‘jail’ stories

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jail

Tooth and Claw

A prisoner gets her comeuppance from a domme...

BDSM 09/30/2017

Sex or Jail

A MILF has a choice during a hurricane.

NonConsent/Reluctance 09/13/2017

Seduction at the Old Gaol Ch. 10

She unlocks James from the box, takes him to meet her family.

BDSM 08/13/2017

Seduction at the Old Gaol Ch. 09

Belinda teases, fucks and leaves him locked in a box.

BDSM 08/07/2017

Imprisoned by My Fantasy Ch. 04

As the night ends, I have to choose; cumming or leaving?

Transsexuals & Crossdressers 07/13/2017

Imprisoned by My Fantasy Ch. 03

After being arrested, I'm taken to jail in my hooker-wear.

Transsexuals & Crossdressers 07/10/2017

Imprisoned by My Fantasy Ch. 02

We go forward with her plan to have me arrested as a hooker.

Transsexuals & Crossdressers 07/02/2017

Seduction at the Old Gaol Ch. 08

Incarceration and sex: life as a prisoner in Belinda's gaol.

BDSM 06/30/2017

Imprisoned by My Fantasy Ch. 01

A feminized cuckold's wife wants to fulfill his fantasy.

Transsexuals & Crossdressers 06/30/2017

Seduction at the Old Gaol Ch. 07

Infatuated with Belinda, James moves into his jail cell.

BDSM 06/26/2017

Seduction at the Old Gaol Ch. 06

James is naked, handcuffed and taken advantage of by Kate.

BDSM 04/16/2017

Seduction at the Old Gaol Ch. 05

Belinda uses rivets to permanently lock his shackles.

BDSM 03/19/2017

Seduction at the Old Gaol Ch. 04

The lovers are locked in the cell for the night.

BDSM 02/13/2017

Seduction at the Old Gaol Ch. 03

Belinda turns James into part of the gaol's exhibit.

BDSM 02/03/2017

Seduction at the Old Gaol Ch. 02

Belinda and James explore the gaol's torture devices.

BDSM 01/27/2017

Ashley's Campaign Ch. 19

Ashley in Jail.

NonConsent/Reluctance 12/21/2016

Prison Life Ch. 01

Steven goes from frat boy to Prison Bitch.

Gay Male 10/11/2016

Seduction at the Old Gaol

Flirting, Seduction, Imprisonment on a visit to the Old Gaol.

BDSM 09/28/2016

My Training In Prison

Trained in a cell jail to please a prisoner.

BDSM 05/09/2016

Sarah's Prisoner

Stealing panties, masturbation, getting caught & doing time!

Incest/Taboo 04/29/2016

On the Chain

Mistaken identity puts a man on a brutal chain gang.

Non-Erotic 03/02/2016

Leanna

Stuck-up schoolgirl spends a night in jail.

NonConsent/Reluctance 02/21/2016

Undercovers Pt. 02

Rookie Officer gets to work.

Transsexuals & Crossdressers 02/12/2016

Hard Time in Prison Pt. 01

White boy Brad goes to prison.

Gay Male 01/27/2016

Neighborly Gesture Ch. 02

Ben and Keisha get closer during a night of passion.

Erotic Couplings 10/17/2015

Bad Boy Next Door

Love with thy neighbour.

Gay Male 09/24/2015

Roxie & Erica: Blair's Victory Pt. 02

Blair takes total control.

NonConsent/Reluctance 08/06/2015

Roxie & Erica: Blair's Victory Pt. 01

An alternate version of Prison Pet where Blair wins.

NonConsent/Reluctance 07/25/2015

Uncle Finds a Worthy Task Pt. 01

BDSM, Incest, Golden Shower.

Incest/Taboo 07/09/2015

The Queen Inmate's Pet Ch. 01

A human guard starts working at an all-female alien prison.

Sci-Fi & Fantasy 01/29/2015

Prison Pet Pt. 06

Erica's story of submission comes to its conclusion.

NonConsent/Reluctance 12/20/2014

Prison Redefined Ch. 02

Part 2 of the Saga.

