Jack Drago by Era

Take a quick look at What’s new before you browse the most popular posts featuring Jack Drago by era.

  • Bedroom BB with JJ
    Breeding and getting finished off ass to mouth by Slave JJ after pissing on him in the shower. Check out the full gallery to see how hard I use this sub.
  • Sounding in Leather
    Sounding my dick in black leather shirt, chaps, and muir cap.
  • Kitchen breeding Ass to Mouth
    Breeding Slave JJ in the middle of the kitchen floor: nose in a puddle of my piss on the linoleum. Then going ass to mouth making him clean my dirty dick.
  • Las Vegas Fisting Co
    See below an OnlyFans Trailer for Doctor Nic’s account of my fisting three way with rubber pig and him.
  • Leather Shorts & Muir Cap
    here I am in my muir cap and leather shorts preparing to shoot the scene with Slave JJ. Photos taken October 25, 2025.
  • Slave JJ Shower Piss
    As soon as Slave JJ arrived one of the first things I wanted to do was hose him down in the shower with my piss.

1990s

Teenage Jack Drago (legal Jan 1 1998) in the 90s.

2000s

Pics and videos of Jack in his 20s in the 2000s

2010s

Jack Drago in his 30s in the 2010s

2020s

Jack Drago in his 40s in the 2020s, Pink hair era, baby!

Fetish

Fetish porn made by or featuring Jack Drago.

Video

Videos made by or featuring Jack Drago.

Hypnosis

Hypnosis memes and videos by Vast Country Hypnosis

Made by Jack Drago

Popular recent posts where Jack is credited as filmaker or photographer.

Satanic

Satanic writings, rituals, and hypnosis by Jack Drago

Popular Posts