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Bear Daddy Chicago

@bearguy74.bsky.social
189 followers 158 following 358 posts

18+ only. Nsfw. Seeing how this goes. Chicago based Top/Side.

PostsRepliesMedia
Bear Daddy Chicago @bearguy74.bsky.social · 16/07/2026
I am in a mood to torture a boy today...consentually of course..
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Bear Daddy Chicago @bearguy74.bsky.social · 08/05/2026
Sometimes its like why even try, the folks you wanna be around and think are your friends ghost you all the time or ditch you when a better option comes along.
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Bear Daddy Chicago @bearguy74.bsky.social · 01/04/2026
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Bear Daddy Chicago @bearguy74.bsky.social · 28/03/2026
Its crazy, folks always saying they broke, can't pay bills, ect. Yet always going someplace, buying something, eating out... baffling.
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Bear Daddy Chicago @bearguy74.bsky.social · 01/03/2026
Guess I'm not as important to some folks as I was led to believe.
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Bear Daddy Chicago @bearguy74.bsky.social · 24/02/2026
Its great when you get treated like you matter, but only till something better comes along.
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Bear Daddy Chicago @bearguy74.bsky.social · 01/11/2025
Sooooo I do not understand the scraggly, unkempt beard thing all these guys keep trying to wear. Like a good neat bread, cool. But like a ancient half dead animal scrotum beard, naw...
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Bear Daddy Chicago @bearguy74.bsky.social · 05/10/2025
Had a great BellyUp with my PupFriend, Granite!! @pupgranite.bsky.social !! Now to bed!
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Reposted by Bear Daddy Chicago
Jackson Bradley (Chicago) @jacksonbradley.bsky.social · 27/02/2025
Where my Chicago gays at? #chicago #gay #lgbtq #repost
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Bear Daddy Chicago @bearguy74.bsky.social · 17/05/2025
Hmmm gonna need some pups, chasers, boys, bears to cuddle at IML. Volunteers!!?
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Bear Daddy Chicago @bearguy74.bsky.social · 19/01/2025
Welp...
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Reposted by Bear Daddy Chicago
Chicago Vers Couple - Seattle 10/12-10/16 @chiverscouple.bsky.social · 26/09/2023
Looking for my NSFW mutuals! Let’s find each other! #chicago #nsfw #alt #gay #lgbtq
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Bear Daddy Chicago @bearguy74.bsky.social · 12/01/2025
Hehee
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Bear Daddy Chicago @bearguy74.bsky.social · 10/01/2025
@urdadsfleshlite.bsky.social Woofs.
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Bear Daddy Chicago @bearguy74.bsky.social · 09/01/2025
Just a tad kinky...
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Reposted by Bear Daddy Chicago
Krashy @kineoncrash.bsky.social · 19/08/2023
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Kg Scruffy @nsfwscruffy.bsky.social · 28/12/2024
Reskeet and maybe I’ll give you a taste 💦
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Bear Daddy Chicago @bearguy74.bsky.social · 23/11/2024
#FCF
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Bear Daddy Chicago @bearguy74.bsky.social · 15/11/2024
Did someone say FatCock Friday?
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