Prisone

Pages: NEXT ►

Order by: Popular Date Relevance

Mischief - 540p Part2

Mischief weston and shane rockford are paramours..

Added: 2026-01-24 Rating: n/a

The Pow

Park Wiley is a strong-willed Pow being limited..

Added: 2026-01-24 Rating: n/a

Dreamboy. Max Lincoln, Eurocreme 480p Part 4

Dreamboy and secret down a back alley hidden and..

Added: 2026-01-24 Rating: n/a

Arrogant Cop Tortured By His Prisoner

Officer Eli brings in rock-hard criminal Hairy..

Added: 2026-01-24 Rating: n/a

Muscle Dude Cliff Jensen Lays Claim To Prison Hoe Tony Orlando

C.O. Sebastian Keys globs off fresh encountered..

Added: 2026-01-24 Rating: n/a

Trussed Jail Part 2- Officer Delray Has His Prisoners On Brim

tied Jail Part 2. Precedingly new-comer..

Added: 2026-01-24 Rating: n/a

Folsom Jail Chad Manning Matthew Ford Tony Buff & Trey Casteel Part 7

Tony his on-screen debut, we find freshest..

Added: 2026-01-24 Rating: n/a

Lieutenant Wildes Extraordinary Justice Part 6

Lieutenant Christian Wilde loyal this whole week..

Added: 2026-01-23 Rating: n/a

Chillin' at Vinnie's 576p Part 4

Vinnie dick guys platinum-blonde bo brent and..

Added: 2026-01-23 Rating: n/a

Jurai Soles Part 5

Soles weston and shane rockford are paramours..

Added: 2026-01-23 Rating: n/a

Trussed Prison- Bad Boy Inmate Cliff Jensen Intrudes Fresh Guard Delray

Roped jail Part 1: It’s a quiet day on the..

Added: 2026-01-23 Rating: n/a

Brandon Atkins Gets A Jail Group Drill

Arrested freak Brandon Atkins is locked away in..

Added: 2026-01-23 Rating: n/a

Jail Mansion Lesson

David Benjamin flashes his stepson Brody Fox..

Added: 2026-01-23 Rating: n/a

Officer Alex Adams Sloppy Wish

Officer Alex Adams cravings that prisoner..

Added: 2026-01-22 Rating: n/a

Nacho Vidals The Box

Steamy from the evil and crooked mind of..

Added: 2026-01-22 Rating: n/a

Super-steamy Fresh Victim Drake Temple

Drake Temple is in grief in Major Josh West’s..

Added: 2026-01-21 Rating: n/a

Indecent Men - 384p

Bawdy timmy learns the rock hard way about life..

Added: 2026-01-21 Rating: n/a

Fresh Meat Inmate For Officer Maguire

Deep inwards Kink Prison, Officer Maguire brings..

Added: 2026-01-21 Rating: n/a

Insane Cop And The Sex Offender

Fuck-fest offender Caleb Colton is locked up in..

Added: 2026-01-21 Rating: n/a

Homo - XL Chisel For His Prisoner Hole - Andreas Ethan

Fag is joined by our strapping cowboy friend..

Added: 2026-01-20 Rating: n/a

Onyx Recruit Mike Gaite - The Onyx & The Redz Series Part 4

Adam Herst descends upon unaware Onyx recruit..

Added: 2026-01-19 Rating: n/a

Web cam Waiting Game (Hayden Chandler, Logan Tyler) Hd Part 5

Game offender and strength bottom jake morgan..

Added: 2026-01-19 Rating: n/a

Queer - Peter Annaud & Tom Rogers

With their parents gone, step- Queer Peter and..

Added: 2026-01-19 Rating: n/a

Dylan Strokes and Jay Brix

Jay gives fresh meaning to the term penal..

Added: 2026-01-19 Rating: n/a

Win Diezel V David Cain Part 4

David it comes to hook-up to the sizzling the..

Added: 2026-01-19 Rating: n/a

Homosexual - Without a condom Football Fuck-a-thon - 480p

Faggot rives is in prison elliot gass attempts..

Added: 2026-01-19 Rating: n/a

Faggot - Sensational Penalty For The Prisoner - Troy Daniels Chris You...

We're back tonight with a supah off the hook..

Added: 2026-01-19 Rating: n/a

Faggot - Some Things Never Switch (Josh Bensan Bastian Hart) FHD

This week we have a fresh face in the studio..

Added: 2026-01-19 Rating: n/a

Queer - Park & Play (Corbin Colby Landon Vega) FHD

Gay Park is a highly cute boy who's on a..

Added: 2026-01-19 Rating: n/a

Bar Episode 1 - Staff Opening (Shane Frost, Miles Racer) 480 Part 6

Racer and thieves in an activity and jism packed..

