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@chasteboi23

Locked in chastity and having adventures. I’m a good boy. πŸ˜‡

76
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74
Following
32
Posts
05.01.2025
Joined
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Latest posts by @chasteboi23

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Day 69 in #chastity and going strong!

Happy Friday!
#gaychicago

06.02.2026 22:10 πŸ‘ 8 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

So beautiful.

30.01.2026 04:05 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

So cute! Hopefully not unlocked for long tho πŸ₯΅πŸ˜˜

30.01.2026 04:04 πŸ‘ 1 πŸ” 0 πŸ’¬ 1 πŸ“Œ 0
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Happy #HumpDay!

28.01.2026 17:30 πŸ‘ 10 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

Awww! So close and yet so far hehe

26.01.2026 02:38 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

Oooh, standing!! Brave of you hehe

23.01.2026 20:40 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

So cute. i don’t unlock for shows either! Looking good!

17.01.2026 23:45 πŸ‘ 0 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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Plugged with the bf’s load and looking to get fucked/bred more this evening. Stop by?
#gaychicago #bottom #cum #breeding #plugged #gapekeeper55 #chastity

02.01.2026 23:47 πŸ‘ 11 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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#chastity #pink

😘😘

28.12.2025 01:43 πŸ‘ 9 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

Thank you!! Merry Christmas!!

26.12.2025 05:13 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

So hot! What is this toy? I want it! Hehe

26.12.2025 04:22 πŸ‘ 1 πŸ” 0 πŸ’¬ 1 πŸ“Œ 0
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a very Merry Christmas Eve from my locked dicklet, full balls, and hungry ass!
#chastity #ass #bottom

25.12.2025 03:57 πŸ‘ 11 πŸ” 1 πŸ’¬ 0 πŸ“Œ 0
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TGIf! Bf got off work and bred me and now we’re headed out for the evening. Always lovely to be full of his babies :)

#gayChicago #cum #breeding #bottom #chastity

13.12.2025 00:15 πŸ‘ 9 πŸ” 0 πŸ’¬ 1 πŸ“Œ 0

Working on being more verbal, but always vocal! Hehe

05.12.2025 18:46 πŸ‘ 4 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

Thank you! 😊

04.12.2025 23:12 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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Cummy handiwork of @himbo85.bsky.social

#gaychicago #cum #chastity #bottom

04.12.2025 22:48 πŸ‘ 18 πŸ” 1 πŸ’¬ 0 πŸ“Œ 0
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Hotel cage check! Excited to start Denial December!
#gay #chastity

30.11.2025 16:44 πŸ‘ 7 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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Started Locktober a little late. gave myself a milking last night locked and plugged after 31 days no cumming. Staying locked and will probably be milked again in a month I think. #chastity #gaychicago #milking #cum

04.11.2025 18:56 πŸ‘ 11 πŸ” 1 πŸ’¬ 0 πŸ“Œ 0
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19.05.2025 09:46 πŸ‘ 27 πŸ” 19 πŸ’¬ 1 πŸ“Œ 2
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@himbo85.bsky.social left my pussy leaking

#gaychicago #chastity #breeding #cum #bottom

23.10.2025 23:34 πŸ‘ 11 πŸ” 1 πŸ’¬ 0 πŸ“Œ 1

thanks! 😘

22.10.2025 17:02 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

πŸ₯°

22.10.2025 17:02 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

My normal sized plug was in the dishwasher so I had a smaller one in that did not provide cum retention security lol

22.10.2025 16:01 πŸ‘ 1 πŸ” 0 πŸ’¬ 1 πŸ“Œ 0
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Happy #humpday! #ass #bottom #gaychicago

22.10.2025 15:48 πŸ‘ 23 πŸ” 0 πŸ’¬ 3 πŸ“Œ 0

B

21.10.2025 19:32 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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@chasteboi23.bsky.social showing off his pussy and begging me to put my cock in him. He did such a good job worshiping my cock I had to oblige #chastity #gaychicago

20.10.2025 02:03 πŸ‘ 17 πŸ” 3 πŸ’¬ 0 πŸ“Œ 0

Had so much fun serving @breedallaboutit.bsky.social. #gaychicago #chastity #sub #bottom #cocksucker

20.10.2025 02:04 πŸ‘ 6 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

There’s a point where being locked provides a sense of comfort and security and being unlocked causes a sense of discomfort and mild anxiety and then you know you’ve crossed an important line.

10.10.2025 13:01 πŸ‘ 145 πŸ” 15 πŸ’¬ 7 πŸ“Œ 3
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18.10.2025 02:45 πŸ‘ 3 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

Thank you!!

17.10.2025 01:04 πŸ‘ 0 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0