Exhibitionist & Voyeur 11/14/2014

Prison Pet Pt. 05

Erica's next teacher Toni has a shocking secret.

NonConsent/Reluctance 10/28/2014

Payback - Ten Fold and Then Some

Even a wimp has his limits.

Loving Wives 10/21/2014

Prison Pet Pt. 04

Erica faces her most difficult test yet: A night with Blair.

NonConsent/Reluctance 10/11/2014

Wrongful Revenge Ch. 02 - FTDS

A wrongful revenge retaliation.

Loving Wives 09/28/2014

Timmy's Prison Cavity Search Ch. 04

Timmy takes the HGH mutated prison daddy monster cock.

NonConsent/Reluctance 09/16/2014

Timmy's Prison Cavity Search Ch. 02

Timmy is reunited with an old buddy from the streets.

NonConsent/Reluctance 08/31/2014

Prison Pet Pt. 03

Avette teaches Erica the wonders of anal sex.

NonConsent/Reluctance 08/29/2014

Prison Pet Pt. 01

Erica draws Roxie's attention at all all-girl prison.

NonConsent/Reluctance 08/15/2014

Prison Redefined Ch. 01

Katie, Juliet, and Lily get arrested by a new government

Fetish 08/04/2014

The Prisoner

A dangerous prisoner is held in Whiterun's dungeons...

Sci-Fi & Fantasy 07/09/2014

Lacey's Arrest

Lacey's first time as a hooker doesn't go as planned.

Fetish 06/20/2014

High Society to Chain Gang

Wall Street crash- a jailed socialite sells herself to eat.

BDSM 06/04/2014

The Toybox Ch. 01

Teen twink Noah is forced to suck his first dick in prison.

Gay Male 04/24/2014

Revenge Works Both Ways - FTDS

Stupid Revenge Rebounds. Sequel to kajiralyma's Revenge

NonConsent/Reluctance 12/31/2013

The Cuckold Diet Challenge Ch. 08

The End of the Story.

Loving Wives 10/08/2013

Suffocating Darkness

Marie is visited in jail by a demon with an offer.

Erotic Horror 10/05/2013

Addicted Ch. 02 - FTDS

Costly Addiction - my ending to CuckStudent's Addicted

Loving Wives 09/16/2013

How High A Price - Anon

Susan's Choice - Sequel to Troubador's How High A Price

Loving Wives 09/15/2013

Alice is Arrested and Goes to Jail

To get an A she goes to jail to experience what it is like.

Fetish 06/14/2013

Seventeen Ch. 01

A 19-year-old girl named Seventeen is in prison.

BDSM 04/17/2013

Nic(k)ed

A woman gets taken by her butch cellmate.

NonConsent/Reluctance 03/21/2013

I'm not an Evil Man

What was her intent?

Loving Wives 03/20/2013

Sweet Revenge Ch. 03

Conclusion. Jonathan gets sent to jail.

NonConsent/Reluctance 03/17/2013

Allyson the Sissy Whore Ch. 02

Day two of her whore weekend.

Transsexuals & Crossdressers 12/26/2012

21st Century Slave Ch. 01

Wife is jailed and punished in a far away place.

NonConsent/Reluctance 12/13/2012

Jail Time Ch. 02

A meeting on the street.

Gay Male 12/12/2012

Money, Sex, Wife & Daughter Ch. 01

Mike steals money and gives his wife and daughter as payback.

Incest/Taboo 12/12/2012

Jail Time Ch. 01

Caught and dominated by powerful black guys.

Gay Male 12/01/2012

Native American Nympho Stoner Ch. 03

She smokes weed until passing out, aims at keeping Butch.

Romance 11/28/2012

John and Jane

Letters between a loving couple.

Letters & Transcripts 10/22/2012

Happy Endings

Desiree learns the tricks of the trade.

Transsexuals & Crossdressers 10/17/2012

Ex-Cellmate Looks Him Up

She's back for her bitch.

Transsexuals & Crossdressers 10/16/2012

Cobra Crew: Freeing Escobar Ch. 06

Last round of fun with the hostages before the exit.

