Jack takes the Monster
After getting opened by the Crane, Monster was actually a pretty nice selection from Butt Machine Boys, this one actually was user controllable and had Jack moaning so loud they had to tell him to shut up.
Category: 2000s
Pics and videos of Jack in his 20s in the 2000s
Jack Drago Muscle Lighting
Dominic Young tests lighting on a very muscular Jack Drago on November 11, 2008 before shooting the Peak Body Photography series.
Butt Machine Boys: Crane
Jack Drago looks good posing with Crane, but it was his least favorite of the butt machines because it could only start at its highest speed. Photos by Kink.com October 2002.
Jack Drago: Anal Intruder
Strapped down to the board in the armory in San Francisco, I’d already had by ass violated by a kitchen aid mixer to pay for my tattoo, now the next one is coming and I’m praying for mercy.
Jack Drago vs the Butt Machine
In October 2002, Bob Kurtz got Jack Drago a gig at the San Fransisco Armory working for Kink.com property ButtMachine Boys. This is how Jack Drago paid for his Dragon
Ricky and the Red Dragon
Bob Kurtz Salvador Dali themed living room serves as a psychedelic backdrop for this encounter between Ricky Ricardo and Jack Drago from April 2008.
Lost Striptease
A lost striptease of Jack Drago in the garden at Bob’s place in San Leandro shot the same day as the Carpet Series in May 2002.
Jack Drago Machete posing
Jack Drago posing with a Machete from his cameraman Dominic’s collection of weapons circa May 2006. Photos by Dominic Young and Daddy Tiger.
Jack Drago’s knife collection
Jack Drago shows off the knife he carried with him through the whole of his dope dealing and hustling years to photographer Dominic Young
Jockstrap JO
On a hot summer day in Gardnerville, I smoke some weed in my bleachers before stripping down to my jockstrap and masturbating out a fat load back in the summer of 2008.