Jack Drago: Hotel Posing
For some reason hotel bathroom lighting makes you look more muscular than anything, enjoy this series of me posing at my buffest in the hotel bathroom in Honolulu in August, 2019.
Category: 2010s
Jack Drago in his 30s in the 2010s
Jack Drago vs the Sissy
People ask me what’s the smallest dick I ever had in the real world, here’s the story from 2017.
Rubber Pig and the Glass Dildo
Jay Evil wields a glass dildo on Rubber Pig at Fist Fest 2019. Filmed by Jack Drago the same day as our three way with him at OctoberFFist 19.
Naked at the pool
The pool at Parliament Resort is normally a no photography zone but I got permission to have someone take my pictures as I sunbathed nude here in June of 2019.
Next Level double penetration w/ Jay Evil
Jack Drago and Jay Evil have the most amazing three-way you’ve ever seen featuring not just Jack’s 8″ dick or Jay Evil’s 10″ BBC up his ass, but both sets of balls too!
Jack Drago – Jay Evil FF 3 way
ay Evil and Jack Drago tag team Rubber Pig at Fist Fest 2019. This extended session was filmed by Kevin and directed by Jack Drago.
Locktober 2: Chastity Keys
There are few things more likely to hold a chastity slave’s attention than the keys to his chastity device, so enjoy this rapid hypnosis induction featuring my sub’s chastity keys.
Milking Beast of Marbas
Watch me tie down Beast of Marbas in a cheap motel and milk his cock to satanic hypnosis in this rare footage of him I shot in September 2019 before he siliconed his cock and balls.
Daddy Tiger bate clip
Daddy Tiger bates in front of the celtic backdrop seen in my Cigar in Leather video. Videos filmed 7-10-2014 by Daddy Tiger
Jack at Oakland Pride 2019
Jack Drago and Bob Kurtz go to Oakland Pride in 2019, photos by Bob Kurtz.