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Most Relevant Video Results: "first time bottom"

Jack Harrer & Chris Hoyt (Bareback) Jack Harrer & Chris Hoyt (Bareback) Jack Harrer by: Bel Ami Online Oct 10, 2019 58%
Jack Harrer and Danton Gary (Bareback) Jack Harrer and Danton Gary (Bareback) Jack Harrer, Danton Gary by: Bel Ami Online Oct 10, 2019 67%
Jack Harrer and Marc Ruffalo (Bareback) Jack Harrer and Marc Ruffalo (Bareback) Jack Harrer, Marc Ruffalo by: Bel Ami Online Oct 09, 2019 55%
Jack Harrer and Milan Sharpe (Parts 1 & 2) (Bareback Flip-Flop) Jack Harrer and Milan Sharpe (Parts 1 & 2) (Bareback Flip-Flop) Jack Harrer, Milan Sharpe by: Bel Ami Online Oct 09, 2019 92%
Jack Hunter & Luke Hudson in Las Vegas Jack Hunter & Luke Hudson in Las Vegas Jack Hunter, Luke Hudson by: Jock Pussy Oct 18, 2019 77%
Jack Hunter Fucks Ellis Fisher Jack Hunter Fucks Ellis Fisher Nathan Styles, Jack Hunter by: Cocky Boys Oct 07, 2019 52%
Jack Hunter Fucks Luke Hudson Bareback in Las Vegas Jack Hunter Fucks Luke Hudson Bareback in Las Vegas Jack Hunter, Luke Hudson by: Jock Pussy Oct 07, 2019 88%
Jack Hunter Fucks Vincent O’Reilly! Jack Hunter Fucks Vincent O’Reilly! Jack Hunter, Vincent O'Reilly by: Cocky Boys Oct 07, 2019 63%
Jack Hunter Solo Jack Hunter Solo Jack Hunter by: Chaos Men Aug 22, 2021 75%
Jack It With Jack Jack It With Jack Jack Allen (EU) by: Jawked.com Dec 13, 2022 100%
Jack Jagger & Kyle Butler (Cum Swap) Jack Jagger & Kyle Butler (Cum Swap) Jack Jagger, Kyle Butler by: Drake Rock Oct 11, 2019 91%
Jack James Jack James Jack James by: Hard Brit Lads Sep 28, 2021 100%
Jack Morris Jack Morris by: Chaos Men Nov 22, 2019 0%
Jack Off with Josh Jack Off with Josh Istvan Bernas by: BoyFun Feb 16, 2025 0%
Jack Phoenix & Emma Barnes CANT STOP FUCKING and Go for Round 2 in the Shower!! Jack Phoenix & Emma Barnes CANT STOP FUCKING and Go for Round 2 in the Shower!! Jack Phoenix by: Hot Guys Fuck Sep 15, 2023 50%
Jack Phoenix Solo Feature Jack Phoenix Solo Feature Jack Phoenix by: GayHoopla Oct 09, 2023 29%
Jack Pierson and Shane Lewis Jack Pierson and Shane Lewis Shane Lewis, Jack Pierson (UK) by: Hard Brit Lads Jun 29, 2021 0%
Jack Pounds Joaquin Jack Pounds Joaquin Jack Harrer, Joaquin Arrenas by: Bel Ami Online Oct 22, 2020 100%
Jack Rayder and Frankie V (Flip-Fuck) Jack Rayder and Frankie V (Flip-Fuck) Jack Rayder, Frankie Valentine by: Cocky Boys Oct 09, 2019 89%
Jack Rippher Returns Jack Rippher Returns Jack Rippher, Blake Blossom by: See HIM Fuck Oct 09, 2020 32%
Jack Symon & Chance Cadwell (Swallow That Load!) Jack Symon & Chance Cadwell (Swallow That Load!) Jack Symon by: YouLoveJack Oct 10, 2019 100%
Jack Taylor (Solo) Jack Taylor (Solo) Jack Taylor by: College Dudes Oct 10, 2019 64%
Jack Tops Lance Raw Jack Tops Lance Raw Jack Miles, Lance Bennett (GB) by: GuyBone Apr 04, 2017 50%
Jack Valor and Jordan Starr Fuckfest Jack Valor and Jordan Starr Fuckfest Colby Chambers, Mickey Knox, Jack Valor, Jordan Starr by: Colby Knox Jan 04, 2023 67%
Jack Welcomes Alex Jack Welcomes Alex Jack Valor, Alex Powers by: Colby Knox Dec 13, 2020 100%
Jack Wolf breeds Gunnar Stone Jack Wolf breeds Gunnar Stone Gunnar Stone, Jack Wolf by: Raw Fuck Club Dec 23, 2022 64%
Jack Wolf breeds Gustavo Jack Wolf breeds Gustavo Jack Wolf, ThatMexaGuy by: Raw Fuck Club Sep 21, 2022 100%
Jack Wrecks Florez’s Hole with Uncut Power Jack Wrecks Florez’s Hole with Uncut Power Jack (GISP), Florez by: Guys In Sweatpants Sep 10, 2025 100%
Jack's Solo Jack's Solo Jack Miles by: GuyBone Jul 05, 2016 0%
Jack, Joel & Lars Jack, Joel & Lars Jack Harrer, Joel Birkin, Lars Norgaard by: Freshmen.net Dec 27, 2024 100%
Jack, Scott and Jason Jack, Scott and Jason Scott Finn, Jack Greyson, Jason Long by: Active Duty Mar 13, 2020 100%
Jackhammered & Drilled Part 1 Jackhammered & Drilled Part 1 Bo Sinn, Dane Jaxson by: MEN.com Mar 31, 2022 56%
Jackhammered & Drilled Part 2 Jackhammered & Drilled Part 2 Malik Delgaty, Clark Delgaty, Chris Cool by: MEN.com Apr 07, 2022 59%
Jacking It With Sexy Angel Jacking It With Sexy Angel by: Bad Boys Boot Camp Dec 11, 2022 0%
Jackpot (Cole Claire Fucks Danny Nelson) (Bareback) Jackpot (Cole Claire Fucks Danny Nelson) (Bareback) Danny Nelson, Cole Claire by: Helix Studios Oct 07, 2019 84%
Jacks In Ace's Hole: David and Tristan Jacks In Ace's Hole: David and Tristan Tristan Mathews, David Ace by: Peter Fever Mar 07, 2023 0%
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