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pupjack101.bsky.social
Pup Jack
@pupjack101.bsky.social
1.9K followers 590 following 250 posts
Chastity, pupplay, submissive boy at your service.
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pupjack101.bsky.social
Pup Jack @pupjack101.bsky.social · Oct 8
Day 8! And it’s Wednesday! Thank you @kinkwear.bsky.social I love these thongs so much 😍

@gaychastity.bsky.social
@chastitypigrts.bsky.social
Pink thong chastity boy Pink thong chastity boy showing ass
pupjack101.bsky.social
ay 38!! My gym locker room has great lighting.

@gaychastity.bsky.social @chastitypigrts.bsky.social
#teamlocked #chastitycage
Naked locker room showing chastity cage Neon green thong hands behind back. Neon green thong showing ass
November 7, 2025 at 10:07 PM
pupjack101.bsky.social
I loved locktober so much I’m doing November now too!

@gaychastity.bsky.social @chastitypigrts.bsky.social
#teamlocked #chastityboi
Boy hands behind back knees spread apart showing chastity cage. Locked boy ass arched out with a plug inside how pussy and his balls hanging low. Same as first pic but with pink thong and very obvious cage print.
November 5, 2025 at 8:56 PM
pupjack101.bsky.social
Day 17! My Sir tasked me with spanking my ass for 10 minutes last night. I wonder if my neighbors heard it 😵‍💫

@gaychastity.bsky.social
@chastitypigrts.bsky.social
Front facing chastity boy showing cage arms behind back. Red ass cheeks chastity boy on knees on the floor
October 17, 2025 at 3:15 PM
pupjack101.bsky.social
Day 12! When picking up a prescription sometimes a locked boy needs to take a cage check on the bathroom floor with plug in his hole 😵‍💫

@gaychastity.bsky.social @chastitypigrts.bsky.social
#teamlocked
Knees on public bathroom floor next to toilet. Showing cage Locked boy jeans down to ankles knees on floor showing plug in his boy pussy
October 12, 2025 at 6:13 PM
pupjack101.bsky.social
Day 11! A Sir of mine tasked me with assembling these cubbies I got a while ago and I finished right on time!!
#teamlocked
Locked boy showing cage in front of cubbies he assembled. The aforementioned cubbies
October 11, 2025 at 6:18 PM
pupjack101.bsky.social
Day 10! More locker room pics. I’m definitely feeling like I can break my last record 😍

@gaychastity.bsky.social @chastitypigrts.bsky.social @kinkwear.bsky.social
Hands and feet on chair seat holding body up in precarious position to show a little hole Shirt tucked behind neck shorts down showing cage. Pink thong twisting and arching back to show ass Standing on chair with white sneakers. Naked showing hole and back.
October 10, 2025 at 7:57 PM
pupjack101.bsky.social
More locker room pics cus I had so much fun taking them.

@gaychastity.bsky.social @chastitypigrts.bsky.social @kinkwear.bsky.social
October 9, 2025 at 7:08 PM
pupjack101.bsky.social
Day 9! Got a little risky today. Public locker room check. So I was adjusting my cage after I took these pics and a guy walks right in on me.. do you think he saw my cage? And my pink pussy boy thong? Haha 🥴

@gaychastity.bsky.social @chastitypigrts.bsky.social @kinkwear.bsky.social
Ass with pink thong shorts down and shirt up Hand on a bench while locked boy arches back to show ass in pink thong Front facing public locker room cage check wit pink thong. Shirt pulled up and short on the floor.
October 9, 2025 at 6:46 PM
pupjack101.bsky.social
Day 8! And it’s Wednesday! Thank you @kinkwear.bsky.social I love these thongs so much 😍

@gaychastity.bsky.social
@chastitypigrts.bsky.social
Pink thong chastity boy Pink thong chastity boy showing ass
October 8, 2025 at 1:44 PM
pupjack101.bsky.social
Day 7! Is it wrong for locked boys to love training upper body?

@gaychastity.bsky.social @chastitypigrts.bsky.social
Locked boy hands behind back, knees spread apart. Showing chastity cage. Locked boy showing hole and some of the ring from the cage.
October 7, 2025 at 7:30 PM
pupjack101.bsky.social
It’s day 6! It’s about time for some pup hood pics 🐶

@gaychastity.bsky.social
@chastitypigrts.bsky.social
Locked boy in pup hood knuckles on the floor Locked boy side profile arched back on knees and elbows
October 6, 2025 at 2:52 PM
pupjack101.bsky.social
Day 4 and feeling incredible 🥵

#malechastity #lockedboi
Hands on the back of head, elbows out to the side. Showing cage and exposing full body. Locked boy showing ass with a little cage ring showing out the back.
October 4, 2025 at 3:24 PM
pupjack101.bsky.social
Locktober is here. I’m on day 3!! I promise I started on time!

#lockedboy #malechastity
Locked boy showing ass, arching back, pushing the cage out the back for visibility. Sun shining in from the window. Front facing caged boy with black socks in front view. Sun shining in from window.
October 3, 2025 at 12:45 PM
Reposted by Pup Jack
kingmateoxxx.bsky.social
I'm not a one and done. The first load is just a warm up. I don’t stop till your hole taps out. @PigFFuck took it all the way and still begged for more… who’s brave enough to try next? 😏 #HumpDay
August 27, 2025 at 10:38 PM
pupjack101.bsky.social
Just saw the demon slayer movie and omg it’s so good 😭🫠
September 16, 2025 at 9:37 PM
pupjack101.bsky.social
YouTube having unskippable ads for a full minute followed by another one for 30 seconds might be last straw cus wtfffff 🤨🤨🤨
July 14, 2025 at 3:42 PM
Reposted by Pup Jack
heyjaeee.bsky.social
Happy last weekend of pride and don’t forget 🩵🩷🤍
June 29, 2025 at 7:11 PM
Reposted by Pup Jack
teninchtopx.bsky.social
Bound, bent and destroyed! @myownsecretalt.bsky.social
June 29, 2025 at 7:14 PM
pupjack101.bsky.social
Packing day! Wish me luck! 🍀

#cagedboy #teamlocked #chastity
Caged fag showing cage Caged fag showing ass
June 29, 2025 at 5:38 PM
pupjack101.bsky.social
Today was ass day 🍑

#chastity #sub #lockedboy
June 28, 2025 at 11:52 PM
pupjack101.bsky.social
On or off?

#chastity #lockedboy
Boy in chastity naked with hands clasped behind back. Same thing but with light blue wrestling singlet.
June 27, 2025 at 9:08 PM
pupjack101.bsky.social
Punish me for procrastinating I still got a lot to do 🙃

#chastity #lockedboy #teamlocked
Locked boy, right arm up showing armpit. Locked boy showing ass.
June 25, 2025 at 9:48 PM
pupjack101.bsky.social
New job, new apartment, and a new life very soon! I’m so excited for the next chapter, wish me luck!

#chastity #cagedboy #teamlocked
June 24, 2025 at 6:45 PM
Reposted by Pup Jack
vanbcd.bsky.social
#lockedfag #jockfag #himbo #daddysboy
June 21, 2025 at 2:17 AM
Reposted by Pup Jack
asubboi.bsky.social
have you ever wondered how many people you see on the street (or at work!) are actually #locked under their clothes? perhaps more than you'd think... 🤔

#gayBDSM
June 17, 2025 at 5:49 PM