Leather Boot Black

Jack Drago gets his boots shined by his Chastity slave in November 2021.

Painting my weights pink

Jack Drago and TF Station painting Jack’s weight set pink on Autumn Equinox, 2022.

Jack Drago smokes a cigar in hys leathers in 2019.

Jack Drago brags about dominating his chastity sub in June 2022.

Jack Drago shows off some of his growing tits in hys blue V-neck from Incinerun.

Jack Drago models and then jacks off this his dirty oversized steel toed boot in this sequence shot by Bob Kurtz in December, 2015.

Consecrating my satanic sigil in a sleazy motel in Oakland, CA in January 2015. Jack Drago Filmed by Bob Kurtz.

A jock voulnteers for hypnotic pumping experiments and gets a little more than he bargained for.

Jack Drago models his leathers for Bob Kurtz at a motel in Berkeley in 2014.

Ricky Ricardo fucks Jack Drago in fishnets on camera in 2005 photographed by Mark Meeks and Bob Kurtz