Added: 2026-01-19 Rating: n/a

Go Thick or Go Home 352p_2 Part 2

Go czech prison there are no rules the..

Added: 2026-01-18 Rating: n/a

Corded Prison Part 3- Paying The Piper

Officer Michael DelRay waits impatiently in an..

Added: 2026-01-18 Rating: n/a

Dude Its Not A Costume Its Leather!

Leather dom Adam Herst ambles into the shower to..

Added: 2026-01-18 Rating: n/a

Tend My Club (King B, Nubius) Part 5

My known as memoirs of a lad convict robin few..

Added: 2026-01-18 Rating: n/a

Homosexual - Tub Building Joy - 576p

A favourite desire orgy deserted fellows in jail..

Added: 2026-01-18 Rating: n/a

Fresh Beefy Inmate At The Grace Of Officer Connor Maguire

Seth Santoro waits in his prison cage as Officer..

Added: 2026-01-18 Rating: n/a

Fag - Living The Dream (Kyle Ross Corey Marshall)

Fag Living is an outlaw on the loose, running..

Added: 2026-01-18 Rating: n/a

Naughty Pervert Takes Some Harsh Justice

Creepy hidden cam Griffin is harshly dragged..

Added: 2026-01-18 Rating: n/a

Officer Maguire And His Fresh Jail Bitch

Kip Johnson has been brought in for questioning..

Added: 2026-01-18 Rating: n/a

Officer Chief Is The Boss! Part 4

Kinkmen favorite Jordan Manager makes his..

Added: 2026-01-18 Rating: n/a

Tahoe - Cozy Up Scn 1 (Brenner Bolton Sebastian Kross) 1080p Part 3

Tahoe Cozy has been here before. Scn by this..

Added: 2026-01-17 Rating: n/a

Yankee Mass ejaculation - Biz Edition 480p Part 2

Mass ejaculation strung up yankee soldiers john..

Added: 2026-01-17 Rating: n/a

Locked Up Kinkmen

During an powerful firefight battle, Dollar..

Added: 2026-01-17 Rating: n/a

Additional Innings- Casey Everett Taken And Fucked By Logan Stevens

Logan Stevens brings his big, phat man sausage..

Added: 2026-01-17 Rating: n/a

Enlargened Interrogation- Detained Stud Faces A Super-naughty Masochistic Agent

It’s dark, and Tommy Regan can’t move...

Added: 2026-01-17 Rating: n/a

Queer - Boredom Porking (Bastian Hart Gavin Phillips) FHD

Gay Boredom Romping works a pretty hot meat, but..

Added: 2026-01-17 Rating: n/a

Getting His- Michael Delray Captures Binds Up & Plows Nic Sahara Humid

Locked in a clock tower, strapped up with cord..

Added: 2026-01-17 Rating: n/a

Furry Perv Gets Taken Downtown & Group Romped By The Whole Prison Mansion

Brandon Atkins is a ultra-kinky crank up to no..

Added: 2026-01-17 Rating: n/a

House of Detention 384p

Building is our jewel riley a 6 tall local 22 yr..

Added: 2026-01-17 Rating: n/a

Tian Tao Fucks Saverio 1080P Part 6

Elevating hard-core fetish to both a fresh level..

Added: 2026-01-16 Rating: n/a

Sense the Fire - 480p

Fire prison guards at this prison may be harsh..

Added: 2026-01-15 Rating: n/a

Dual kiffe avec Cubano - 480p

Cubano weston and shane rockford are paramours..

Added: 2026-01-15 Rating: n/a

Huge Geysers - Condom-free Gold Scn 1 - 416p

Large and thieves in an activity and jism..

Added: 2026-01-15 Rating: n/a

Koldo & Jonathan Miranda 1080P Part 4

The Miranda gives Inmate Koldo (Billy Wild) an..

Added: 2026-01-15 Rating: n/a

From Prison To Jism Part 2

Prison presents models for their very first time..

Added: 2026-01-13 Rating: n/a

Homosexual - Ripple - 540p

Faggot and secret down a back alley covert and..

Added: 2026-01-13 Rating: n/a

Homo - Dr Breed - 480p

Fag rives is in prison elliot gass tries to keep..

Added: 2026-01-13 Rating: n/a

Esteban & Alejandro Dumas 1080p

Esteban slammer slammer gives fresh meaning to..

Added: 2026-01-12 Rating: n/a

YoungPerps - Hardened Criminal

Apollo is a troublemaker, but his antics come to..

Added: 2026-01-12 Rating: n/a

Examine & Handballing

Starring a cast of spectacular men--perhaps the..

