Pup Jack @pupjack101.bsky.social · 21/09/2026Ya it’s taken me a while to get to this point. But it’s worth it! 110
Pup Jack @pupjack101.bsky.social · 21/09/2026Opening up my pussy with the #gapekeeper85 😵💫 @toppedtoys.com 1669
Pup Jack @pupjack101.bsky.social · 17/09/2026Before you fuck my ass can you write on my back? #lockedboy #teamlocked 3688
Pup Jack @pupjack101.bsky.social · 16/09/2026Small pink thong at the gym is perfect for a locked boy! #lockedboy 2633
Pup Jack @pupjack101.bsky.social · 15/09/2026Getting ready for #locktober 🤤 #lockedboy #teamlocked 21169
Pup Jack @pupjack101.bsky.social · 25/07/2026@castrocumhaus.bsky.social said that he was just finishing dinner, and I offered to be dessert #teamlocked #lockedboy 214913
Pup Jack @pupjack101.bsky.social · 22/07/2026Getting ready for Dore Alley with the #TheGrip80 from @toppedtoys.com I can’t wait 😩🥴 215414
Pup Jack @pupjack101.bsky.social · 01/07/2026Today was the first time I ever took the #gapekeeper85 Thank you @toppedtoys.com for stretching me out so good 😵💫 314316
Pup Jack @pupjack101.bsky.social · 30/06/2026Regular old cage check. The face is kinda freaky tho 😵💫 #cagedboy #caged 121624
Pup Jack @pupjack101.bsky.social · 24/06/2026Feeling good about my gym results 💪🏼 @gaychastity.bsky.social @chastitypigrts.bsky.social @cagedlegion.bsky.social 6829
Pup Jack @pupjack101.bsky.social · 05/06/2026He said I looked hot in the hat ❤️ @chastitypigrts.bsky.social @gaychastity.bsky.social @cagedlegion.bsky.social 322130
Pup Jack @pupjack101.bsky.social · 03/06/2026Day 15 locked!! How am I doing? #teamlocked #cumdump 18810
Pup Jack @pupjack101.bsky.social · 21/05/2026I need better gear.. @chastitypigrts.bsky.social @cagedlegion.bsky.social 18612
Pup Jack @pupjack101.bsky.social · 07/04/2026I just got the gape maker 65 from @toppedtoys.com and I might need to size up already 😩 #chastity #malechastity 214016
Pup Jack @pupjack101.bsky.social · 31/03/2026Finally putting my chair to good use 😵💫😍🥵 #teamlocked #lockedboi 2809
