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daddygchicago.bsky.social
Passionate top daddy in Chicago’s Irving Park Neighborhood... He/Him/His
122 posts 518 followers 333 following
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Posts 42 Comments 8

Join Us at “Open Shine” during IML! ​ Open Shine will be held during the same hours as the Vendor Mart: First Floor: Friday 3 pm - 12 am Saturday 3 pm - 12 am Second Floor: Friday 12 noon – 7 pm Saturday 11 am – 7 pm Sunday 11 am – 5 pm Monday 11 am – 4 pm ​​ #IML

submitted 1 day ago • 0 comments

One of my favorite positions. Love watching cock bounce around. 🙃🥵

submitted 2 days ago • 4 comments

I love getting in deep. He’s such a willing hole. 😈

submitted 2 days ago • 3 comments

Hello DR boys! I’m loving Punta Cana! 😈

submitted 2 days ago • 1 comment

Love a good cocksucker, he got it nice and wet! 💞

submitted 3 days ago • 1 comment

I love starting out like this, gets dads dick nice and hard, and super wet so i can tease that boy pussy, getting it all primed and ready. 🥵😈

submitted 3 days ago • 0 comments

One of my favorite holes, the way his pussy grabs onto my cock drives me crazy!! 🥵

submitted 4 days ago • 0 comments

Pics from a cabaret show ft. @bizarrobear.bsky.social 📸: @daddygchicago.bsky.social

submitted 4 days ago • 0 comments

Intercepted this beautiful boy from Indiana coming to Chicago for a cum filled weekend, he honored me allowing mine to be his first load. 😈🥵

submitted 4 days ago • 2 comments

Totally me!!!!! Wrapped up like douche!!!! I feel so validated!!! 🤣🤣 note: even though i know it’s wrong i still sing it wrong… just because… 😂

submitted 8 days ago • 0 comments

His newest interest.. use that leg, bb! 🤣😅😘

submitted 9 days ago • 0 comments

Home where the Ho & Me come together! 😅🤣🥰

submitted 9 days ago • 1 comment

Sleepy dad! 😴🥱

submitted 11 days ago • 2 comments

Leather, kink, and fetish Jeopardy @ Chicago Leather Pride Weeknd!

submitted 11 days ago • 0 comments

Happy Friday!! Enjoy the day! 🤣😅

submitted 13 days ago • 0 comments

Truth! 🤣😅🥵

submitted 13 days ago • 0 comments

🤣😅

submitted 14 days ago • 0 comments

Happy trim Tuesday! Enjoy the view!! 🤣😘

submitted 16 days ago • 2 comments

BLACKOUT is 6 months away. Make sure to purchase your weekend package - www.eventbrite.com/e/onyx-midwe... and reserve your hotel room - blackout.onyxmen.com/hotel/

submitted 19 days ago • 0 comments

Love edging and getting it frothy. 🥵

submitted 22 days ago • 1 comment

Sure have changed since running for Mr. Chicago in 2016. 💙🖤

submitted 27 days ago • 1 comment

Strange, i kinda remember him too. 😈🥵

submitted 33 days ago • 2 comments

Love visiting the various sausages on display… 🥵

submitted 35 days ago • 1 comment

Today and everyday.🏳️‍⚧️

submitted 45 days ago • 0 comments

Really do love a willing hole. 🥵😍

submitted 46 days ago • 1 comment

Just a lucky daddy enjoying the view! 🥵

submitted 46 days ago • 1 comment

From blowjob to hole, that’s how i play. 🤷🏼‍♂️🥵😍

submitted 46 days ago • 0 comments

Love when i leave my handprint. 🥵😈

submitted 46 days ago • 0 comments

Northwestern boys are always willing to ride dad’s cock! 🥵😈

submitted 53 days ago • 2 comments

Gotta love it! 😂😈🥵 #scruff

submitted 54 days ago • 0 comments

Hubby left his cock ring by the coffee pot after his play date last night so i decided the kitchen flamingo needed some new jewelry. 🤣🙃

submitted 57 days ago • 2 comments

Sandwich anyone? 🙃😅

submitted 59 days ago • 9 comments

Lick it up, enjoy dad’s seed. 🥰😈

submitted 59 days ago • 1 comment

That was a fun morning! 🥵

submitted 59 days ago • 0 comments

Thinking about the frat boy i had in Iowa city this past weekend. 🥵😈

submitted 66 days ago • 0 comments

From last nights white lotus episode. 🥵

submitted 66 days ago • 0 comments

Good morning all. Get those sundials updated. 🤣😅

submitted 66 days ago • 0 comments

Hey Iowa City!! 😈

submitted 68 days ago • 0 comments

Morning protein. 🥵

submitted 74 days ago • 1 comment

submitted 82 days ago • 0 comments

Such a waste. 😿😅

submitted 84 days ago • 2 comments

Look at that booty! 🥵

submitted 86 days ago • 2 comments