Straight Jacket Chastity Slave
Jack Drago rattles hys chastity slave’s cage.
Category: Jack Drago
Images and video featuring site co-founder Jack Drago
Ricky fucks Jack Drago in leather
jack Drago and Ricky Ricardo fuck bareback in leather in 2005.
Jack Drago: Pumpkin Fucker
Jack Drago fucks a pumpkin to celebrate 5000 followers on Twitter. Photos taken by Jack, October 2020.
Jack Drago and George Bare
Jack Drago fucks and fists George Bare in May 2015 in these selfies by Jack during the first session where…
Bob and Jack Fuck
Bob and Jack have sex circa May 2004, back when Jack was still a bottom for cash. Photography by Mark…