BearInChicago
@bearinchicago.bsky.social
Chi stoner Daddy, Single in his 30s. Body +. Jock Straps++. #findom cash app- $ Chiguy88. Dom tendencies
Pinned
BearInChicago
@bearinchicago.bsky.social
· May 29
Figured yall would want the video and cum shot from the pic the other day. Pretty verbal and the cum shot was massive.
Just your friendly airport hoe. Doing what an airport hoe does best.
February 9, 2026 at 1:16 AM
Just your friendly airport hoe. Doing what an airport hoe does best.
Reposted by BearInChicago
You ever get so horny that you gotta pull over and stroke one out?
February 3, 2026 at 12:40 AM
You ever get so horny that you gotta pull over and stroke one out?
Belly and balls are heavy
January 22, 2026 at 5:39 PM
Belly and balls are heavy
I’m missing summer like crazy
January 16, 2026 at 4:03 AM
I’m missing summer like crazy
Post gym sniffs 😈
Which are you going for first?
Which are you going for first?
January 15, 2026 at 1:24 AM
Post gym sniffs 😈
Which are you going for first?
Which are you going for first?
New Jock. Who dis?
January 12, 2026 at 10:28 PM
New Jock. Who dis?
Really in the mood to have someone ride my face
January 12, 2026 at 8:43 PM
Really in the mood to have someone ride my face
Reposted by BearInChicago
Manual Transmission
December 29, 2025 at 12:45 AM
Manual Transmission
Day trip to Milwaukee. Who’s bringing the rubs?
December 28, 2025 at 6:13 PM
Day trip to Milwaukee. Who’s bringing the rubs?
Reposted by BearInChicago
Mandatory childhood bathroom thirst pic 😂
December 25, 2025 at 12:55 AM
Mandatory childhood bathroom thirst pic 😂
I miss the warm weather and the ability to be a slut in my own backyard
December 23, 2025 at 2:17 PM
I miss the warm weather and the ability to be a slut in my own backyard
Doors open man, come jerk this fat dick with me 😈
December 23, 2025 at 3:49 AM
Doors open man, come jerk this fat dick with me 😈
Think it’s safe for the main?
December 13, 2025 at 5:54 PM
Think it’s safe for the main?
Fat ass and a Fat tongue 😈
Am I riding your face, or you riding mine?
Am I riding your face, or you riding mine?
December 12, 2025 at 4:26 PM
Fat ass and a Fat tongue 😈
Am I riding your face, or you riding mine?
Am I riding your face, or you riding mine?
Reposted by BearInChicago
I hope the truckers saw me 😈
December 10, 2025 at 9:13 PM
I hope the truckers saw me 😈
Did yall find you a big boy for cuffing season yet?
November 22, 2025 at 9:51 PM
Did yall find you a big boy for cuffing season yet?
On the road back to Chicago. Of course. I’m being a hoe at the truck stops.
November 11, 2025 at 6:44 PM
On the road back to Chicago. Of course. I’m being a hoe at the truck stops.
Couldn’t decide if I liked em separate or together. So yall get all 3 😈
November 7, 2025 at 10:50 PM
Couldn’t decide if I liked em separate or together. So yall get all 3 😈
Belly Check!
Add yours!
Add yours!
October 23, 2025 at 3:28 PM
Belly Check!
Add yours!
Add yours!