Trenchcoat Series
Jack Drago posing as a Trenchcoat flasher in November, 2008 in photos taken by Daddy Tiger.
Category: 2000s
Pics and videos of Jack in his 20s in the 2000s
Sledgehammer series
Jack Drago poses for Daddy Tiger under studio lights with a sledgehammer at his very most muscular in November 2008.
Workout 3: Post Workout Jerk Off
After a long hard workout I deserved a nice masturbation session.
2008 Prophecy: Future of video
Listen to what 2008 me thought about the rise of digital cinemas, the tendency of cheaper filmaking technologies to displace more expensive ones, and the rise of “digital television” (what we’d call streaming today) and Hollywood taking amateur cream off the crop tell me I’m not a prophet.
Workout 02: Arm and Chest Day
Working our Arms and Chest in this video by Daddy Tiger and Dominic Young from April 2008
Jack Drago Workout 1: Stretching
Stretching and working abs at the buffest I ever was in my whole life circa April 2008. Video shot by Dominic Young with music and direction from Daddy Tiger for Black and Orange productions.
Ricky Shaves Jack Drago
Ricky Ricardo shaves Jack Drago’s armpits in this November 2006 shoot by Adric Petrucelli.
RRLD 6: Daddy’s Chair
The exciting finale of Rock and Roll Leather Daddy featuring Jack Drago and Daddy Tiger
RRLD 5: Daddy’s Boy
Daddy Tiger ties up and tortures Jack Drago in part 5 of Rock and Roll Leather Daddy
RRLD 4: Let’s Fuck
Daddy Tiger finally gets around to fucking Jack Drago in part 4 of Rock and Roll Leather Daddy.