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Category: Jack Drago

Images and video featuring site co-founder Jack Drago

  • Posted on May 20, 2023August 19, 2023
  • 2020s

Hypno-Fisting in my Singlet

Fisting in my wrestling singlet at the Wynn in Las Vegas, NV while hypnotizing my regular fisting buddy. Enjoy another…

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  • Posted on May 18, 2023August 19, 2023
  • 2020s

Singlet Series

Showing off in my wrestling singlet at the Wynn in May 2023.

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  • Posted on May 17, 2023August 19, 2023
  • 2000s

Workout 3: Post Workout Jerk Off

After a long hard workout I deserved a nice masturbation session.

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  • Posted on May 17, 2023August 19, 2023
  • 2000s

2008 Prophecy: Future of video

Listen to what 2008 me thought about the rise of digital cinemas, the tendency of cheaper filmaking technologies to displace more expensive ones, and the rise of “digital television” (what we’d call streaming today) and Hollywood taking amateur cream off the crop tell me I’m not a prophet.

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  • Posted on May 15, 2023July 24, 2024
  • 2000s

Ricky fucks Jack raw

Ricky barebacks Jack at CR3, 2006.

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  • Posted on May 13, 2023August 19, 2023
  • 2020s

Naked Hiking

A friend and I drove out to Sandstone Canyon out by Red Rocks for a little naked hiking 5/12/2023

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  • Posted on May 11, 2023August 19, 2026
  • 2000s

Workout 02: Arm and Chest Day

Working our Arms and Chest in this video by Daddy Tiger and Dominic Young from April 2008

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  • Posted on May 8, 2023August 20, 2023
  • 2000s

Jack Vibrates Ricky

Jack Drago uses a vibrator on a bound and captive Ricky Ricardo in the back room at Collectors Realm 3 in November, 2006 in these photographs taken by Adric Petrucelli.

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  • Posted on May 5, 2023August 20, 2023
  • 2000s

Jack Drago Workout 1: Stretching

Stretching and working abs at the buffest I ever was in my whole life circa April 2008. Video shot by Dominic Young with music and direction from Daddy Tiger for Black and Orange productions.

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  • Posted on April 30, 2023August 20, 2023
  • 2000s

Ricky Ricardo barebacks Jack at CR3

Ricky Ricardo dildos and barebacks Jack Drago’s ass in November 2006, photos by Adric.

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