Fisting where I proposed
Breeding and fisting my husband on our return trip to the hotel where I proposed marriage to him 5 years ago.
Category: Jack Drago
Images and video featuring site co-founder Jack Drago
Breeding in Fiji
Last year’s trip to New Zealand had a lovely little stopover in Fiji on the way home. Fancy hotels have always made me horny and this one had my dick on brick.
Dirty fisting Rubber Pig
Fist fucking rubber pig’s dirty asshole at home in my pink sweats on Winter Solstice, 2025
Visiting Bob again
I flew down to Berkeley over the weekend in December to work on Bob’s website and do a little play.
Sounding on the Sofa
It isn’t quick, but sounding will totally make me cum like a fountain if I play at it long enough.
Tie-Dye hypno bate
I’d been laying around in tie-dye playing with my penis all day without release, and I was starting to bate babble, so I made this spiral out of me showing my stuff to the camera.
Park Bathroom Bator
After some promising finds making the rounds of the cruising grounds at Sunset park I settled into the bathroom to beat off…
Rock hard in the Snow
Hiking down to the lakeshore in 2017 with my dog to get naughty for the camera. I was still perfectly capable of getting my dick up in Snow then.
Sound of the Whammy Bar
Daddy Tiger stuffs the whammy bar from the guitar that he plays in “I Need to Hurt Somebody” down Jack Drago’s dick. Video filmed in June 2007 by Dominic Young
Gasmask and Leather Jacket
Modeling in my gasmask and leather jacket back in my old dungeon in my first place away from my parents, Notice how easy my dick gets bricked for leather?