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Category: Jack Drago

Images and video featuring site co-founder Jack Drago

  • Posted on November 24, 2023November 5, 2023
  • 2020s

Kauai Naked Hiking & Sex Toilet

I was hiking on the trails of Kauai when what did a spy but an infamous cruise toilet… So of course I had to take a cruise inside while I was there.

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  • Posted on November 23, 2023November 5, 2023
  • 2010s

Hotel Gym Workout

Working out in the hotel gym in Maui in August 2008, complete with moving gifs.

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  • Posted on November 19, 2023November 7, 2023
  • 2000s

Jack and Ricky Black Backdrop Oral

Ricky Ricardo and Jack Drago pose together on a black backdrop. Taken August 25, 2006 by Harald O.

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  • Posted on November 18, 2023November 5, 2023
  • 2020s

Mesh and Mask fisting

Fisting Rubber Pig in my mesh shirt and his leather mask made for an unusually demon possessed ride in the hypno sling

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  • Posted on November 16, 2023November 5, 2023
  • 2010s

Naked in Australia

Taken 8-23-2019 by Rubber Pig at the very swank W. hotel in Brisbane, Australia

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  • Posted on November 12, 2023November 5, 2023
  • 2010s

Jack Drago: Hotel Posing

For some reason hotel bathroom lighting makes you look more muscular than anything, enjoy this series of me posing at my buffest in the hotel bathroom in Honolulu in August, 2019.

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  • Posted on November 11, 2023November 7, 2023
  • 2000s

Ricky breeds Jack on Black

Ricky Ricardo breeds Jack Drago bareback with his huge black cock at Bob Kurtz place in August, 2006.

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  • Posted on November 9, 2023July 17, 2024
  • 2020s

Sigils in the Sand

People ask what it’s like to be guided by demons and I tell them I’m just an unholy fool, led…

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  • Posted on November 8, 2023November 5, 2023
  • 2010s

Jack Drago vs the Sissy

People ask me what’s the smallest dick I ever had in the real world, here’s the story from 2017.

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  • Posted on November 4, 2023November 4, 2023
  • 2020s

Fisting the Piss out of him

My fist buddy DenvFist came over 9/23/23 for a fisting session with a nice full bladder. I systematically fisted all of the piss out of his bladder and onto the floor on camera like a pig.

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