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Most Relevant Video Results: "first time bottom"

Jack & Devin Jack & Devin Jack Winters, Devin Tyler by: Bait Buddies Feb 20, 2020 50%
Jack & Elian Stuff Casey Jack & Elian Stuff Casey Michael Jackman, Elian (CF), Jack III (CF) by: Corbin Fisher Nov 21, 2018 33%
Jack & Jesse's Couch Fuck Jack & Jesse's Couch Fuck Jesse Bolton, Jack Bailey by: Next Door Studios Dec 13, 2020 100%
Jack & JT Jack & JT Jack Winters, JT (BB) by: Bait Buddies Mar 19, 2020 100%
Jack & Kai Jack & Kai by: Amateurs Do It May 27, 2020 100%
Jack & Kevin Go Head-to-Head in Flip-Flop Action Jack & Kevin Go Head-to-Head in Flip-Flop Action Jack Harrer, Kevin Warhol by: Freshmen.net Jul 27, 2025 88%
Jack & Manuel Jack & Manuel Jack Harrer, Manuel Rios by: Bel Ami Online Feb 06, 2025 100%
Jack & Rocky Jack & Rocky Jack Kross, Rocky Vallarta by: Badpuppy Jan 30, 2020 100%
Jack and Koby Jack and Koby Koby Lewis, Jack Taylor (UK) by: Badpuppy Nov 06, 2019 74%
Jack and Randy Flip Fuck Jack and Randy Flip Fuck Jack V (TGS), Owen Michaels by: The Guy Site Jun 14, 2018 0%
Jack and Steve Make The Bed Springs Creak Jack and Steve Make The Bed Springs Creak Jack V (TGS), Steve Roman by: The Guy Site May 29, 2020 100%
Jack Andram, Chapter 6: Jock Worship Jack Andram, Chapter 6: Jock Worship Draven Navarro, Jack Andram by: Twink Top Aug 21, 2022 100%
Jack Aries & Jordan Starr Jack Aries & Jordan Starr Jordan Starr, Jack Aries by: Randy Blue Nov 01, 2023 45%
Jack Aries & Reese Rideout Jack Aries & Reese Rideout Reese Rideout, Jack Aries by: Randy Blue May 09, 2024 38%
Jack Aries Breeds Zario Jack Aries Breeds Zario Zario Travezz, Jack Aries by: Raw Fuck Club Feb 22, 2023 100%
Jack Bailey & Killian Knox Chapter 2 Jack Bailey & Killian Knox Chapter 2 Killian Knox, Jack Bailey by: Jock Breeders Mar 08, 2023 43%
Jack Bailey's Steamy Debut with Stud Kane Fox Jack Bailey's Steamy Debut with Stud Kane Fox Kane Fox, Jack Bailey by: Cocky Boys Dec 07, 2021 100%
Jack Club Jack Club Ashton Rush, Max Wilde, Matthew Keading by: Next Door Twink Oct 10, 2019 95%
Jack Dean (Solo) Jack Dean (Solo) Jack Dean by: Hard Brit Lads Oct 10, 2019 96%
Jack Emhoff Gets Bred by Tanner Valentino in a No-Holds-Barred NYC Hookup Jack Emhoff Gets Bred by Tanner Valentino in a No-Holds-Barred NYC Hookup Tanner Valentino, Jack Emhoff by: Randy Blue Jul 16, 2025 100%
Jack Fucks Jim Jack Fucks Jim Regan (SC), Jack V (TGS) by: The Guy Site Jan 22, 2021 100%
Jack Fucks Sean (Bareback) Jack Fucks Sean (Bareback) Jack IV (SC), Sean (SC) by: Sean Cody Oct 09, 2019 89%
Jack Fucks Yannis Jack Fucks Yannis Jack Harrer, Yannis Paluan by: Bel Ami Online Mar 28, 2020 100%
Jack Gets Laid... (Jack Harrer, Andre Boleyn and Ronny Lamarr) (Bareback) Jack Gets Laid... (Jack Harrer, Andre Boleyn and Ronny Lamarr) (Bareback) Jack Harrer, Andre Boleyn by: Bel Ami Online Oct 08, 2019 72%
Jack Goes Deep (Jack Harrer Fucks Tony Conrad) (Bareback) Jack Goes Deep (Jack Harrer Fucks Tony Conrad) (Bareback) Jack Harrer, Tony Conrad by: Bel Ami Online Oct 08, 2019 92%
Jack Green Jack Green Jack Taylor (UK) by: Blake Mason Oct 09, 2019 67%
Jack Griffin Fucks Dylan Roberts Jack Griffin Fucks Dylan Roberts Jack Griffin, Dylan Roberts by: College Dudes Oct 11, 2019 84%
Jack Griffin Fucks Steve Bowen Jack Griffin Fucks Steve Bowen Jack Griffin, Steve Bowen by: College Dudes Oct 11, 2019 68%
Jack Hammered Jack Hammered Jack Hunter, Shae Reynolds by: Trailer Trash Boys Sep 19, 2021 100%
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 Harrer POV Bareback with Brian Jovovich Jack Harrer POV Bareback with Brian Jovovich Jack Harrer, Brian Jovovich by: Freshmen.net Jan 09, 2026 100%
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%
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