@chasteboi23.bsky.social
Locked in chastity and having adventures. I’m a good boy. 😇
Pinned
Bouncy boy returns!! Happy Thursday, friends!
Thinking of going to this next time! Haven’t been in a while. Anyone else?
So excited that we have a home bar at @jackhammerchicago.bsky.social now! All are welcome, locked 🔒, key holders, or cage curious. #chastity
@chicagochastity.bsky.social @chastity.social
@chicagochastity.bsky.social @chastity.social
August 18, 2026 at 11:20 PM
Thinking of going to this next time! Haven’t been in a while. Anyone else?
Reposted
Hey you
Yeah, you
Yeah, you, specifically.
You're a nice person and I like you. Yes, you, specifically.
That voice in your head that tells you that nobody really cares about you is an asshole. It's lying to you.
You have great kindness in you, and I value absolutely nothing more highly. 💜
Yeah, you
Yeah, you, specifically.
You're a nice person and I like you. Yes, you, specifically.
That voice in your head that tells you that nobody really cares about you is an asshole. It's lying to you.
You have great kindness in you, and I value absolutely nothing more highly. 💜
July 2, 2026 at 12:37 PM
Hey you
Yeah, you
Yeah, you, specifically.
You're a nice person and I like you. Yes, you, specifically.
That voice in your head that tells you that nobody really cares about you is an asshole. It's lying to you.
You have great kindness in you, and I value absolutely nothing more highly. 💜
Yeah, you
Yeah, you, specifically.
You're a nice person and I like you. Yes, you, specifically.
That voice in your head that tells you that nobody really cares about you is an asshole. It's lying to you.
You have great kindness in you, and I value absolutely nothing more highly. 💜
Met a new friend this Pride Month and he has been kind enough to pound my bussy thoroughly to help me celebrate. Love taking all @mem19907.bsky.social has to give me.
#femboy #gaychicago #bottom #bussy #cock #stud
#femboy #gaychicago #bottom #bussy #cock #stud
June 29, 2026 at 4:34 AM
Met a new friend this Pride Month and he has been kind enough to pound my bussy thoroughly to help me celebrate. Love taking all @mem19907.bsky.social has to give me.
#femboy #gaychicago #bottom #bussy #cock #stud
#femboy #gaychicago #bottom #bussy #cock #stud
Happy Friday! Feeling cute in my holy trainer, dropped by to give @breedallaboutit.bsky.social a suck. 🤙💜🔐
#gaychicago #chastity
#gaychicago #chastity
June 26, 2026 at 5:35 PM
Happy Friday! Feeling cute in my holy trainer, dropped by to give @breedallaboutit.bsky.social a suck. 🤙💜🔐
#gaychicago #chastity
#gaychicago #chastity
Had a blast sucking this big uncut dick. He came in my mouth once and then fed me another load he blasted all over my face. Good times 🤙
#chastity #gaychicago
#chastity #gaychicago
May 10, 2026 at 9:15 PM
Had a blast sucking this big uncut dick. He came in my mouth once and then fed me another load he blasted all over my face. Good times 🤙
#chastity #gaychicago
#chastity #gaychicago
April 7, 2026 at 1:54 AM
Day 110 locked! Gave myself a new little landing strip, feeling very cute 🥰🤭
#chastity #gaychicago #gaychastity
#chastity #gaychicago #gaychastity
March 19, 2026 at 1:36 PM
Day 110 locked! Gave myself a new little landing strip, feeling very cute 🥰🤭
#chastity #gaychicago #gaychastity
#chastity #gaychicago #gaychastity
February 6, 2026 at 10:10 PM
Plugged with the bf’s load and looking to get fucked/bred more this evening. Stop by?
#gaychicago #bottom #cum #breeding #plugged #gapekeeper55 #chastity
#gaychicago #bottom #cum #breeding #plugged #gapekeeper55 #chastity
January 2, 2026 at 11:47 PM
Plugged with the bf’s load and looking to get fucked/bred more this evening. Stop by?
#gaychicago #bottom #cum #breeding #plugged #gapekeeper55 #chastity
#gaychicago #bottom #cum #breeding #plugged #gapekeeper55 #chastity
December 28, 2025 at 1:44 AM
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
#gayChicago #cum #breeding #bottom #chastity
December 13, 2025 at 12:15 AM
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
#gayChicago #cum #breeding #bottom #chastity
Working on being more verbal, but always vocal! Hehe
sometimes the hottest thing you can do is try to say “cum in me daddy” and fail
@daddykylex.com @xtylergreyx.bsky.social
@daddykylex.com @xtylergreyx.bsky.social
December 5, 2025 at 6:46 PM
Working on being more verbal, but always vocal! Hehe
December 4, 2025 at 10:48 PM
November 30, 2025 at 4:44 PM
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
November 4, 2025 at 6:56 PM
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
Reposted
October 23, 2025 at 11:34 PM
October 22, 2025 at 3:49 PM
Reposted
@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
October 20, 2025 at 2:03 AM
@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
Had so much fun serving @breedallaboutit.bsky.social. #gaychicago #chastity #sub #bottom #cocksucker
Invited @chasteboi23.bsky.social over last night to try out a vibrating p spot toy. He was a good boy and worshiped my cock and balls until I had him begging to stick it in #gaychicago #chastity
October 20, 2025 at 2:04 AM
Had so much fun serving @breedallaboutit.bsky.social. #gaychicago #chastity #sub #bottom #cocksucker
Reposted
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.
October 10, 2025 at 1:01 PM
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.
Bouncy boy returns!! Happy Thursday, friends!
October 16, 2025 at 8:12 PM
Bouncy boy returns!! Happy Thursday, friends!