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Punishment By The Tree Punishment By The Tree Colton McKeonGreg McKeonJakeb Wilde BY: Boys at Camp Oct 24, 2021 5.5k 100%
Hole Punishment Hole Punishment Cyrus StarkSeth PetersonCraig SummersChennyBruce GarciaSteven KnoxSkippy MonroeEmilio HernandezCameron Spades BY: FratX Jul 16, 2026 10.8k 67%
Late Curfew Leads to a Rough Punishment Late Curfew Leads to a Rough Punishment Steven KnoxSkippy Monroe BY: Boys Halfway House Nov 04, 2025 22.4k 75%
Young Elder Endures Hole-Pounding Punishment Young Elder Endures Hole-Pounding Punishment Tristan JaxxChase Puck BY: Missionary Boys Oct 08, 2024 281 0%
You Know The Punishment You Know The Punishment Taylor ReignJack Hunter BY: Trailer Trash Boys Jun 14, 2023 3.6k 75%
Stepdaddy's Punishment Stepdaddy's Punishment Aaron TrainerAndy Adler BY: Family Creep Jun 06, 2023 3.8k 29%
Personal Punishment Personal Punishment Tommy AmealDaniel Trebol BY: Military Dick Sep 21, 2021 4.5k 80%
Take Your Punishment Boy Take Your Punishment Boy Jerry KaytonKyle Polaski BY: Bring Me A Boy! Apr 04, 2021 4.8k 100%
Public Punishment Public Punishment Travis StevensJacob Hansen BY: Spank This! Feb 27, 2020 6.4k 100%
Brad Fitt gets caught sniffing jocks & gets fucked by a hot, horny stud as “punishment”! HD Brad Fitt gets caught sniffing jocks & gets fucked by a hot, horny stud as “punishment”! HD BY: Staxus Nov 20, 2019 8.9k 0%
Step Brother Punishment (Cameron Foster Fucks Johnny Riley) Step Brother Punishment (Cameron Foster Fucks Johnny Riley) Cameron FosterJohnny Riley BY: Next Door Studios Oct 09, 2019 8.6k 82%
Fratboy Punishment (Bareback) Fratboy Punishment (Bareback) Mickey O'Brien BY: FratX Oct 08, 2019 14.6k 86%
Roxy: punishment & blowjob in a club Roxy: punishment & blowjob in a club BY: Lignarok Mar 19, 2019 1.4k 0%
Pillows & Punishment Pillows & Punishment Max CarterNoah White BY: Spank This! Feb 13, 2016 2.9k 100%
Thick, Fresh and Meaty Thick, Fresh and Meaty Ian SterlingBrogan NYC BY: KINK.com Aug 14, 2026 5k 100%
Professor's Nightmare Professor's Nightmare Lane ColtenDerek Kage BY: KINK.com Jul 05, 2024 6k 75%
Master's Hole: Jax Phoenix and Ethan Sinns Master's Hole: Jax Phoenix and Ethan Sinns Jax PhoenixEthan Sinns BY: KINK.com May 24, 2024 4.9k 100%
The Brutal Annihilation Of Sebastian Keys The Brutal Annihilation Of Sebastian Keys Sebastian KeysSpencer ReedRicky Sinz BY: KINK.com May 20, 2024 5.1k 100%
Brogan's Bondage Dream Brogan's Bondage Dream Johnny FordBrogan NYC BY: KINK.com May 17, 2024 3.2k 45%
Carter Collins is Chris Damned's Fun Little Fuckhole Carter Collins is Chris Damned's Fun Little Fuckhole Chris DamnedCarter Collins BY: KINK.com Apr 19, 2024 5k 50%
The Wilde West: Finding The Limit With Christian Wilde And Tristan West The Wilde West: Finding The Limit With Christian Wilde And Tristan West Christian WildeTristan West BY: KINK.com Sep 29, 2023 3.2k 31%
Gunnar Stone and Des Ires: No One Can Hear You Scream Gunnar Stone and Des Ires: No One Can Hear You Scream Gunnar StoneDes Irez BY: KINK.com Sep 18, 2023 5k 40%
The Puzzle Box: Marco Napoli Dominates Zed Sheng Into Another Dimension The Puzzle Box: Marco Napoli Dominates Zed Sheng Into Another Dimension Marco NapoliZed Sheng BY: KINK.com Sep 11, 2023 4k 100%
The Spice Of Pain The Spice Of Pain Sean XavierJake KlerinDavin Strong BY: KINK.com Sep 04, 2023 4.2k 75%
Sweet Meat Jay Seabrook Tenderized With Christian Wilde's Big Cock Sweet Meat Jay Seabrook Tenderized With Christian Wilde's Big Cock Christian WildeJay Seabrook BY: KINK.com Sep 01, 2023 2.4k 100%
Never Have I Ever: Chris Damned and Jay Tee Never Have I Ever: Chris Damned and Jay Tee Jay TeeChris Damned BY: KINK.com Aug 28, 2023 6k 46%
Step-Brothers' Secrets Step-Brothers' Secrets Brock KnilesDerek Kage BY: KINK.com Aug 21, 2023 8.5k 28%
Staying In Staying In Tony GeniusIsaiah Taye BY: KINK.com Aug 18, 2023 3k 40%
Exes Exes Theo BradyKane Fox BY: KINK.com Aug 14, 2023 6.8k 19%
Superfan: Roman Todd Takes Greg Riley's Infatuated Ass Superfan: Roman Todd Takes Greg Riley's Infatuated Ass Roman ToddGreg Riley BY: KINK.com Aug 07, 2023 3.4k 100%
The Call Back: Tony Genius Overwhelms Jesse Stone with a Dominating Performance The Call Back: Tony Genius Overwhelms Jesse Stone with a Dominating Performance Jesse StoneTony Genius BY: KINK.com Jul 31, 2023 4k 29%
The Beginning: Christian Wilde And Aiden Langston The Beginning: Christian Wilde And Aiden Langston Christian WildeAiden Langston BY: KINK.com Jul 28, 2023 3.2k 0%
Taken By The Balls: Gunnar Stone And Derek Kage Taken By The Balls: Gunnar Stone And Derek Kage Gunnar StoneDerek Kage BY: KINK.com Jul 24, 2023 3k 50%
New Meat For The Handyman: Joey Wilcox & Johnny Ford New Meat For The Handyman: Joey Wilcox & Johnny Ford Johnny FordJoey Wilcox BY: KINK.com Jul 21, 2023 3k 100%
Roommates: Kyler Drake And Tristan West Roommates: Kyler Drake And Tristan West Kyler DraykeTristan West BY: KINK.com Mar 27, 2023 3.2k 22%
Damned If You Don't! Damned If You Don't! Chris DamnedJesse Ferrer BY: KINK.com Mar 24, 2023 3.2k 33%