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BearInChicago

@bearinchicago

Chi stoner Daddy, Single in his 30s. Body +. Jock Straps++. #findom cash app- $ Chiguy88. Dom tendencies

1,987
Followers
1,439
Following
258
Posts
19.09.2023
Joined
Posts Following

Latest posts by BearInChicago @bearinchicago

naked man flexing

naked man flexing

boy belly bicep baby bear

29.01.2026 16:37 πŸ‘ 523 πŸ” 22 πŸ’¬ 13 πŸ“Œ 0
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#fcf

28.02.2026 01:39 πŸ‘ 61 πŸ” 3 πŸ’¬ 0 πŸ“Œ 0
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Just your friendly airport hoe. Doing what an airport hoe does best.

09.02.2026 01:16 πŸ‘ 40 πŸ” 2 πŸ’¬ 0 πŸ“Œ 0
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01.02.2026 14:16 πŸ‘ 183 πŸ” 28 πŸ’¬ 2 πŸ“Œ 2
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You ever get so horny that you gotta pull over and stroke one out?

03.02.2026 00:40 πŸ‘ 57 πŸ” 3 πŸ’¬ 2 πŸ“Œ 0
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Belly and balls are heavy

22.01.2026 17:39 πŸ‘ 54 πŸ” 1 πŸ’¬ 0 πŸ“Œ 0
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I’m missing summer like crazy

16.01.2026 04:03 πŸ‘ 79 πŸ” 8 πŸ’¬ 1 πŸ“Œ 0
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Post gym sniffs 😈

Which are you going for first?

15.01.2026 01:24 πŸ‘ 27 πŸ” 0 πŸ’¬ 1 πŸ“Œ 0
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New Jock. Who dis?

12.01.2026 22:28 πŸ‘ 56 πŸ” 1 πŸ’¬ 1 πŸ“Œ 0
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Really in the mood to have someone ride my face

12.01.2026 20:43 πŸ‘ 30 πŸ” 1 πŸ’¬ 3 πŸ“Œ 0

Manual Transmission

29.12.2025 00:45 πŸ‘ 121 πŸ” 23 πŸ’¬ 0 πŸ“Œ 0
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Day trip to Milwaukee. Who’s bringing the rubs?

28.12.2025 18:13 πŸ‘ 43 πŸ” 1 πŸ’¬ 0 πŸ“Œ 0
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Mandatory childhood bathroom thirst pic πŸ˜‚

25.12.2025 00:55 πŸ‘ 771 πŸ” 58 πŸ’¬ 13 πŸ“Œ 0
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I miss the warm weather and the ability to be a slut in my own backyard

23.12.2025 14:17 πŸ‘ 52 πŸ” 1 πŸ’¬ 1 πŸ“Œ 0
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Doors open man, come jerk this fat dick with me 😈

23.12.2025 03:49 πŸ‘ 136 πŸ” 10 πŸ’¬ 4 πŸ“Œ 0
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Think it’s safe for the main?

13.12.2025 17:54 πŸ‘ 40 πŸ” 4 πŸ’¬ 0 πŸ“Œ 0
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Fat ass and a Fat tongue 😈

Am I riding your face, or you riding mine?

12.12.2025 16:26 πŸ‘ 47 πŸ” 1 πŸ’¬ 2 πŸ“Œ 0
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Just chillin

11.12.2025 16:46 πŸ‘ 2999 πŸ” 442 πŸ’¬ 29 πŸ“Œ 10
Amazon.com: SG600 Wireless Gaming Headset for PC, PS5, PS4, Laptop, Mac, Nintendo Switch, 2.4GHz & Bluetooth 5.3 Gaming Headphones with Noise Canceling Mic, Stereo Sound, 70+Hr Battery, 15ms Latency :... Amazon.com: SG600 Wireless Gaming Headset for PC, PS5, PS4, Laptop, Mac, Nintendo Switch, 2.4GHz & Bluetooth 5.3 Gaming Headphones with Noise Canceling Mic, Stereo Sound, 70+Hr Battery, 15ms Latency :...

a.co/d/cVitvvc

11.12.2025 01:09 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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I hope the truckers saw me 😈

10.12.2025 21:13 πŸ‘ 90 πŸ” 10 πŸ’¬ 2 πŸ“Œ 0
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Wood morning 😈

08.12.2025 15:33 πŸ‘ 87 πŸ” 4 πŸ’¬ 1 πŸ“Œ 1
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NYC was epic

07.12.2025 19:02 πŸ‘ 627 πŸ” 30 πŸ’¬ 13 πŸ“Œ 0
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Did yall find you a big boy for cuffing season yet?

22.11.2025 21:51 πŸ‘ 81 πŸ” 4 πŸ’¬ 2 πŸ“Œ 0
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Need rubs

19.11.2025 22:06 πŸ‘ 347 πŸ” 9 πŸ’¬ 6 πŸ“Œ 0
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Hi kids! πŸ‘‹πŸΌπŸ‘‹πŸΌ

14.11.2025 20:36 πŸ‘ 72 πŸ” 2 πŸ’¬ 0 πŸ“Œ 0
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On the road back to Chicago. Of course. I’m being a hoe at the truck stops.

11.11.2025 18:44 πŸ‘ 126 πŸ” 9 πŸ’¬ 3 πŸ“Œ 0
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Couldn’t decide if I liked em separate or together. So yall get all 3 😈

07.11.2025 22:50 πŸ‘ 65 πŸ” 4 πŸ’¬ 3 πŸ“Œ 0
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Belly Check!
Add yours!

23.10.2025 15:28 πŸ‘ 73 πŸ” 5 πŸ’¬ 2 πŸ“Œ 0
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Ya boy needs some road head 😈

Catch all my car antics here

onlyfans.com/bearinchicago

22.10.2025 17:20 πŸ‘ 73 πŸ” 2 πŸ’¬ 3 πŸ“Œ 0
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It’s not hump day, but I was feeling cheeky 😈

14.10.2025 14:57 πŸ‘ 78 πŸ” 1 πŸ’¬ 0 πŸ“Œ 0