NonConsent/Reluctance 09/18/2012

Cobra Crew: Freeing Escobar Ch. 04

A new victim falls into the hands of the Cobra Crew.

NonConsent/Reluctance 09/16/2012

Coincidentally By Design Ch. 02

Short, and the sweet.

Loving Wives 08/29/2012

Is That How You Saw It Matt?

There was a few things Matt left out of the story.

Loving Wives 08/27/2012

The Storyteller

A writer finds himself in gaol in rather rough company.

Sci-Fi & Fantasy 08/22/2012

Conjugal

I walked into the Jergenson Correctional Facility.

Erotic Couplings 08/21/2012

Shortening His Sentence Ch. 02

More shemale inmates enter the mix.

Transsexuals & Crossdressers 07/29/2012

Swift Sword of Justice

A judge has it his way in Mississippi.

Gay Male 07/19/2012

Shortening His Sentence

All he has to do is date the worst shemale inmate.

Transsexuals & Crossdressers 06/15/2012

Sexy Cop Traffic Stop

Sexy brunette takes it up the ass to avoid a ticket and jail.

Anal 06/09/2012

The Inheritance

Cheating, Betrayal, Jail, Treasure and True Love.

Loving Wives 05/14/2012

Excuse Me..Could You Please Tell Me

...where I am?

Incest/Taboo 05/09/2012

Cleaning Job

A job cleaning a school is much more fun that it sounds.

Erotic Couplings 05/05/2012

It's All My Fault Ch. 02

After all thats happened she want to get her husband back.

Loving Wives 04/27/2012

Julia Meets A New Guard

Guard shows another the benefits of working nights.

Group Sex 02/07/2012

On Your Knees Ch. 09

Vicky's fuckup.

BDSM 02/07/2012

Caught Masturbating in Prison

Guard catches her and discovers her love for cocksucking.

NonConsent/Reluctance 01/23/2012

Accused Ch. 02

Betty's motives against Mary are revealed.

NonConsent/Reluctance 01/16/2012

Hellsgate Prison

Her own fantasies create her prison.

Fetish 01/05/2012

A Lesson in Imprisonment Ch. 01

A hot young teacher spends a weekend in jail.

BDSM 12/07/2011

Anger Management

I'm not really that bad, "Am I"

Loving Wives 11/29/2011

Brought to Her Knees for Guard

Strip search leads to her sucking the guard off.

NonConsent/Reluctance 11/20/2011

Lindsay Lohan's Arrest

Lindsay Lohan is in trouble yet again.

Celebrities & Fan Fiction 10/28/2011

Serie Noire 01

The power outage that blacked out my life.

Loving Wives 10/10/2011

Technical Difficulties Episode 08

A trashy vampire serial. (Bailing Ryan's sister out of jail)

Gay Male 10/06/2011

Todd & Marty's New Beginning Ch. 07

Todd and Marty meet on the pier.

Celebrities & Fan Fiction 08/04/2011

Prison Time Ch. 02

KT makes a bad decision.

Gay Male 07/31/2011

Welcome to Jail Sky!

Sky gets a rousing welcome to Jail.

NonConsent/Reluctance 07/17/2011

Prison Time

Protecting Hayden turned into more than KT wanted.

Gay Male 07/08/2011

Scarlett's DUI

Scarlett Johansson is arrested for drunk driving.

Celebrities & Fan Fiction 06/27/2011

Spanked in Jail

Lauren's spanking while serving a jail sentence.

Lesbian Sex 04/21/2011

Lord Oakes' Daughter Ch. 01

Cast out publicly whipped sold into servitude and ravished.

NonConsent/Reluctance 02/05/2011

Those Who Cuckold Get Paid Back

Her horny admirers have plans for pretty wife.

Loving Wives 01/25/2011

The Prison Tour

A prison story about visiting college girls.

Non-Erotic 12/06/2010

Don't Drink and Drive

I get punished for drinking driving and lying about it.

NonConsent/Reluctance 11/25/2010

Janie Goes to Jail

Janie accepts a dare that leads to trouble.

Exhibitionist & Voyeur 11/23/2010
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