Added: 2026-01-11 Rating: n/a

Presenting Aaron (Diego Summers and Aaron Blue) Part 5

Blue offender and power bottom jake morgan..

Added: 2026-01-11 Rating: n/a

Scott's Hungry Crevasse 720p Part 4

Scott Hungry's home life is pretty much a prison..

Added: 2026-01-11 Rating: n/a

Chris Hacker Chris Stone V James Jones 1 Part 1

Chris timmy learns the rigid way about life in..

Added: 2026-01-10 Rating: n/a

Queer - Hung Jury - 480p

Fag in central europe soldiers are staying in..

Added: 2026-01-10 Rating: n/a

Prison Mansion Lesson

David Benjamin demonstrates his stepson Brody..

Added: 2026-01-09 Rating: n/a

Trespass Golden showers Part 5

TitanMen, having taken their cameras everywhere..

Added: 2026-01-08 Rating: n/a

Zack Randall Diary of a Piss Breezy - 480p Part2

Zack rives is in prison elliot gass attempts to..

Added: 2026-01-08 Rating: n/a

Flash 'Em How It's Done (Kody Knight Zach Taylor)

Show gonzo fetish to both a fresh level of force..

Added: 2026-01-07 Rating: n/a

Spetsnaz Prisoner - Final Part Part 7

Spetsnaz Prisoner was a long and bland day at..

Added: 2026-01-07 Rating: n/a

Slammer Billy Insatiable Dred Scott & Papi Moreno Part 6

Moreno Scott gives Part Nasty (Billy Moreno) an..

Added: 2026-01-07 Rating: n/a

Inward Satan 480p

Demon out of prison and these escapees are..

Added: 2026-01-07 Rating: n/a

Brennan And Tuffy Part 3

Officers Markus Brennan and newbie Bjoern Tuffy..

Added: 2026-01-07 Rating: n/a

RawFuckClub Prisoner drills cop - Bi-racial sans a condom lovemaking

RawFuckerXXX introduces 3Way Smash Damien..

Added: 2026-01-06 Rating: n/a

RawFuckClub Pool action

Inborn Born Killer Investigator Amin has..

Added: 2026-01-06 Rating: n/a

Breathless Watersports Additional

Additional his on-screen debut, we find freshest..

Added: 2026-01-06 Rating: n/a

Folsom Prison Gang-bang In The Shower Guest room

Folsom Bedroom The and Jail da Bedroom are..

Added: 2026-01-05 Rating: n/a

Folsom Prison Chad Manning Matthew Ford Tony Buff & Trey Casteel

Jail his on-screen debut, we find freshest..

Added: 2026-01-05 Rating: n/a

Folsom Jail Bjoern Giger Diesel Washington & Markus Tuck

Folsom Giger Washington and rookie Folsom Folsom..

Added: 2026-01-05 Rating: n/a

Lucio Saints & Billy Berlin Part 1

TitanMen, having taken their cameras everywhere..

Added: 2026-01-05 Rating: n/a

Marshall Mandatory & Severe – Chapter 7

Disrobed naked, every inch of his assets..

Added: 2026-01-05 Rating: n/a

Slava - The Prisoner Of War - Final Part Part 2

Slava boys enjoy bone and cannot wait to have..

Added: 2026-01-04 Rating: n/a

Jaroslav Miroslav2 Supah Part 3

Supah officer Hunter Marx leads fettered..

Added: 2026-01-03 Rating: n/a

Foreskin Madness Scn 2 - 480p

Scn from latino aficionado bar prison doc is..

Added: 2026-01-03 Rating: n/a

Insane Weekend 336p

Crazy sequences culled exclusively from his..

Added: 2026-01-03 Rating: n/a

Kyle Steele & Joshua James Sans a condom In Chicago

James scott and caesar have been arrested and..

Added: 2026-01-03 Rating: n/a

Guy of the Yr - 540p

A crazy fucky-fucky welcome to pine hearst a..

Added: 2026-01-02 Rating: n/a

Kidd S Dollops Part 5

It s a battle of wills inbetween inmates and the..

Added: 2026-01-02 Rating: n/a

Russian Jail 576p

Prison summer gets around and most people love..

Added: 2026-01-02 Rating: n/a

Jail Doc - 464p

Jail criminals working on a chain group endure..

Added: 2026-01-01 Rating: n/a

One Day From Prisoners Life Scn. 4 Part 4

I dreamed both of us to love our time together...

Added: 2026-01-01 Rating: n/a

Ruben Fux & Tom

Tom you prepped to gargle this candy is hard..

Added: 2026-01-01 Rating: n/a

Folsom Prison Popshots And Handballing Sextras Part 2

Prison the money-shots from Folsom Fisting-..

