‘jail’ stories

Sky gets a rousing welcome to Jail.

Ex-Con Uncle and nephew get acquainted.

An alternate version of Prison Pet where Blair wins.

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

Letter to a departed lover.

Holly meets her new cellmate.

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

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

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

Lucy is arrested, transported, and booked into the prison.

A MILF has a choice during a hurricane.

Mistress runs the prison with an iron hand.

Some prisoners just can't deal with solitary at night.

I'm finally released from jail, but a new experience awaits.

Jacqueline paced her small cell.

A wife gets a shocking letter from her incarcerated husband.

Last round of fun with the hostages before the exit.

A reformatory school where bondage is the main lesson.

An alternate version of stev2244's original.

I promised my future wife if her ex ever got out of jail...

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

Love with thy neighbour.

Blair takes total control.

Jimmy's time is almost served and Katie is ready and waiting.

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

Brendan continues his feminization as Brenda in prison.

Twink takes advantage of sex-deprived parolee.

KT makes a bad decision.

Beta bitch joins a gang as a sissy cuckboy.

Prison pen pal should have known better.

Pregnant Hannah would do anything for her husband.

Through a misunderstanding, Amy is locked in with strippers.

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

Brenda sinks further into feminization as a prison whore.

Ex-Con Uncle and nephew get acquainted.

Lindsay Lohan is in trouble yet again.

Lucy find herself in a punishment cell.

Mark finds a way to be close to Jaimie through the cell

Ashley in Jail.

Conclusion. Jonathan gets sent to jail.

Love & Faith are woven between a Priest and a convert.

Parole Board member ensures civil safety.

Belinda and James explore the gaol's torture devices.

Betty's motives against Mary are revealed.

He falls for his son's ex-girlfriend.

A sugarcane heiress is shipped off to her rival's plantation.

Vicky's fuckup.

Mark and Jaimie plead their case.

Rookie Officer gets to work.

Emotionally wrung-out.

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

Her own fantasies create her prison.

A high heavy-metal Diva gets humiliated in the jail dorm.

Lexi must choose between his freedom and Darian.

A female prison officer dominates a defiant hunky inmate.

A Mom Goes to Prison and experiences the intake process.

Uncle Joe gets sent to prison and finds relief.

A love story between man and his wife.

Lucy's inspection leads her to a different chain gang.

After too many wrong turns, she takes the wheel.

Part 2 of the Saga.

A look at life inside the worst women's prison in the US.

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

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

Jessica is arrested and taken to the police station.

Allison reveals what's in store for Prisoner Jennifer.

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

Brenda performs tricks for her master in the prison yard.

Lucy serves time in the public viewing cells.

Lucy finds herself in another punishment cell.

Short, and the sweet.

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

The past comes back hard.

Why he wanted Georgina -- and got her!

Brian Meets His Roommates.

Belinda uses rivets to permanently lock his shackles.

My version of an ending of Danielle's Revenge.

Lucy spends time in a training cell.

The Electrified Gold Clit Band.

A prisoner gets her comeuppance from a domme...

I walked into the Jergenson Correctional Facility.

Lucy continues in her training cell.

A letter from an inmate to her boyfriend.

Darius is thrown into a medieval prison.

Lucy learns who in this bondage prison will violate her.

Brian's New Friend.

Jillian finds love at the jail.

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

The lovers are locked in the cell for the night.

A "Mostly Straight" Married Man Goes to Jail.

She exists to be His, even when she's not supposed to be.

Emma's prison simulation experience begins.

Lucy works in the prison mill.

A letter from the outside to an inmate.

Claire adjusts to her new home and compares it to prison.

Claire serves time in detention.

A new prison for female jailbirds keeps inmates from escape.

Eric, Wes and Kyle are strip searched and deloused in jail.

Punishment for her Crimes.

Lucy progresses in her prison training