Jack Drago by Era

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

  • More Peach Pals 2026 fisting
    Ever wanted to watch over my shoulder while I fist fucked someone silly with both hands? Check out this fourteen minute video from Peach pals 2026 where I do just that.
  • Fisting Rubber Pig at Peach Pals
    I never tire of fisting my husband’s ass, and I always enjoy letting him skip the line at festivals like Peach pals so that he can have next whenever he’s ready.
  • Fisting Helix2020 at Peach Pals 2026
    I ran into my fisting friend Helix2020 at Peach Pals in Augusta, GA, so of course I had to get elbow deep.
  • Pink Sweats Bareback
    chilling in my pink sweats drinking coffee and scrolling my Bluesky when one thing lead to another
  • Floor Barebacking
    The pattern goes like this; I’ll be playing with myself on the sofa while the husband is on the computer, then he’ll notice and assume the position on the floor and I’ll wind up breeding him there.
  • Masturbating in Silkies
    first I stripped out of my boots and street clothing and put on my camo shirt and silkies Then I wound up shooting a full on jerk off video.

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