
Hard Time
The toughest prison sim in the yard has been locked back up to serve another sentence in 2D!
If Hard Time III scratched a funny and brutal itch for you, keep reading. These games are a good place to start.
The Escapists 2 is a pixel-art prison sandbox about faking a quiet inmate life while plotting a loud exit. You attend roll call, work jobs and follow routines, then steal forks, craft tools and chip at walls behind a poster. With 11 prisons, tricky combat and four-player breakouts, it rewards patient planners with a funny, tense payoff.
Also in Co-op · Funny, Replayable, Chaotic
A first-person prison guard sim with a dark sense of humor. Search cells for contraband, break up fights with a baton, shoot hoops on break, and decide who you are behind the walls: a model officer or the most corrupt guard in the block. The prisoner creator alone is worth it.
Funny, Chaotic, Dark
Fresh out of jail and already in debt to the stranger who bailed you out, you have one way to pay it back: break into houses and pull bigger jobs. Go quiet with lockpicks and sleeping gas, or loud with a baseball bat, solo or with three friends.
Also in Co-op · Funny, Replayable, Chaotic
Too long in this prison. Pull up the carpet, dig with a teaspoon, and smuggle the sand out via the toilet. Sell junk to the guard, trade toilet paper with cellmates, upgrade your shovel, and follow letters that hint where to dig. A calm, funny escape plan that rewards one more trip into the tunnel.
Funny, Replayable, Chaotic
Survive the galaxy's toughest prison and rise to the top of a space gang! Explore, fight, craft, trade and learn convicts' stories to escape the facility. Space Prison is a turn-based tactical survival game with deep strategy and social RPG elements.
Funny, Replayable, Dark
Relive your school days in 3D, where old school graphics bring back timeless fun! Create your own star student and attend a schedule full of classes in time to gather the knowledge you need to thrive, while an equally important popularity contest challenges you survive...
Also in Co-op · Funny, Replayable, Chaotic
A social deduction game for 3 to 11 players: prisoners loot, craft and plot their escape within four days, while guards search, watch and arrest anyone who looks suspicious. Cute, colorful and chaotic, it turns a prison break into a round of bluffing, digging and yelling at your friends.
Also in Co-op · Funny, Replayable, Tense
Build and run your own prison in this top-down management sim. Lay out cell blocks, hire guards and psychologists, set reform programs, and keep the world's most ruthless inmates from turning your careful design into a flood, fire, fight or full-blown riot. A darkly funny sim where every decision has consequences.
Replayable, Dark
A story-rich prison RPG: you have 21 days to gather evidence, survive Boulderton Prison and break out. Play a framed reporter or an undercover agent, befriend 47 inmates, pick a gang or play lone wolf, and find your own route to freedom in a pixel-art mystery with multiple endings.
Replayable, Dark, Tense
Build an intricate prison, hire the best staff, and pamper your prisoners to create the perfect rehabilitation facility in Prison Tycoon: Under New Management
Funny, Replayable
Prison Boss VR is a crafting and trading game turning your VR space into a jail cell! Craft cigarettes, alcohol and cookies for other inmates! Customize your cell as your reputation grows! Earn cash until you can’t store it anymore and become the Prison Boss!
Funny, Replayable, Chaotic
A top-down crime rampage in the spirit of the original GTA: pick one of six psychopaths, hijack tanks and bulldozers, and wreck an open city for 20 minutes until a nuclear strike ends the run. Fast, loud, bloody and genuinely funny chaos, with permanent upgrades that keep pulling you back for one more go.
Funny, Brutal, Replayable

The toughest prison sim in the yard has been locked back up to serve another sentence in 2D!

Live by the prison schedule, craft tools in secret, and pick your own route out, from tunnels to riots.

Tunnel your way to freedom one spoonful of sand at a time, trading with cellmates and following hidden letters along the way.

A chaotic first-person crime sandbox for up to four players, built around absurd missions and creative destruction.

Pick a psychopath, steal whatever has wheels or treads, and cause as much mayhem as you can before the bomb drops.

Play as a Prisoner or a Guard with up to 12 players(or alone) in an online prison game.

A fast, crude third-person shooter where you blast waves of cops solo or with three friends, and the jokes land as hard as the gunfire.

Fat Prisoner Simulator 2 is a fighting simulator with realistic physics where you are going to play the role of a prisoner during a jailhouse riot.

Watch the neighbourhood, pick your moment, and walk out with everything that fits in your bag.

Sneak through loud parties as a very patient man with very bad intentions, one trap at a time.

A VR nightclub sandbox where you dance, chat up strangers, make friends, then start a brawl with them.

Manage every hour of a fighter's day in a funny cyberpunk life sim, from garage workouts to neon-lit title bouts.

Take illegal favors from the oddballs of Hobarey Town, upgrade your setup, and keep the police from noticing.

A brutal, funny mecha cop sim in a decaying open world, where the cases are strange and every quest is optional.

Pick a psychopath, steal whatever has wheels or treads, and cause as much mayhem as you can before the bomb drops.

Crime Shop Simulator: A Prison Boss Game is a VR crafting game where you play as a shop owner smuggling illegal stuff.

Simon owes dangerous people money, and tonight the only way out is The Game: dig through the dark net for hidden puzzle pieces, hack other PCs while…

A 21-day race to uncover who framed you, survive behind bars and find your own way out.

Tunnel your way to freedom one spoonful of sand at a time, trading with cellmates and following hidden letters along the way.

Hire your officers, send out patrols and grow a small-town police department at your own calm pace.

Steal cars, run clubs and warehouses, and grow your gang until every district answers to you.

Survive the galaxy's toughest prison and rise to the top of a space gang!

The mayor of Rockhaven threw you down a hole into the Undercity. Why? Net worth too low.

Relive your school days in 3D, where old school graphics bring back timeless fun!

Steal cars, run clubs and warehouses, and grow your gang until every district answers to you.

Take illegal favors from the oddballs of Hobarey Town, upgrade your setup, and keep the police from noticing.

Hire your officers, send out patrols and grow a small-town police department at your own calm pace.

Simon owes dangerous people money, and tonight the only way out is The Game: dig through the dark net for hidden puzzle pieces, hack other PCs while…

You tried to escape prison but got caught. Instead of prison, they gave you a debt. Manage a toll booth on a desert highway.

You are a slave. A collar with three lights hangs around your neck: each one fades and shocks you for mistakes or disobedience.

Tunnel your way to freedom one spoonful of sand at a time, trading with cellmates and following hidden letters along the way.

A 21-day race to uncover who framed you, survive behind bars and find your own way out.

Crime Shop Simulator: A Prison Boss Game is a VR crafting game where you play as a shop owner smuggling illegal stuff.

Pay off your debt by pulling off burglaries and bigger jobs, sneaking in solo or causing chaos with up to three friends.

Track your body, craft your gear and fight prisoners, zombies and worse on a brutal open-world prison island.

Hunt colossal enemies in fast 3D combat, alone or with friends, in a grim dystopia where every operation shortens your prison term.