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Category: 2020s

Jack Drago in his 40s

  • Posted on September 5, 2026August 20, 2026
  • 2020s

Clothespins and Spanking for Slave JJ

I tied up Slave JJ and spanked his ass good… Before I stuck the paddle inside of him and fucked his ass with it.

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  • Posted on August 30, 2026August 19, 2026
  • 2020s

Cumming Out The Sound

see it make me cum so hard that I wind up ejecting the steel rod from my cock with my orgasm.

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  • Posted on August 24, 2026July 31, 2026
  • 2020s

Shitting on the Slaveboy

Slave JJ finds himself under my ass getting a taste of my scat in San Francisco before Dore Alley.

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  • Posted on August 21, 2026July 31, 2026
  • 2020s

Barebacking JJ at the BEI

Raw is law when I’m fucking my slave JJ, so of course I finished off bareback after he sucked my dick at the BEI

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  • Posted on August 18, 2026August 2, 2026
  • 2020s

Sounding JJ While Bound

Sticking steel rods of increasing size down Slave JJ’s micropenis while he’s tied up 4-point on my bed.

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  • Posted on August 15, 2026August 2, 2026
  • 2020s

Slave JJ Tied Down and Clothespinned

Slave JJ Gets Tied up on video… First he’s spanked, then tied 4-points to my bed, and then I put clothespins on him…

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  • Posted on August 12, 2026July 31, 2026
  • 2020s

Fisting Rubber Pig at BEI

Fisting my husband at the BEI hotel in San Francisco Filmed July 26, 2026 in San Francisco, CA by Slave JJ directed by Jack Drago.

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  • Posted on August 6, 2026July 31, 2026
  • 2020s

Bondage at the BEI Hotel

ying up Slave JJ at the BEI hotel right after we arrived the day before Dore Alley. Scroll down past the gallery to see all of the torture that happened

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  • Posted on August 3, 2026August 19, 2026
  • 2020s

Dirty Fuckin Top Pig

Gettin my dick dirty fuckin the shit out of Rubber Pig in front of Slave JJ. Directed by Jack Drago, camera operated by Slave JJ

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  • Posted on July 31, 2026July 28, 2026
  • 2020s

Fisting in the Streets at Dore Alley

Slave JJ squats with leash in front of the No Parking sign at Dore Alley, prepared to take my fist. Now watch me fist fuck him in real time in my leathers

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