Sci-Fi & Fantasy08/01/114.11

Alternate Ch. 01

 — What had she called it, a courtesan? by CandiCamein  Gay Male07/31/113.50

A Sissy's Reward

 — Pleasing a real man, being a perfect sissy. by keptsissyin  Transsexuals & Crossdressers07/25/114.32

New Job, New Life as as Sissy Slut Ch, 02

 — Man becomes more of a sissy slut for his "boss". by sdbottomslutin  Transsexuals & Crossdressers07/22/114.38

The Farm Ch. 02

 — The payment becomes dearer. by Stillhererin  Transsexuals & Crossdressers07/17/114.54HOT

I Begged Him To Kiss Me! Ch. 01

 — A young married guy is seduced by his elderly male neighbor. by abcuma77in  Transsexuals & Crossdressers07/12/114.47

In Return For All The Times

 — She takes advantage of her boy's fetish. by divby0in  NonConsent/Reluctance07/11/113.66

Craig's New Life

 — Forced to play for the other team. by Sweet0nein  Transsexuals & Crossdressers07/09/114.39

A Sissy (S)exercise Fantasy

 — An exercising sissy gets a protein injection from a cop. by darkheathyrin  Transsexuals & Crossdressers07/08/114.37

The Farm

 — The price of hitchin' a ride. by Stillhererin  Transsexuals & Crossdressers07/07/114.11

Another Submissive Slut Ch. 11

 — Being good for the landlady. by Stillhererin  Transsexuals & Crossdressers07/04/114.37

Slip-n-Slide Bride

 — Man gets front-row seat to his white wife's black honeymoon. by scatwomanin  Illustrated06/30/113.04

Wide Receiver

 — Cheerleader punks out quarterback boyfriend to black team. by scatwomanin  Illustrated06/30/112.65

Mandingo Row

 — Man follows wife to see where all the white women go nightly. by scatwomanin  Illustrated06/30/112.61

Like Mother, Like Sissy

 — A sissy learns he is a princess . . . and a sperm whore. by darkheathyrin  Transsexuals & Crossdressers06/29/114.30

Cuckold Husband Ch. 04

 — Husband experiences his first taste of abuse. by lace_loverin  Fetish06/22/114.23

Steve's Maid

 — Steve is sissified slowly by his new dominant maid, Tulip. by Mixedwritings1993in  Fetish06/22/113.96

Another Submissive Slut Ch. 10

 — Paying for it. by Stillhererin  Transsexuals & Crossdressers06/18/113.80

Trapped and Trained Ch. 17

 — A night out in Vegas... by SissyIndyin  Transsexuals & Crossdressers06/17/114.55HOT

A Single Night

 — A slut and his wife have some gender bending fun. by TwistedThoughtsin  Transsexuals & Crossdressers06/16/113.94

Discovering Mistress Sarah's World Pt. 05

 — Sarah continues the feminization focusing on Joe's psyche. by oneguy4funin  Transsexuals & Crossdressers06/12/114.34

Teamviewer Enslavement

 — A man decides to play with a mistress on his computer. by jothesmoin  BDSM06/04/114.43

Another Submissive Slut Ch. 09

 — Teddy's play thing. by Stillhererin  Transsexuals & Crossdressers06/02/114.24

Cheap Sissy Whore To Call Girl Ch. 03

 — Nicole gets used by the client and his friends. by HardSoftin  Transsexuals & Crossdressers05/29/113.87

New Job, New Life as as Sissy Slut

 — Man gets a job cleaning a house, but gets much more! by sdbottomslutin  Transsexuals & Crossdressers05/28/114.48

Bitch Dick Twitch

 — A sissy boy wakes his master in the morning. by cockmachinein  Gay Male05/25/113.96

A Deal with Daddy

 — Gay incest! Dad lets son fuck mom, for a price. by Psickoin  Incest/Taboo05/12/113.56

