(Sometimes Pup) Io @io-pup.bsky.social · 11/10/2026#Locktober Day 10 #ShowYourLock @mrsleather.bsky.social 🩷 031
(Sometimes Pup) Io @io-pup.bsky.social · 10/10/2026#Locktober Day 9 This guy was teasing me all day about being caged, so I tied him up and edged him for a few hours with a little post-orgasm torment for good measure 😈 020
(Sometimes Pup) Io @io-pup.bsky.social · 09/10/2026#Locktober Day 8 what if your dental assistant was LOCKED 040
(Sometimes Pup) Io @io-pup.bsky.social · 08/10/2026#Locktober Day 7 is also my 34th birthday 🎉 Ideas that form /many/ celebratory drinks in 250
(Sometimes Pup) Io @io-pup.bsky.social · 07/10/2026#Locktober Day 6 Play session canceled last minute 😭 0:00 - Be your own play partner 👨❤️👨 0:56 - Whining to @yessirthanku.bsky.social got me gagged and clamped, oh no 🙃 1:43 - #Chastity Leak 💦 1:48 - Instructions were to be a desperate, gagged, zapped, #lockedboy 🥵 3:01 - #GayChastity Leak 🐳 080
(Sometimes Pup) Io @io-pup.bsky.social · 06/10/2026#Locktober Day 5 Pickleballed(?) caged for the first time in a year and still won 3/4 games 🙃 #chastity #gaychastity #lockedboy 050
(Sometimes Pup) Io @io-pup.bsky.social · 04/10/2026#Locktober Day 3 & 4 Quick bathroom pic at midnight, right before hours of remembering intimately what a real dick feels like. Fucked a load into me, slept, and did it again in the morning before leaving 🤤 #chastity #gaychastity #lockedboy 090
(Sometimes Pup) Io @io-pup.bsky.social · 03/10/2026Spending #Locktober Day 2 sick at home but at least the new Fire Emblem absolutely slaps 050
Reposted by (Sometimes Pup) Io(Sometimes Pup) Io @io-pup.bsky.social · 02/10/2026#ShowYourLock @mrsleather.bsky.social Happy #Locktober Day 1 🙃 081
(Sometimes Pup) Io @io-pup.bsky.social · 02/10/2026#ShowYourLock @mrsleather.bsky.social Happy #Locktober Day 1 🙃 081
(Sometimes Pup) Io @io-pup.bsky.social · 30/09/2026Allowed to cum at 4:58am while forced to suck on my own cage full of precum 😵💫 051
(Sometimes Pup) Io @io-pup.bsky.social · 30/09/2026Blindfolded and gagged, he made it sound like he unlocked me multiple times. My dick was desperately trying to burst out #chastity #gaychastity #lockedboy 120
(Sometimes Pup) Io @io-pup.bsky.social · 30/09/2026Had a great time at Folsom! Guy in my hotel said he had some rolls of bondage tape he needed to get rid of, and I'm always so happy to help 😇 #gaybondage #chastity #gaychastity #lockedboy 170
(Sometimes Pup) Io @io-pup.bsky.social · 13/09/2026this is so funny, do people use Instagram like this?? (this was a very real profile, we have mutuals!) 001
(Sometimes Pup) Io @io-pup.bsky.social · 03/09/2026miscellaneous cage checks in July when I got my first e-stim box and have not been the same since 😵💫⚡ #chastity #gaychastity #lockedboy 071
(Sometimes Pup) Io @io-pup.bsky.social · 20/08/2026bonus no-face version if you're into that sort of thing 😶🌫️ #chastity #gaychastity #lockedboy 011
(Sometimes Pup) Io @io-pup.bsky.social · 20/08/2026back in my mohawk era found an old video of me trying to record at new angles around the house💙 #chastity #gaychastity #lockedboy 110
(Sometimes Pup) Io @io-pup.bsky.social · 09/08/2026Not pictured: the liters of drool this forces out of you @yessirthanku.bsky.social 0120
Reposted by (Sometimes Pup) IoNot So Idle Hands @yessirthanku.bsky.social · 23/06/2026@io-pup.bsky.social teased @boundsquirming.bsky.social before their hands were tied and they were clamped together by their nipples. 0373
Reposted by (Sometimes Pup) IoNot So Idle Hands @yessirthanku.bsky.social · 22/06/2026A fun evening playing with @io-pup.bsky.social & @boundsquirming.bsky.social. Both were waiting for me: locked, jocked & ready to serve. 0326
(Sometimes Pup) Io @io-pup.bsky.social · 27/07/2026Bonus video of some #lockedboy dildo-riding prep beforehand 081
(Sometimes Pup) Io @io-pup.bsky.social · 27/07/2026A story in 4 acts for @trysthusky.bsky.social 1) Locked and plugged pre-session 2) Poppered up and made into a horny pup-drone 3) Allowed to cum after a long session with the electro plug and clamps 4) Sent home to sleep locked backed up 🥹 #chastity #gaychastity #lockedboy #gaypup 1203
