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Jailbutt Creampie Jailbutt Creampie Hiroya BY: HiroyaXXX Mar 20, 2025 840 100%
Jail Fuck With Logan Bell & Xavier Zane Jail Fuck With Logan Bell & Xavier Zane Xavier ZaneLogan Bell BY: Blacks On Boys Jun 01, 2023 1.3k 0%
Jail House Cock (Santos & Rodrigez) Jail House Cock (Santos & Rodrigez) Rodriguez (SF)Santos (SF) BY: Scary Fuckers Oct 10, 2019 7.4k 59%
Jail Rail (Johnny Torque & Lance Alexander) Jail Rail (Johnny Torque & Lance Alexander) Johnny TorqueLance Alexander BY: Next Door Buddies Oct 10, 2019 16.3k 93%
Welcome to the County Jail, Your Ass is Ours Now! New Welcome to the County Jail, Your Ass is Ours Now! Beau ButlerAndrew AkitoNoah KnoxWolfie Wildes BY: Pig Bottoms Aug 13, 2026 8.4k 100%
How Far Are You Willing to Go to Keep Your Boy Out of Jail? How Far Are You Willing to Go to Keep Your Boy Out of Jail? Dick DawsonJacob KingTripp Tallon BY: Young Perps Jun 18, 2026 6.8k 88%
You Stole a Cucumber? Show the Security Guard How Deep You Can Put it or Go to Jail You Stole a Cucumber? Show the Security Guard How Deep You Can Put it or Go to Jail Eddie PatrickArcher Black BY: Young Perps Dec 30, 2025 4.2k 50%
File 2 - Fine or Jail File 2 - Fine or Jail BY: Angel of Bogota Jul 30, 2025 1.1k 100%
Uncle Drew's Back...from Jail Uncle Drew's Back...from Jail Drew SebastianZak Bishop BY: Trailer Trash Boys Aug 04, 2021 5.3k 100%
Before Goin' Back To Jail - Danny Moretti Before Goin' Back To Jail - Danny Moretti Danny Moretti BY: Straight Naked Thugs Oct 25, 2019 8k 77%
Hot Thug Right Out of Jail Jerks Off - Hollywood Hot Thug Right Out of Jail Jerks Off - Hollywood Hollywood (SNT) BY: Straight Naked Thugs Oct 25, 2019 4.4k 73%
Young Thug Right Out of Jail Jerk Off - Wiley Young Thug Right Out of Jail Jerk Off - Wiley Wiley (SNT) BY: Straight Naked Thugs Oct 25, 2019 8.9k 73%
Hard Time Served In Mexican Jail (Justin Matthews and Elye Black Flip-Fuck) Hard Time Served In Mexican Jail (Justin Matthews and Elye Black Flip-Fuck) Justin MatthewsElye Black BY: Next Door Raw Oct 07, 2019 8.6k 98%
Sam & Axel: Airport Security Sam & Axel: Airport Security Sam NarcisAxel Ross BY: Str8 HELL Apr 05, 2024 3.3k 50%
Enchanted: Cellblock Tangle Enchanted: Cellblock Tangle Dominic PacificoCesar XesAngel Duran BY: Fetishmen Apr 19, 2021 2k 0%
Internet Papi Teaches Luke a Hard Lesson Internet Papi Teaches Luke a Hard Lesson Internet PapiLuke Tru BY: Young Perps Jul 30, 2026 4.3k 100%
Show Me Why Guys Line Up in a Public Bathroom to Put Their Dicks in Your Mouth Show Me Why Guys Line Up in a Public Bathroom to Put Their Dicks in Your Mouth Archer BlackLee Sparks BY: Young Perps Dec 16, 2025 5k 75%
Hunter & Martin RAW: AIRPORT SECURITY Hunter & Martin RAW: AIRPORT SECURITY Martin HlozekHunter Woohan BY: Str8 HELL Dec 12, 2025 704 0%
Take a Peek at the Men's Locker Room, and You'll Get a Cock in Your Ass Take a Peek at the Men's Locker Room, and You'll Get a Cock in Your Ass Miles FallonCaden Dior BY: Young Perps Dec 08, 2025 4k 57%
Dominik & Jakub: AIRPORT SECURITY Dominik & Jakub: AIRPORT SECURITY Dominik BaltaJakub Engel BY: Str8 HELL Sep 19, 2025 1.1k 50%
Checkpoint Checkpoint Damon HeartEthan ChasePietro Duarte BY: BroNetwork's Casual Dudes Jul 30, 2025 3.5k 60%
Staying with Dad Tape 1: Cruising Staying with Dad Tape 1: Cruising Hunter GrahamReece Scott BY: Carnal+ Gaycest Oct 19, 2024 7.3k 80%
Hardened Criminal Hardened Criminal Apollo FatesMagicMikeHung1 BY: Young Perps Jul 03, 2024 5k 64%
The Photographer’s New Offense The Photographer’s New Offense Papi MarcosAnder Wolfson BY: Young Perps Nov 01, 2023 4.5k 60%
Sweet Remedy Sweet Remedy Dakota LovellLawson James BY: Say Uncle Sep 03, 2023 17.8k 87%
Tomas & Peto RAW: AIRPORT SECURITY Tomas & Peto RAW: AIRPORT SECURITY Peto MohacTomas Dolnak BY: Str8 HELL May 05, 2023 3.8k 20%
MEN OF THE WILD – Brazil Underground 3, Scene 2 MEN OF THE WILD – Brazil Underground 3, Scene 2 Donato CadoreHenrique Becker BY: TIM Fuck Mar 19, 2023 2.5k 0%
Informant Informant Brako IriarteLeo La Rosa BY: Men At Play Dec 08, 2022 2.8k 60%
Just Out Of County Just Out Of County Roman ToddPierce Paris BY: Boys Halfway House Oct 25, 2022 12.4k 54%
Locked Up Locked Up Jordan LakeMiguel Exotic BY: MASQULIN Oct 06, 2022 4.9k 8%
Michal & Peto RAW: AIRPORT SECURITY Michal & Peto RAW: AIRPORT SECURITY Peto MohacMichal Renok BY: Str8 HELL Jul 29, 2022 5.3k 100%
Naked Yogui & Gastonccito Naked Yogui & Gastonccito Gaston CcitoNaked Yogui BY: TIM Fuck May 26, 2022 5.2k 100%
Hector & Radek RAW: AIRPORT SECURITY Hector & Radek RAW: AIRPORT SECURITY Radek CervenyHector Panagos BY: Str8 HELL Apr 08, 2022 3.9k 100%
STRETCHED BOY TOY STRETCHED BOY TOY Charlie KnoxLuke ConnorsJayden JulianJordan KingHatler GuriusJack (SR) BY: Face Down Ass Up Feb 09, 2022 11.4k 82%
Transsexual Mashup 4 - Scene 1 Transsexual Mashup 4 - Scene 1 Lena MoonSkylar Snow BY: Gender X Oct 07, 2021 1.8k 0%
Stepmom Likes It Up The Ass - Alura Jenson & AJ Stepmom Likes It Up The Ass - Alura Jenson & AJ Alura TNT Jenson BY: Devil's Film Jun 19, 2021 2.6k 0%