Xaxac Brigadon & Knights of Order Ch. 01

 — Becoming a courtesan. by CandiCamein  Gay Male05/11/113.60

The First Day Ch. 01

 — Preparing for First Encounter with Mistress. by MIkeyOctoin  BDSM05/09/114.00

Discovering Amber Ch. 03

 — A sissy shopping trip to the mall is fun for everyone! by Ms_Allisonin  Transsexuals & Crossdressers05/08/114.53HOT

My Wife Meets Her Lover Ch. 02

 — My wife's lover comes to stay. by giantjetin  Loving Wives04/30/113.83

Panty Boy Halloween

 — A panty boy becomes the perfect party favor. by pantyboy4mistressin  Transsexuals & Crossdressers04/27/114.09

Break-Up Bitch

 — John only thought he was dumping her... by bartleby_prefersin  Fetish04/27/114.13

A New Life Ch. 02

 — Man wins the lottery & decides to explore his dream life. by Struck21in  Transsexuals & Crossdressers04/22/114.32

A Harmless Fantasy?

 — A guy thinks about what it would be like to be a sissy slut. by Ginatheslutin  Transsexuals & Crossdressers04/15/114.06

Trapped and Trained Ch. 16

 — Candi goes on a vacation... sort of... by SissyIndyin  Transsexuals & Crossdressers04/03/114.55HOT

Cheap Sissy Whore To Call Girl Ch. 02

 — Nicole works the brothel waiting room. by HardSoftin  Transsexuals & Crossdressers04/02/113.93

Daniel, Dani, Dana Ch. 02

 — Sweet sissy Dana moves farther along. by daisyboi_sissyin  Transsexuals & Crossdressers04/02/114.74HOT

Discretion is the Better Part...

 — Handyman discovers his true calling. by peachesmelbain  Fetish03/30/114.71HOT

Another Submissive Slut Ch. 08

 — Meeting Mr Lennie's friends. by Stillhererin  Transsexuals & Crossdressers03/27/114.31

Cheap Sissy Whore To Call Girl

 — Sissies dream to become America's top call girl. by HardSoftin  Transsexuals & Crossdressers03/21/113.76

Daniel, Dani, Dana

 — Sweet sissy Dana. by daisyboi_sissyin  Transsexuals & Crossdressers03/17/114.40

Whore for Succubus Ch. 02

 — David experienced being a slave in both realms! by Mixedwritings1993in  Sci-Fi & Fantasy03/04/114.35

The Neighbour's Secrets

 — A mature, bi-sexual lady and her stories of incestuous sex. by hohoby2in  Incest/Taboo03/03/114.43

First Time Sissy Maid

 — He is turned into a slutty maid by a dominant couple. by bart2077in  Transsexuals & Crossdressers03/01/114.16

A Wonderful Wife

 — Wife cuckolds husband after finding his stash of stories. by rockpaperscissor8in  Loving Wives02/26/114.00

Wife Makes Me A Cuckold

 — Wife fullfills husbands desire to be a cuckold. by rockpaperscissor8in  Loving Wives02/24/114.07

Another Submissive Slut Ch. 07

 — The cost of a credit card. by Stillhererin  Transsexuals & Crossdressers02/17/114.39

From Brother to Bitch Ch. 02

 — James becomes a sissy start. by Mixedwritings1993in  Gay Male02/16/113.61

From Brother to Bitch Ch. 01

 — Transformation of a brother to a sex dog. by Mixedwritings1993in  Fetish02/09/113.77

Trapped and Trained Ch. 11

 — Candi's first day of her new life - back to training. by SissyIndyin  Transsexuals & Crossdressers02/05/114.48

The Night of My Life

 — A sissy goes to prom. by TheGenderBenderin  Transsexuals & Crossdressers02/05/113.21

Trapped and Trained Ch. 10

 — Candi's night at the club comes to an end. by SissyIndyin  Transsexuals & Crossdressers01/28/114.47

Unfinished Business

 — New client boldly ups the ante upon a second visit. by lilblkboyin  Transsexuals & Crossdressers01/28/114.35

The Road Less Traveled

 — Older man finally gives in to urge to use a younger sissy. by lilblkboyin  Transsexuals & Crossdressers01/27/114.35

Another Submissive Slut Ch. 06

 — Servicing Ms Shawna and Mr Lennie by Stillhererin  Transsexuals & Crossdressers01/26/114.45

Trapped and Trained Ch. 09

 — Candi's night out begins... by SissyIndyin  Transsexuals & Crossdressers01/23/114.57HOT

I Just Took A Shower...