(Sometimes Pup) Io @io-pup.bsky.social · 24/07/2026"Great, that's just what this country needs - a cock in a frock on a rock" I can never get my references right 010
(Sometimes Pup) Io @io-pup.bsky.social · 24/07/2026Lock that cock on a rock. Happy #sandiegopride from #blacksbeach #chastity #gaychastity #lockedboy 1111
(Sometimes Pup) Io @io-pup.bsky.social · 16/06/2026At hour 7, neither of us had cum so I had the plugged and mummified boy watch me stroke with a vibrator on him. Not pictured is accidentally shooting a jet stream directly into his eyes and him finally giving a massive load...his last for another 3-4 weeks 140
(Sometimes Pup) Io @io-pup.bsky.social · 16/06/2026When you're still figuring out what the boy's into so you give him a little bit of everything. Some more pics from the 8 hour bdsm sampler-fest 281
(Sometimes Pup) Io @io-pup.bsky.social · 16/06/2026I've always been a switch! Been having a nice shift to taking control lately—specifically tying, edging, and torturing this perfect little 🦦 000
(Sometimes Pup) Io @io-pup.bsky.social · 16/05/20262:52pm Cage swap. Had to speed this up, was about 6 minutes of me getting too hard and trying to cool it down 🫠 051
(Sometimes Pup) Io @io-pup.bsky.social · 16/05/2026Was feeling especially tight, waiting for our session later, and got told I should do a cage swap beforehand. This one is...much smaller 141
(Sometimes Pup) Io @io-pup.bsky.social · 16/05/20262:38pm Got asked for a cage check with nipple clamps on while I was playing a game I couldn't pause. Had to multitask this one! 110
(Sometimes Pup) Io @io-pup.bsky.social · 16/05/2026Friday, Day 4, 10:42am Early work cage check for @yessirthanku.bsky.social before seeing him later #chastity #gaychastity #lockedboy 100
(Sometimes Pup) Io @io-pup.bsky.social · 14/05/202612:25am Back from the bars, cage check before sleep, knowing my session with @yessirthanku.bsky.social will be tomorrow 040
(Sometimes Pup) Io @io-pup.bsky.social · 14/05/20266:34pm Had very little time between getting home from work and going out to meet friends for dinner, so had to record a cage check/hole training in the shower. Little glitch during the middle, even waterproof phones get funky in the tub 140
(Sometimes Pup) Io @io-pup.bsky.social · 14/05/2026Thursday, Day 3, 10:24am Cage check at work. Too nervous to try to do it at my desk, I have no idea where the cameras are 🥴 #chastity #gaychastity #lockedboy 1183
(Sometimes Pup) Io @io-pup.bsky.social · 08/05/20267:30pm As promised, back to the same bathroom to lock back up 010
(Sometimes Pup) Io @io-pup.bsky.social · 08/05/20265:40pm Got invited out to play some more sports so unlocked at the gym, promising I would come back and lock up again once I was done. Looking at the inside of the cage, it needed to be cleaned anyway 🥴 171
(Sometimes Pup) Io @io-pup.bsky.social · 08/05/2026I don't do much play outside a home but it looks like I enjoyed this more than I thought I would 🙃 110
(Sometimes Pup) Io @io-pup.bsky.social · 08/05/20262:40pm @yessirthanku.bsky.social told me to bring my nipple clamps and and anal toy to work, then checked me midday to use both 120
(Sometimes Pup) Io @io-pup.bsky.social · 08/05/2026Wednesday, Day 2, 8:40am (remembered to time stamped my pics and videos this time) Woke up early with a tight cage again. Big urge to unlock already but decided to stretch before work instead #chastity #gaychastity #lockedboy 161
(Sometimes Pup) Io @io-pup.bsky.social · 07/05/202611:00pm, @yessirthanku.bsky.social had one more demand before bed -- a ride with the clamps 020
(Sometimes Pup) Io @io-pup.bsky.social · 07/05/202610:30pm, had to unlock for a bit to play pickleball (I've tried playing locked before and hurt myself pretty bad 🥲). To stay honest, I left the cage by my door and recorded myself getting home and immediately locking first thing 100
(Sometimes Pup) Io @io-pup.bsky.social · 07/05/20266:20pm, only had one thing on my mind to do when I got back from wormt 100
