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Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 10h

🎃 Locktober challenge ✅ @pup-flip.bsky.social “with a pumpkin” 🔥 5d in a row · 📊 137 pts (30d) 👀 Think you can keep up? Join here #cagewatchr #locktober #cagecheck #chastity #gaychastity #malechastity #chastitydevice

041

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theViking™ @theviking.xxx · 14h

Negotiating already. Day six. Adorable. So the pegs go on. Clothes pegs, one at a time, straight onto his balls. Watch the sulk stop. #Locktober #Chastity

3281

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CageWatchr - Cage Checks @checks.cage.watch · 13h

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 4d in a row · 📊 137 pts (30d) · ⚡ 4m 58s (46% faster than avg) 🔒 Lock tag verified since 3 Oct, 3 days proved 👀 Think you can keep up? Join here #cagewatchr #locktober #cagecheck #gaychastity #malechastity #caged #chastitycheck

112

Reposted by Pup Flip

theViking™ @theviking.xxx · 06/10/2026

You woke up wet. Not from a dream you got to finish. The dream got you hard, the cage stopped it, and you leaked through the good bit like a polite little fg. Sheets damp, cock trapped, head filthy, hands useless. #Locktober #Chastity

1252

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 05/10/2026

🎃 Locktober challenge ✅ @pup-flip.bsky.social “with a dildo up your ass” 🔥 3d in a row · 📊 137 pts (30d) 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #caged #chastitydevice #chastitycheck #chastity

011

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 05/10/2026

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 3d in a row · 📊 135 pts (30d) · ⚡ 33s (94% faster than avg) 🔒 Lock tag verified since 3 Oct, 2 days proved 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #cockcage #cagecheck #chastity #malechastity

041

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 05/10/2026

🎃 Locktober challenge ✅ @pup-flip.bsky.social “something green in the picture” 🔥 3d in a row · 📊 133 pts (30d) 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #chastitycheck #teamlocked #caged #gaylocked #gaychastity

021

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theViking™ @theviking.xxx · 04/10/2026

Several full days and you are already texting like the month is ending. What you are feeling is the first real restlessness. A low ache when you sit, a drip when you stand, and a head that keeps wandering back to the key. Cute. The key is not in this chat. #Locktober #Chastity

3683

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 04/10/2026

🎃 Locktober challenge ✅ @pup-flip.bsky.social “clothes pegs on your balls” 🔥 2d in a row · 📊 133 pts (30d) 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #gaylocked #kink #cagecheck #malechastity #caged

022

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 04/10/2026

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 2d in a row · 📊 133 pts (30d) · ⚡ 21s (96% faster than avg) 🔒 Lock tag verified since 3 Oct, 1 day proved 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #chastity #cagecheck #caged #lockedgay

011

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 04/10/2026

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 2d in a row · 📊 131 pts (30d) · ⚡ 1m 58s (77% faster than avg) 🔒 Lock tag verified since 3 Oct, 1 day proved 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #chastitycheck #cockcage #malechastity #chastitydevice

001

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 04/10/2026

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 2d in a row · 📊 129 pts (30d) · ⚡ 24s (96% faster than avg) 🔒 Lock tag verified since 3 Oct, 1 day proved 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #cockcage #chastity #cagecheck #gaychastity

011

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 04/10/2026

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 2d in a row · 📊 125 pts (30d) · ⚡ 41s (92% faster than avg) 🔒 Lock tag verified since 3 Oct, 1 day proved 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #cagecheck #chastitydevice #chastitycheck #malechastity

031

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 03/10/2026

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 1d in a row · 📊 125 pts (30d) · ⚡ 30s (94% faster than avg) 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #chastity #cockcage #gaylocked #gaychastity #teamlocked

011

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 03/10/2026

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 1d in a row · 📊 120 pts (30d) · ⚡ 55s (90% faster than avg) 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #chastitycheck #gaychastity #kink #cagecheck #teamlocked

021

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 03/10/2026

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 1d in a row · 📊 113 pts (30d) · ⚡ 1m 25s (85% faster than avg) 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #chastitycheck #caged #malechastity #cagecheck #lockedgay

021

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 02/10/2026

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 0d in a row · 📊 100 pts (30d) · ⚡ 1m 26s (84% faster than avg) 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #chastitydevice #gaychastity #cockcage #kink #lockedgay

011

Reposted by Pup Flip

CageWatchr - Cage Checks @checks.cage.watch · 02/10/2026

📸 Locked, checked, approved ✅ @pup-flip.bsky.social 🔥 0d in a row · 📊 125 pts (30d) · ⚡ 1m 18s (84% faster than avg) 👀 Think you can keep up with Daddy's bois? Join here #cagewatchr #locktober #kink #chastity #lockedgay #teamlocked

021

Pup Flip @pup-flip.bsky.social · 30/03/2026

Visiting Zurich for Puppy Switzerland

1170

Pup Flip @pup-flip.bsky.social · 27/09/2025

Tasteful train softie Those mirrors are begging for selfies

2280

Pup Flip @pup-flip.bsky.social · 17/06/2025

I certainly enjoyed it 😈💦

060

Pup Flip @pup-flip.bsky.social · 04/05/2025

I think I know that cock. 🤔🐖

0211