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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
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
October 11, 2025 at 5:14 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
October 8, 2025 at 6:27 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
Yes Sir!
October 6, 2025 at 7:31 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
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
pupjack101.bsky.social
Day 6. Don’t really have a goal but I’m just gonna go as long as I can.
Locked boy chowing cage Locked boy showing ass
March 2, 2025 at 3:52 PM
pupjack101.bsky.social
Cage check
Caged boy flexing front showing Caged boy showing ass
February 26, 2025 at 7:55 PM
pupjack101.bsky.social
Love is strapping me to your bed and making me your toy 😍
Caged boy hands shackled to a bed, blindfolded and collared. Boy on all fours wrists shackled to a bed, blindfolded and collared with a yellow and blue jockstrap.
February 14, 2025 at 1:58 PM
pupjack101.bsky.social
Was at a cafe with friends during a break. Had to take a quick cage check 😩
Locked boy showing front cage Locked boy in a cage bathroom showing ass with ring from chastity cage showing
February 13, 2025 at 7:05 PM