Dore Alley 2021
Took Slave JJ to his first ever Dore Alley on September 25, 2021. Made him strip down and walked him on a leash through the streets in my leather kilt.
Category: 2020s
Jack Drago in his 40s
Vibrator Masturbation with Jack
Getting myself off with my then brand new vibrator while going crazy from lockdown in August 2020. First the short clip you might remember from Twitter, Then stay tuned for the longer version.
TF Station and Jack smother Chastity slave
Jack Drago and TF Station getting ready to tag team Chastity Slave in Pacifica, CA on February 10th, 2022. Watch him muffle the chastity slave’s screams with his leather gloves wile I work the balls.
Breeding DenvFist
Look who came over to play! My old buddy DenvFist has been horny to suck my cock and get bred. Since my buddy had the skills to take it all the way down, I quickly felt the need to breed his ass.
Beach Off Fisting
After going to the movie of the season I was inspired to do a fisting scene in my best beach off outfit.
Blue V-Neck and shorts
Enjoying a lazy summer day at home in that blue V-neck that has such easy access to my tits… As my breasts grow in my nipples have gotten erotic and sensitive.
Cruising for Carnivean
After chanting to Carnivean, demon of shamelessness, Jack Drago feels compelled to masturbate in a park bathroom cruising for sex.
Pink Haired and Bare
November of 2021, I had just dyed my hair pink and I was horny AF about it. So of course I had to take some videos of me fucking Rubber Pig and breeding him deeply.
How to Sacrifice your Blood to a Demon
A follower asked me on Twitter about how to make a blood sacrifice to Lucifer so here’s all you need to know to summon a demon successfully and survive.
Nude Beach with Slave JJ
It wouldn’t be a trip to San Fransisco without a visit to Baker Beach and its famous nude beach, so of course I had to take Slave JJ when he came to visit