Breaking Quarantine w/ Trashy Whiteboy
What can I say, some boys are worth breaking quarantine for. I had been cooped up since March 15, 2020 so by the time early July rolled around I was desperate
Category: Jack Drago
Images and video featuring site co-founder Jack Drago
Snake Oil Breeder
Jack Drago proves that even the Snake Oil salesman needs to breed sometimes.
Slave JJ Drinks Jack’s Piss
Slave JJ Drinks Jack Drago’s piss in the shower while visiting on January 3rd, 2025.
Hypno Sling Leather Fisting
isting Rubber Pig in the Hypno Sling again after finally coming home from a season of traveling. Filmed March 23rd, 2025 by Jack Drago
Jack Fills a Liquor Bottle
Jack Drago fills a fifth liquor bottle with piss on Mini-DV Videotape back in 2008.
SF Singlet Fisting
Fisting my special friend Horsee in my wrestling singlet: see the shorter, higher resolution opening scene where I open his ass; then enjoy the 16-minute sequel.
Pacifica Porking
Every so often the husband and I come back to this beautiful little resort by the seaside in Pacifica where we used to live.
Silkies on the Shoreline
I got a new pair of ranger silkies back in April of 2019… So, of course, I had to go and show them off on the beach in Pacifica
White Mesh Fisting in SF
While I was mostly there to fist fuck in cute little mesh outfits, which I will admit I did a lot of, I must admit we saw some awesome street art while we were in San Francisco.
Demon Drago Draws Blood
Smacking my slaveboy around between rounds of Boot Slavery really brought out the demon in me once my blows drew blood the beast came out and licked it up.