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Category: 2020s

Jack Drago in his 40s

  • Posted on April 14, 2025March 3, 2025
  • 2020s

Morning Wood Breeding

My cock has risen with the sun and is VERY hard. Hard enough that I made a total mess trying to piss with morning wood. So I called the husband down to the floor to fuck.

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  • Posted on April 12, 2025February 25, 2025
  • 2020s

Double Fisting under the Spotlight

After opening up my buddy savage half hour of fist fucking earlier in the day, by the evening of February 5th he was ready to try taking both hands at once under the spotlight at night.

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  • Posted on April 9, 2025February 13, 2025
  • 2020s

Birthday Breeding Rubber Pig

After getting turned on by the trashyness of my neighborhood, I wound up breeding my husband Rubber Pig on the floor on his birthday…

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  • Posted on April 5, 2025February 19, 2025
  • 2020s

Tie-Dye to Singlet FF

Watch me fisting in my pink shirt and tie-dye pants in this 3 part 30-minute session filmed on February 7th, 2025 by Jack Drago in San Francisco.

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  • Posted on April 2, 2025February 13, 2025
  • 2020s

Jack Visits Bob in February

Another month, another flight to California to work on my website for February, 2025. First a nice milking from my 85 year old host.

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  • Posted on March 28, 2025March 29, 2025
  • 2020s

Fisting like a Savage

Fist Fucking like a savage in my Realtree camo pants and matching T-Shirt, February 5, 2025. Stay tuned after the gallery for part two.

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  • Posted on March 24, 2025February 19, 2025
  • 2020s

Jack Drago in Jockstrap

Modeling in my Jockstrap at my buddy’s place in San Francisco, February 5th, 2025.

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  • Posted on March 21, 2025February 19, 2025
  • 2020s

Jockstrap Fisting

Fisting my buddy in matching white jockstraps in San Francisco. Filmed February 7th, 2025 by Jack Drago.

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  • Posted on March 18, 2025February 4, 2025
  • 2020s

Trash Pile Bareback

After pissing in Slave JJ’s mouth and then making him blow me, it was finally time to raw dog him on the trash pile he built on my orders and plant my demon seed in his ass…

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  • Posted on March 15, 2025February 4, 2025
  • 2020s

SF Nude Fisting

As the sun faded on October 25th, we fisted again before Shadow Dancing in San Francisco. All videos taken by Jack Drago, look after gallery for bonus vid.

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