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ChicagoBear

@chicagobear106.bsky.social

Bear in Chicago for bate buddies, hookups, and/or horny/kinky DMs

823 Followers  |  1,436 Following  |  166 Posts  |  Joined: 20.08.2023  |  2.3468

Latest posts by chicagobear106.bsky.social on Bluesky

Got a willing one in Rogers Park πŸ‘€

29.10.2025 15:08 β€” πŸ‘ 2    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Let's gooo fuck yeah man

29.10.2025 14:49 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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1 of my all-time faves for #throwbackthuraday!
That rhythmic πŸ‘ pumps that delicious πŸ†deep inside me, then he rolls over and I get a turn.
Find @beloved_king9 on 🐦
& the full 🎬 on
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#gay #gaysex #nsfw #nsfwgay #flipping #spit #interracial #flupfucking

23.10.2025 15:37 β€” πŸ‘ 115    πŸ” 12    πŸ’¬ 7    πŸ“Œ 0
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Netflix & chill is our typical night 😈

@buzzx9.bsky.social

🚨 Full vid live on JFF: link in bio

27.10.2025 01:02 β€” πŸ‘ 174    πŸ” 21    πŸ’¬ 2    πŸ“Œ 0
Post image 19.10.2025 01:29 β€” πŸ‘ 34    πŸ” 6    πŸ’¬ 1    πŸ“Œ 0

This storm is making me h-word 😫

19.10.2025 01:25 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Same! I think people are making too big of a deal of the switch.

18.10.2025 21:01 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Keep em off your feed!

18.10.2025 20:14 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Henry was truly the best choice for this for so many reasons, but if America could believe Dark Skin Aunt Viv and Light Skin Aunt Viv were the same person, we'll be just fine.

18.10.2025 20:03 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0
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Just got my hole turned out and I want... More?

15.10.2025 21:02 β€” πŸ‘ 4    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

These kinda pinch in all the... Right spots tho?

14.10.2025 20:19 β€” πŸ‘ 2    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0

🀀

12.10.2025 02:35 β€” πŸ‘ 2    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0
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"Something something" Saturday

12.10.2025 02:35 β€” πŸ‘ 17    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0

Best part of watching from this angle 🀀

11.10.2025 21:41 β€” πŸ‘ 2    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0
Post image 09.06.2025 00:58 β€” πŸ‘ 66    πŸ” 13    πŸ’¬ 0    πŸ“Œ 0

W O O F

People really do have the audacity

09.10.2025 22:38 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

I came to say this!!

08.10.2025 20:24 β€” πŸ‘ 2    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Truly nothing like throating a PA πŸ₯΅ transformative

05.10.2025 18:29 β€” πŸ‘ 3    πŸ” 1    πŸ’¬ 0    πŸ“Œ 0

When I blow out my candles next week, I'm gonna wish for an "interested in" filter from #sniffies

I don't really want to see people who aren't into me. πŸ€·πŸ½β€β™‚οΈ

02.10.2025 01:39 β€” πŸ‘ 3    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

I mean wow

01.10.2025 23:59 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

It's an amazing sight to see 🀀

30.09.2025 00:17 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

Or "I want to feel like I'm sexy by my own standards" and it stops being about a number and starts being about wanting to be and feel healthy.

Do I know what that feels like? No not at all πŸ˜‚ but for me personally, the scale just represents shame.

You know yourself best. Keep thriving, friend!

29.09.2025 22:03 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 0    πŸ“Œ 0

But the reality is, my cholesterol and blood sugar are high. My stamina is trash. I look in the mirror and see a representation of how unhealthy I feel. So then all these body image wishes and goals become "I want to play with my nieces" or "I want to fuck my husband without running out of breath"

29.09.2025 22:03 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0

It's so hard to drown out the noise and stick to what I feel like I know to be true about myself. Those other voices make it so much easier to excuse myself from the gym or to eat that sweet treat instead of the protein shake.

29.09.2025 22:03 β€” πŸ‘ 0    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0

Body image is a mf. On one hand, you know what you want to look/feel like and work toward. On the other hand, you've got people saying "you're beautiful just as you are!" based on their idea of beauty.

(1) No one said I didn't think I was beautiful and (2) I'm the one who lives in this body.

29.09.2025 22:03 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0

What a great plump dick on you 🀀

29.09.2025 21:45 β€” πŸ‘ 1    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0
Hairy, bearded me standing nude leaned back against my bathroom door and showing off my huge girthy curved erect dick.

Hairy, bearded me standing nude leaned back against my bathroom door and showing off my huge girthy curved erect dick.

Reskeet the fuck out of my FAT COCK!! 😳πŸ₯΄

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22.08.2025 15:50 β€” πŸ‘ 1150    πŸ” 138    πŸ’¬ 20    πŸ“Œ 0

And it's like... Just tell me that so I can say no and save ourselves the trouble

27.09.2025 17:53 β€” πŸ‘ 2    πŸ” 0    πŸ’¬ 1    πŸ“Œ 0
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What can fulfill my deep hunger
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Lube from @xlube.com

Join my Telegram channel t.me/+CeEokhwrQVQ...

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24.09.2025 04:47 β€” πŸ‘ 193    πŸ” 27    πŸ’¬ 2    πŸ“Œ 2
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Let me show you how to feed big boys 🐻 @succurbussy.bsky.social

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24.09.2025 23:11 β€” πŸ‘ 1268    πŸ” 131    πŸ’¬ 14    πŸ“Œ 2

@chicagobear106 is following 19 prominent accounts