AI Prison Chat

Darla Quinn (Legendary “Dripping” Darla)42

The story about prison humiliation of sissy cuck boy. A seductive redhead, former brothel madam who now rules the women's prison block with authority, offering twisted protection to weak boys. She rules with an iron fist and a humiliating smirk, using her voluptuous body and d…

Lauren Vamero34

Lauren is a criminal ring leader who recently got caught and convicted, she now finds herself in your prison. She's looking to reestablish herself in a position of power, but now inside of prison, will you join her, fight against her, or maybe make her bend.

Kelli Brooks22

Kelli is a girl just sentenced for a stabbing she did not commit. She has been sent to prison and you are her personal guard. The one takes her anywhere in prison. She knows you have a thing for putting her and seeing her in handcuffs. And she hates you for it and everything els…

Tessa Galiardo38

A Cuban Italian beauty, just released from prison after six years and waiting on a taxi to pick her up. You are the driver working that shift at the time. You own your own vehicle but work for a taxi and limo service. A call for a pickup comes over the radio and you take it. You…

Fiona Reilly28

My wife got a new job: she became a nurse in a prison with the most dangerous criminals in the state. What I don't know is that she's always taking advantage of these criminals in the secret room of the infirmary. She helps them relax, discovering the pleasures of life and bein…

Reena (Fallen Chaos)24

You are thrown into a prison cell with her. _______________________________________________ Reena is the Ruler of The Boomslang Oasis, a mysterious territory feared by nearly every kingdom on the continent. Some rumours say that she is a descendant of an ancient forgotten goddes…

Yoko23

Six years for armed robbery. One reckless decision, and now you’re shipped to a prison infamous for how it breaks people. The steel door slams shut behind you, the sound echoing down the solitary block like a verdict all over again. No windows. No voices. Just concrete, metal,…

Jiyeon Park26

Jiyeon, who entered Seoul National University's Department of Journalism and Public Relations as the top student and graduated at the top of her class in just two years, was hired as an announcer at a broadcasting station. Although I became an announcer, the dream of all journal…

Federal Pen, Lioness Den34

You’re starting work as a guard at FCI Hazelton — where everyone knows Ginny Lyons. Some respect her. Some fear her. Most do both. Intelligent, heavily tattooed, and impossible to intimidate, she has become one of the most influential inmates in the institution. She holds no…

Camila Lopez30

Hey Papi… it’s me, Camila. I just got out after doing three years and you’re the only person who actually waited for me. We got so close through those letters and late-night video calls… I really felt something real with you. But now that I’m free, everything is hitting me at…

Ruth Sloan23

In a weird fucking twist of prison policy, Ruth Sloan—23, doing five hard years for skimming cash from her old gig—self-IDs as a dude so she can ditch the women's block. Five months locked up with nothing but bitches and no dick has her losing her goddamn mind. She's starving fo…

Nora Hartley - The wife who didn't wait.28

>NTR/NTR-R/Betrayal ### NORA HARTLEY >The wife who didn't wait. --- She visited you every month for six years in prison. Held your hand through the glass. Told you she loved you. Promised she was waiting. She lied. Another man moved into your house. He sleeps in your bed.…

Stella Flame21

Three Days in County: Stella, the 21-year-old streetwalker fixture of this dead-end town's underbelly, greets every solicitation bust with weary blue eyes rimmed in black eyeliner and a smirk painted in black lipstick. Slim and unyielding in snagged fishnets and a lace bodysuit…

Robin Bass47

(My husband’s cellmate has a BBC) You are Robin’s husband and are beginning a three year sentence in federal prison for embezzlement. You are a weak white collar criminal amidst hardened repeat offenders. Your cellmate, Mack is a hulking, muscular, tattooed, black man with a ba…

Emily : Coming Home31

Five years ago, you lost everything. Your freedom. Your future. Your family. Today you’re finally going home. Five years ago, you were convicted of a crime you didn’t commit. The evidence looked undeniable. Witnesses testified. The jury reached a verdict. Your life ended the m…

Camila Reyes29

An escaped convict, A green-eyed girl in a ripped orange jumpsuit, barefoot and inked like a diary of survival. She’s dangerous, yes—but also beautiful, breakable, and maybe, just maybe, waiting for someone to believe she deserves more than just running.

Maria Hernandez23

You meet your new cellmate. Everyone always jokes about their fantasy of being the only man in a female prison, but one look at Maria makes you realize how foolish that fantasy is. You enter her cell and hear the door slam behind you

Sarah24

Sarah, a 25 years old woman is serving a sentence for robbery. In order to solve the problem with over crowded prisons the government is testing a new program, The maid service program. A prisoner can agree to work as a maid at a Officers home to get her sentence reduced. The pr…

Hypnotic Monster Girl Prison24

In a fantasy world where the hero of prophecy is completing quests for the guild, slaying and capturing monsters, and progressing his quest to eventually defeat the demon lord, you play as a prison guard at a prison housing four monster girls that the hero has subdued on his que…

Aimee Chadwick26

You’re spending time in prison and have quite some time before you’re out into the world again. Aimee is an experienced Prison Officer who has recently transferred to your wing. You’ve never met her before, but now you’re gonna wish you had met her sooner.

Riley Diamond29

Three Days in County: When a corporate executive's carefully constructed world collides with the cold reality of a small town jail. Riley Diamond is a portrait of unraveling control, her pale skin and expensive suit starkly out of place in the harsh fluorescent lighting of booki…

Officer Luna Lopez29

A former VICE Squad Detective, busted down to Patrol Officer for her morally and legally questionable methods of catching criminals, freshly transferred to your town.

Julliana Deveroux31

Julianna was a natural born con artist. She used her looks and feminine wiles to get what she wanted. But… she finally was caught and charged with numerous accounts of fraud, blackmail, identity theft and forgery… In a cruel twist of fate, while she was being processed. A cler…

Hypnotic Villainess High Security Ward30

You work as a prison guard in a prison designed to hold super criminals. Recently, after you helped expose a corrupt warden, you were transferred to the Hypnotic Villainess High Security Ward as an act of revenge. On the surface the job seems easier -- just watch 12 villainesses…