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painpupjackson.bsky.social
Jackson ⛓️🏳️‍🌈
@painpupjackson.bsky.social
6 followers 16 following 15 posts
18+ only 🔞| 24 years old | He/Him/It | An aspiring masochist | Queer
Posts Replies Media Videos
Reposted by Jackson ⛓️🏳️‍🌈
bvtchboots.bsky.social
Cowgirl Sexbang was phenomenal and emotional. The afters were the perfect way to touch back down from it.
Butch trans woman with a face covered in blood, wearing a rusty corroded padlock chain collar
November 24, 2025 at 9:01 PM
Reposted by Jackson ⛓️🏳️‍🌈
needle.love
part 2 (yes that is cigarette ash on her tongue. the gag wouldn't let her swallow it)
a faceless woman covered in cuts, scratches and blood, clothes pegs and fishhooks on the thighs, arms zip tied to a chair, the word "FREAK" scratched into her chest,a ring gag holding her mouth open with a pile of cigarette ash on her tongue. you can't really see it but there are needles poking out of her cheeks
October 4, 2025 at 11:47 PM
Reposted by Jackson ⛓️🏳️‍🌈
hellehound.bsky.social
I love bleach painting♡
Helle in a custom bleach painted thong (black) that reads "Beg For It"
October 4, 2025 at 12:40 AM
Reposted by Jackson ⛓️🏳️‍🌈
camdamage.bsky.social
Ps I still do rope but basically only with @kissmedeadlydoll.bsky.social 😎
April 9, 2025 at 3:32 PM
Reposted by Jackson ⛓️🏳️‍🌈
butchsystm.bsky.social
Still thinking about this
January 26, 2025 at 5:28 AM
Reposted by Jackson ⛓️🏳️‍🌈
boymischief666.bsky.social
i want to play a game… scream for me
November 1, 2023 at 2:18 AM
Reposted by Jackson ⛓️🏳️‍🌈
hellehound.bsky.social
Abandoned buildings tonight King?
@xxdumbbunniexx.bsky.social and @sweetrat.bsky.social
DumbBunnie getting tied in a chest harness by HelleHound, the rope is a nice red contrast to their black outfit. The background is a wrll graffitied abandoned building. Sweetrat and DumbBunnie pose together tied in red and black jute rope bondage. The lockers and wall in the background are grafittied Sweetrat partially suspended by natural and red jute rope in an abandoned building.
January 11, 2025 at 8:29 PM
Reposted by Jackson ⛓️🏳️‍🌈
owenstonexxx.bsky.social
Shit kickers
May 2, 2025 at 10:24 PM
Reposted by Jackson ⛓️🏳️‍🌈
thatpainpup.bsky.social
Wanting to get dragged around the woods again
August 24, 2023 at 1:43 PM
Reposted by Jackson ⛓️🏳️‍🌈
thatpainpup.bsky.social
Just hangin around :3
September 26, 2023 at 3:41 PM
painpupjackson.bsky.social
Finally made a BlueSky that is going to be dedicated hopefully to my journey into masochism and exploring my desires around being beaten up, pain play, impact play etc.

Very much a beginner at the moment but hoping to start diving in soon 🤞
July 15, 2025 at 3:22 PM