Coming soon - Get a detailed view of why an account is flagged as spam!
view details
Chicago, IL

r/chicagogaybears

489 subscribers
For any Chicago-based male identifying queer bears, pups, cubs, admirers. Post pics, meetups, links, polls- all good. Consent is mandatory- being hot helps too. Let’s get sticky 💦

Moderators

Updated Feb 6, 2025
u/CrisBleaux Active
Added 1 year ago

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

Browse by flair

looking photo QA events
New Top (24hr) Top (Week) Top (Month)
to r/chicagogaybears by Content_Ad5300
1 day ago
Preview thumbnail for M18 my virgin ass is so tight who wants to come fill me up? 😩 image
M18 my virgin ass is so tight who wants to come fill me up? 😩
M
in Chicago, IL
to r/chicagogaybears by Content_Ad5300
1 day ago
Preview thumbnail for M18 here how do my titties look? 😉 image
M18 here how do my titties look? 😉
M
in Chicago, IL
to r/chicagogaybears by Content_Ad5300
1 day ago
Preview thumbnail for M18 who wants to take my virginity and use me like a slut ? ;) image
M18 who wants to take my virginity and use me like a slut ? ;)
M
in Chicago, IL
to r/chicagogaybears by Content_Ad5300
1 day ago
Preview thumbnail for M18 who wants to take advantage of me tonight? i just want to be used for your pleasure 😉. image
M18 who wants to take advantage of me tonight? i just want to be used for your pleasure 😉.
M
in Chicago, IL
to r/chicagogaybears by Content_Ad5300
1 day ago
M18 here heyy im back looking for daddies😩.
M
in Chicago, IL
to r/chicagogaybears by Content_Ad5300
1 day ago
M18 i’ll let you use me however you’d like 😏.
M
in Chicago, IL
to r/chicagogaybears by Content_Ad5300
1 day ago
Preview thumbnail for M18 good morningg, i’m always waking up horny asll ready to please😩. image
M18 good morningg, i’m always waking up horny asll ready to please😩.
M
in Chicago, IL
to r/chicagogaybears by MissOtheliom
1 day ago
Preview thumbnail for Dating in Chicago Suxx image
Dating in Chicago Suxx
looking
in Chicago, IL
to r/chicagogaybears by Load-Catch-4928
6 days ago
Preview thumbnail for Big ass big hole needs a big bear image
Big ass big hole needs a big bear
photo
in Chicago, IL
to r/chicagogaybears by Dull-Trade3252
1 week ago
32 [M4M] #RogersPark - bottom looking to suck this morning/afternoon in RP. I can host and love to swallow.
M4M
in Chicago, IL
to r/chicagogaybears by General_Worth_4298
1 week ago
Older swm wanting to suck and edge thick Ginger cock in Berwyn.
in Chicago, IL
to r/chicagogaybears by Civil-Whole-6094
1 week ago
Preview thumbnail for 18 m looking for someone to pop my cherry image
18 m looking for someone to pop my cherry
looking
in Chicago, IL
to r/chicagogaybears by Civil-Whole-6094
1 week ago
18 m looking to get my cherry popped hmu vers
in Chicago, IL
to r/chicagogaybears by Load-Catch-4928
1 week ago
Clean, plugged and locked. Ready for my chores
in Chicago, IL
to r/chicagogaybears by azule___
1 week ago
Preview thumbnail for Looking for my first bbc image
Looking for my first bbc
in Chicago, IL
to r/chicagogaybears by This_Agency_3581
1 week ago
Any bottom chubs in the oaklawn and Evergreen
in Chicago, IL
to r/chicagogaybears by CrisBleaux
2 weeks ago
Preview thumbnail for Been a minute since I said hi image
Been a minute since I said hi
photo
in Chicago, IL
to r/chicagogaybears by Able-Classroom8708
2 weeks ago
23 M near grand and Harlem Chicago
in Chicago, IL
to r/chicagogaybears by galaxyboy710
2 weeks ago
Preview thumbnail for Love my new panties image
Love my new panties
in Chicago, IL
to r/chicagogaybears by assmuncher289
2 weeks ago
Bet you can't pin me and sit on my face
in Chicago, IL
to r/chicagogaybears by Dull-Trade3252
3 weeks ago
32 [M4M] #RogersPark - bottom looking to suck this morning/afternoon in RP. I can host and love to swallow.
M4M
in Chicago, IL
to r/chicagogaybears by Ok_Swim9019
3 weeks ago
18 m tryna get fucked asap
in Chicago, IL
to r/chicagogaybears by Crunchyring
3 weeks ago
Bi bear looking for discreet FWB
looking
in Chicago, IL
to r/chicagogaybears by Puffingrock
3 weeks ago
Preview thumbnail for Northern Indiana image
Northern Indiana
looking
in Indiana
to r/chicagogaybears by Dull-Trade3252
3 weeks ago
32 [M4M] #RogersPark - bottom looking to suck this morning/afternoon in RP. I can host and love to swallow.
M4M
in Chicago, IL