‘jail’ stories

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

Kaya takes a fresh approach to corrections.

Emma's prison simulation experience begins.

...where I am?

Her horny admirers have plans for pretty wife.

Letter to a departed lover.

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

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

A hot young teacher spends a weekend in jail.

Three tales about incarceration.

A weekend getaway, interrupted - crime and punishment.

Her Intro to the darker sides of jail.

Cathy earns her freedom.

It's so forbidden she can't resist.

His first experience after prom night.

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

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

I get punished for drinking driving and lying about it.

She's thrown into jail and a lesbian relationship.

Guards have fun at young newscaster's expense.

Brian's New Friend.

Wife's drinking paves the way for disaster.

Darius is thrown into a medieval prison.

Brian Meets His Roommates.

The past comes back hard.

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

Just the beginning.

Scarlett Johansson is arrested for drunk driving.

A Mom Goes to Prison and experiences the intake process.

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

Rachael learns about jail.

A case of mistaken identity lands Gyllen in prison!

Officers check a teen actress into the county lock up.

Cuckolds beware: prisoners are coming for your hot wives!

A MILF has a choice during a hurricane.

Carrie has a romantic encounter with her cellmate.

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

Her own fantasies create her prison.

Short, and the sweet.

Holly is sent to debtor's jail.

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

Inmate's needs need attention.

Strip search leads to her sucking the guard off.

Lindsay Lohan is in trouble yet again.

Betty's motives against Mary are revealed.

Trained in a cell jail to please a prisoner.

Merle finds himself in jail and in trouble...

An alternate version of stev2244's original.

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

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

Losing her virginity in an unexpected way.

Wife is jailed and punished in a far away place.

A letter from the outside to an inmate.

I walked into the Jergenson Correctional Facility.

A letter from an inmate to her boyfriend.

Emotionally wrung-out.

Conclusion. Jonathan gets sent to jail.

Unlucky girl writing about her unfortunately situation.

Vicky's fuckup.

Girlfriend finds out what it's like to go to jail.

Stealing panties, masturbation, getting caught & doing time!

Prison pen pal should have known better.

A birthday letter to my lover in jail.

Holly meets her new cellmate.

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

An impatient prisoner makes a deal with the prison guard.

A prison story about visiting college girls.

Mistaken identity puts a man on a brutal chain gang.

TV journalist goes to jail to earn ratings points.

Letters between a loving couple.

Jailed dad cuckolded by MILF stepmom & buddy's younger bro.

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

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