Always in Trouble

Striped and other convict uniforms, chains, boots, brutalist architecture and cats

[claydough61]

[kc20-572]

Young dude shining his boots while enjoying a nice cigar. 🥵🥵🥵

[sargeslocker3]

AcademyMen: Men in Training

[ropercruz]

Jailhouse hogtie

[sargeslocker3]

AcademyMen: Learning the Ropes

[steelcapirving]

[boot-slave-247]

[jamiwil-deactivated20260306]

It's a dream. Would love to be placed in stocks and shaved smooth by my dominant top.

[steelcapirving]

[steelcapirving]

[armyskinhead1977]

Buff Cop licking Skinhead Boots (with @bruiser-80)

[steelcapirving]

[sargeslocker3]

AcademyMen: Learning the Ropes

JC Martin ('Rope Master') hog ties Brandon [ 2 of 4]

[bootsize13]

Oh yea

[sargeslocker3]

AcademyMen: Learning the Ropes

JC ('Rope Master') hog ties Brandon [1 of 4]

[sargeslocker3]

JC Martin ('Rope Master') hog ties Brandon [3 of 4]

[banderson115]

AcademyMen: Men in training 02

[trinity-trouble]

"DO NOT PENETRATE UNAUTHORIZED PEOPLE"

as seen on BSKY, for @ominous-signs

[animusrox]

Batman Beyond S01E13 “Ascension”

[bread-clown]

[kitcactusart]

Feel free to print and distribute this image