Home - WAYBIG
Upload
Search Results

prison

117 matching results
Deep In Custody, Part 1 Deep In Custody, Part 1 Malik DelgatyCurvedKing BY: MEN.com Oct 23, 2026 3.2k 83%
RIDE Or DIE: Slippery When Wet RIDE Or DIE: Slippery When Wet Drew SebastianAlpha Wolfe BY: Falcon Studios Mar 23, 2026 2k 100%
RIDE Or DIE: The Gang's All Here RIDE Or DIE: The Gang's All Here Bennett AnthonyChris DamnedAlpha WolfeReignDrew Valentino BY: Falcon Studios Mar 16, 2026 1.9k 50%
Where's My Phone Call Where's My Phone Call Roman ToddMasyn Thorne BY: Next Door Studios Oct 05, 2023 6.2k 57%
Creampied Cuties: Compilation Creampied Cuties: Compilation Hans BerlinJustin MatthewsMax SargentCarter WoodsLeeroy JonesJesse StoneLiam SkyeAndrew MillerLucca MazziGrant DucatiDerek KageBrody FoxColton Scott BY: ASG Max Sep 04, 2023 9k 53%
Top Cops 5 Top Cops 5 Duncan KuBird (PF) BY: G-Dude Jun 14, 2022 3.8k 100%
RIDE Or DIE: The Gang's All Here RIDE Or DIE: The Gang's All Here Bennett AnthonyChris DamnedAlpha WolfeReignDrew Valentino BY: Raging Stallion Apr 20, 2022 8.6k 50%
Locked Up and Horned Up Part 3 Locked Up and Horned Up Part 3 Dante Colle BY: Trans Angels Apr 01, 2022 40.9k 53%
Locked Up and Horned Up Part 1 Locked Up and Horned Up Part 1 Kira NoirJade Venus BY: Trans Angels Mar 18, 2022 28.5k 75%
Precinct 69 Part 3 Precinct 69 Part 3 Paul WagnerJohnny B II (AD)Ty Mitchell BY: MEN.com Jul 15, 2021 31.3k 79%
From The Streets To The Sheets From The Streets To The Sheets Pierce ParisHatler Gurius BY: Boys Halfway House Jul 12, 2022 11.2k 46%
Jailbutt Creampie Jailbutt Creampie Hiroya BY: HiroyaXXX Mar 20, 2025 1.1k 100%
Tyler Reed and Riley Ward Tyler Reed and Riley Ward Tyler ReedRiley Ward BY: Breed Me Raw Nov 20, 2019 7.9k 0%
No Walk In The Park (5 Min Extended Clip) No Walk In The Park (5 Min Extended Clip) Clay BY: Boys Halfway House Oct 22, 2019 16.7k 77%
Men Seeking Men, Scene #01 Men Seeking Men, Scene #01 Tommy DefendiMatt Stevens BY: Icon Male Oct 21, 2019 4.2k 64%
Incident #236: No Walk In The Park (with Dakota) Incident #236: No Walk In The Park (with Dakota) ClayDakota Lovell BY: Boys Halfway House Oct 14, 2019 7.7k 58%
21 Year Old Parolee Gets Used (Bareback) 21 Year Old Parolee Gets Used (Bareback) Brighton Cross BY: Boys Halfway House Oct 09, 2019 9.1k 53%
Fresh Meat Day: Welcumming the New Convict Fresh Meat Day: Welcumming the New Convict Beau ButlerJimmy The Inked PigAndrew AkitoWolfie Wildes BY: Say Uncle's Pig Bottoms Sep 23, 2026 4k 33%
Halfway There Halfway There Christian WildeGarrett Kinsley BY: Disruptive Films May 27, 2025 3.9k 17%
Introducing Alon Kemey Introducing Alon Kemey Alon Kemey BY: Peter Fever May 14, 2024 1.4k 0%
Gaping Felon Gaping Felon Pierce ParisBaxxx BY: Boys Halfway House Aug 13, 2023 9.5k 31%
GANGBANGAPALOOZA 2, Scene 3 GANGBANGAPALOOZA 2, Scene 3 Christian HupperHenry EbanoNego LuThomas BlackJohn Black BY: TIM Fuck Jul 02, 2023 5.6k 83%
Corrupt Corrupt Bruno MaxDanny Starr BY: Men At Play Jun 16, 2023 3.5k 60%
Funcle Funcle Will AngellHatler Gurius BY: House of Angell Nov 02, 2022 8k 40%
Locked Up Locked Up Jordan LakeMiguel Exotic BY: MASQULIN Oct 06, 2022 5.2k 11%
My Stepbrother, My Bitch My Stepbrother, My Bitch Alex TannerChris Damned BY: Next Door Taboo Jun 27, 2022 7.7k 63%
Pig Tattoo Pig Tattoo Joel SomeoneRyan Sebastian BY: Trailer Trash Boys May 09, 2022 5.6k 40%
Bi For Now 2 - Scene 2 Bi For Now 2 - Scene 2 Ricky LarkinTony Sting BY: BiPhoria Jan 21, 2022 5.5k 100%
Laying On The Lam Laying On The Lam Pierce ParisAriel DemureKay Carter BY: Trans Angels Jan 05, 2022 6.5k 50%
Ski Winter Ride, Part Four: Photoshoot in the Wild Ski Winter Ride, Part Four: Photoshoot in the Wild Derek NagyVincent Landi BY: Helix Studios Dec 08, 2021 3.7k 100%
My Mistress In Denim My Mistress In Denim Mason LearFoxxy BY: Trans Angels Dec 08, 2021 10.9k 100%
Vince: Oral Vince: Oral Victor BY: Beefcake Hunter Dec 01, 2021 27.8k 90%
Sweet Troy Smeared With Hot Jizz Sweet Troy Smeared With Hot Jizz Sly ConanTroy Mason BY: Young Bastards Nov 25, 2021 2.3k 0%
Scott Scott BY: Workin Men XXX Nov 17, 2021 4.3k 100%
Penetration, Your Honor! Penetration, Your Honor! Emma Rose BY: Trans Angels Oct 22, 2021 11.4k 50%
Boy Mark, CHAPTER 3: Slave Boy Boy Mark, CHAPTER 3: Slave Boy Mark WintersAnthony Divino BY: Carnal+ Boy For Sale Apr 28, 2021 6k 75%