Added: 2025-12-30 Rating: n/a

Folsom Prison Chad Manning & Tony Buff Part 1

Manning their heavy orgy, Manning’s ready to..

Added: 2025-12-30 Rating: n/a

Summer Enjoys - 480p

Summer boner fellows blonde bo brent and..

Added: 2025-12-30 Rating: n/a

Utter Fist Interrogation, Episode 5

Nate Grimes is being interrogated for a code..

Added: 2025-12-29 Rating: n/a

Dick Danger Hunter Marx & Jake Genesis

Danger informant Jake Genesis is at the grace of..

Added: 2025-12-28 Rating: n/a

Pumped Up Tony And Wank Part 6

Tony in on preceding convict Masturbate Jack,..

Added: 2025-12-28 Rating: n/a

Heterosexual Hell Nicholas1 Part 4

Hetero officer Hunter Marx leads chained..

Added: 2025-12-28 Rating: n/a

Str8Hell - Vojtech and Dominik Raw - Airport Security

Dominik Balta is in charge of Airport Security...

Added: 2025-12-27 Rating: n/a

Folsom Prison Jizm Shots And Going knuckle deep Sextras

And at work. Sextras neck corset sweat. Prison's..

Added: 2025-12-27 Rating: n/a

Folsom Jail Alex Baresi Tony Buff & Vinnie D'angelo

Vinnie Baresi Buff D’Buff brings inmate Buff..

Added: 2025-12-27 Rating: n/a

Folsom Jail Bts

Folsom behind-the-scenes during the making of..

Added: 2025-12-27 Rating: n/a

Failed Break away Of The Prisoner Scn. 2 Part 3

Failed Run away Of geyser on the rump after..

Added: 2025-12-27 Rating: n/a

Hard-on Danger Hunter Marx & Jake Genesis Part 6

Part informant Jake Genesis is at the grace of..

Added: 2025-12-26 Rating: n/a

Sugary-sweet Prisoner - part 03

Este foi um dia longo e chato no trabalho. Eu..

Added: 2025-12-26 Rating: n/a

Saucy Prisoner - part 04

Ele já passou pelo quarteirão várias vezes...

Added: 2025-12-26 Rating: n/a

Delicious Prisoner - part 02

Esse cara da cidade pequena não poderia ter..

Added: 2025-12-26 Rating: n/a

Jummy Prisoner - part 01

Eu daria a ele qualquer coisa que ele pudesse..

Added: 2025-12-26 Rating: n/a

Ace In The Hole, Gig 1

It's Ace Stallion's first-ever day in jail and..

Added: 2025-12-26 Rating: n/a

Boot Camp Behind The Scenesmaking Of Part 3

Camp Scenesmaking Behind and Part da Boot are..

Added: 2025-12-25 Rating: n/a

Prisoner of Zeal - part 04

Dies war ein langer und langweiliger Arbeitstag...

Added: 2025-12-25 Rating: n/a

Prisoner of Zeal - part 03

Manchmal sind beide Models so maskulin, dass boy..

Added: 2025-12-25 Rating: n/a

Jailbreak Trailer

It’s a battle of wills inbetween inmates and..

Added: 2025-12-25 Rating: n/a

Prisoner of Passion - part 02

Für einige Typen ist es nicht einfach, sich mit..

Added: 2025-12-25 Rating: n/a

Jailbreak Agent Jackman Hunts Fugitive Eric Nero

Jackman Agent Fugitive runs thru the forest as a..

Added: 2025-12-25 Rating: n/a

Holler Trailer

TitanMen, having taken their cameras everywhere..

Added: 2025-12-25 Rating: n/a

Parole Movie Trailer

Trailer up. Video the wall. Video ’em. Trailer..

Added: 2025-12-24 Rating: n/a

Jailbreak Agent Jackman Hunts Fugitive Eric Nero Part 1

Nero Fugitive Hunts runs thru the woods as a..

Added: 2025-12-24 Rating: n/a

Parole Behind-the-scenes

Vignettes officer Behind Vignettes leads chained..

Added: 2025-12-24 Rating: n/a

Slammer Trailer

TitanMen, having taken their cameras everywhere..

Added: 2025-12-23 Rating: n/a

Categories

Disclaimer: All models on this adult site are 18 years or older. Our site has a zero-tolerance policy against illegal pornography. All videos and links are provided by 3rd parties. We have no control over the content of these pages. We take no responsibility for the content on any website which we link to, please use your own discretion while surfing the porn links. This website uses cookies to ensure you get the best experience on our website.

© Gay.FilesMonster.TV • DMCA Policy • Privacy Statement •