 — Lust, exploration in the shower. by lipglossdreamsin  Gay Male01/23/113.69

Caught in Panties & Dominated

 — Caught in panties and dominated by a real man. by Tracy69in  Transsexuals & Crossdressers01/21/114.08

Milkmaid at the Back Door

 — This poor Sissy gets ganged by guys and miked by girls! by Cumfusionin  Transsexuals & Crossdressers01/09/114.36

Another Submissive Slut Ch. 05

 — Mr Lennie arrives. by Stillhererin  Transsexuals & Crossdressers01/03/114.37

Domme-in-Law Ch. 02

 — Jim's Mother-in-Law continues his education. by bartleby_prefersin  Incest/Taboo12/21/104.50HOT

Domme-in-Law

 — Jim finds a new side to himself and his in-laws. by bartleby_prefersin  Incest/Taboo12/13/104.37

Another Submissive Slut Ch. 04

 — She rules my world. by Stillhererin  Transsexuals & Crossdressers12/08/104.42

Becoming a Sissy Slave

 — A life decision awaits -- sissy slut slave or not? by mikhaylacummein  Transsexuals & Crossdressers11/17/104.20

Another Submissive Slut Ch. 03

 — From the coffee shop to the sex shop. by Stillhererin  Transsexuals & Crossdressers11/09/104.44

Sissy Finds Black Cock Bliss

 — Terry's journey to accepting his submissive role. by frezrevupin  Transsexuals & Crossdressers10/28/104.65HOT

Trapped and Trained Ch. 07

 — Candi's time as the party maid ends with a demonstration. by SissyIndyin  Transsexuals & Crossdressers10/26/104.38

Trapped and Trained Ch. 06

 — The party starts with Candi as the maid. by SissyIndyin  Transsexuals & Crossdressers10/25/104.48

Trapped and Trained Ch. 05

 — Candi comes back for the start of a long, long night. by SissyIndyin  Transsexuals & Crossdressers10/24/104.38

Halloween Agreement

 — I agree to Her costume suggestion, and then much more... by princess_nicolein  Transsexuals & Crossdressers10/19/104.42

Trapped and Trained Ch. 04

 — The end of Candi's second (and hopefully last) session. by SissyIndyin  Transsexuals & Crossdressers10/17/104.38

Discovering Mistress Sarah's World Pt. 04

 — Joe discovers the joy of Miss May's strap-on. by oneguy4funin  Transsexuals & Crossdressers10/06/104.50HOT

Madame Jenoix

 — Be careful spying on girls, you might get caught. by Candourin  Transsexuals & Crossdressers09/21/104.61HOT

Sabbatical or Continuous Gang Bang? Ch. 02

 — Rick and I spend the rest of the day on into the night alone. by TonyaTV69in  Transsexuals & Crossdressers09/17/104.64HOT

Sissy Shopping

 — A sissy is spotted shopping, and gets used. by Candourin  BDSM09/17/104.66HOT

What Am I Going To Do To You?

 — Mistress tells you what she has done to you. by Candourin  NonConsent/Reluctance09/08/103.78

Bitch Maker Ch. 03

 — Forced feminization by two shemales. by YANKEE DANin  Transsexuals & Crossdressers08/25/104.36

Being Barbi's Bitch

 — Shemale goddess shows amateur sissy the ropes. by darkheathyrin  Transsexuals & Crossdressers08/17/104.57HOT

Discovering Mistress Sarah's World Pt. 03

 — Joe is transformed into a sissy & showed off. by oneguy4funin  BDSM08/14/104.40
PreviousNext
Page:34567

Active Tags


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

Please, separate your tags with comma: anal orgasm, oral sex.

Read the Literotica Story Tag FAQ for more information on these tags.