iiinova — where your digital self keeps evolving

ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 06/10/2026

19 years ago I picked up a guy on the patio of Charlie’s in Phoenix. And he stuck around.

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Trans Up Front @transupfrontil.com · 05/10/2026

Did you know that October is also World Blindness Awareness Week? Being sight-impaired is not a one-and-done label, rather, much like gender identity, there is a massive spectrum of identities in the community!

$A white paper background with black font in the center. The black font states, "October is World Blindness Awareness Month, much like gender identity, being sight-impaired is a spectrum!" There are four word bubbles surrounding the black fond in pink and teal, in these speech bubbles the words, "glaucoma, refractive errors, macular degeneration, and so much more!" sit inside. There is a Trans Up Front logo on the bottom right of the screen.$

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 04/10/2026

Cleverest profile info goes to my cutie patootie bottom neighbor who wrote “I’m always DTF (Dom Top Friendly). Laughed hard.

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Scarlet @scarlet.slut.dog · 04/10/2026

Airport fit (I'm here for 4 more hours 😭)

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 04/10/2026

I mean half my tweets are on how to find me over here. 🤷🏽‍♂️

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 04/10/2026

Buddy and I are vibing, New idea to cuck maga, especially maga gays, my dick quarter pic but with the DJT coin instead of a quarter. I know mines bigger and fatter than his Mario Kart mushroom dick. Thoughts?

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 02/10/2026

I believe you. I have lived in PS prior. It’s just not my city. Chicago is my city. I just need to find a cheap place to retire like Chicago. I believe I have in other countries.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 01/10/2026

Driving by Red Hot Ranch on my way home from an appointment and got excited because I actually have cash on me!

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 01/10/2026

With my queers, weirdos and gutternsipe. These are my people. And my friends and lovers.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 01/10/2026

My doctor asked me last year if I would retire to Palm Springs, she wanted to semi retire there. I replied “No. Those aren’t my people. She asked “who are your people?” My response was “My people are bartenders, sex workers and a few dealers”. I’m most comfortable on the edge of a party.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 01/10/2026

He was guttersnipe, and money hasn’t changed that. He didn’t want to be around people who had his fortune. He was comfortable around his people, guttersnipe. I have mad respect for this viewpoint. I attempt to emulate it. I am now fortunate. I am also guttersnipe.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 01/10/2026

Who he became was one of the richest men in Hollywood and its biggest star. When asked by a reporter why he wasn’t a member of the Beverly Hills country club that was his response. Just because he now had money power and influence it hadn’t changed who he was.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 01/10/2026

“I would never join a club that would have someone like me as a member” -Groucho Marx What he was saying is that who he was at this point was not who he is. Groucho came from nothing, raised on the southside of Chicago with a giant family experiencing poverty and hunger.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 01/10/2026

Well summer vacation is officially over. I got a job. ❤️❤️❤️😭😭😭

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Z. @ztafterdark.bsky.social · 30/09/2026

You couldn’t tell me shiiiit today 🖤

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 30/09/2026

Husband: Do you want ice cream? Me: No. I feel like popcorn. I’m gonna make popcorn. Want popcorn? H: No I want ice cream. M: Ok <makes popcorn> H: <Eats half my popcorn. Still has ice cream> I’m not gonna be the chubby one in this relationship much longer.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 29/09/2026

I hope I have. I believe have. I believe I continue to. We have one shot at life. My goal is to make mine and anyone else I can, enjoy this experience. In spite of all the ones who fight to make us miserable

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 29/09/2026

I’ve not been as successful as I had hoped but I do believe I’ve affected change. I live by choice a joyful life, yes there are a million things I could bitch about daily. And allow to make me miserable. I just choose not to. I choose to affect as much Positive change as possible.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 29/09/2026

I admittedly look at the world thru rose colored glasses. I’m not Pollyanna by any regard, but I look at things objectively and honestly and figure out how to be successful within the confines of our capitalistic oligarchy to not just survive but thrive and then enact change as much as I can.

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Pup Paimon @puppaimon.bsky.social · 28/09/2026

This message reached me a week before I turn 27 and the timing could not have been more needed

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 28/09/2026

Than my 30s. My 50s were 200x better than my 40s. At the start of my 60s I’m wondering if the trend will continue. Regardless, I’m fortunate in that I have zero regrets about any part of my life. Which I believe is probably more important than any decade.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 28/09/2026

Watching many of my boys hit their 30s the past few years and several more who will be. It’s so stupid that gays focus on the importance of being in thier 20s and feel like they’re expired after 30. Lemme tell ya, from experience; my 30s were 100x better than my 20s, my 40s were 100x better

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 27/09/2026

Cousin girlfriend: Can I smell your crotch? No! Hmmm. Must be your feet.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 25/09/2026

This doesn’t mean no fun at all, but my attendance will be specific and intentional for things I know I’ll enjoy. Until the last few years I did anything and everything. It was amazing and fun. I regret nothing. Wouldn’t change a thing. And who knows, I may get a party itch again. Never say never.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 25/09/2026

I have absolutely zero FOMO for Folsom this weekend. And to cement my retirement from events and parties I attended a drag contest to support a friend, who won by one vote so my attendance mattered, and had to decompress on the couch for an hour after. I never expected to be a homebody but here I am

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Colt Spence @coltspence.bsky.social · 25/09/2026

When I tell you to worship me this is what I expect 🤤 @lancewoodsxxx.bsky.social

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Zachary✨ @zachias.bsky.social · 25/09/2026

My contribution to the gray sweats discourse

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 24/09/2026

It’s a Chicago thing. We have our own beer.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 22/09/2026

I did a long form video podcast about coming of age at the start of the beginning of the AIDS crisis. youtu.be/w8hrkGbigRk

youtu.be

Dark times growing up as Gay in the 90s: HIV epidemics, nightlife and more

YouTube video by Art Bezrukavenko

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 22/09/2026

I did a long form video podcast about coming of age at the start of the beginning of the AIDS crisis. youtu.be/w8hrkGbigRk

youtu.be

Dark times growing up as Gay in the 90s: HIV epidemics, nightlife and more

YouTube video by Art Bezrukavenko

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 20/09/2026

I whispered into his ear “I want to fuck you so bad right now”. I’ve never ever seen the man blush before. It was hysterical.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 20/09/2026

My primary Chicago boy is taking his mom to Europe for her birthday and their plane got delayed by a day. He was taking her back to his place for the night (she lives in another city) and decided to bring her by to meet me. I, of course, was genteel and polite but when I hugged him goodbye …..

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Cell Block Chicago @cellblockchi.bsky.social · 19/09/2026

LET'S GO! BEAR UNION TODAY. 3PM-8PM. TONIGHT: CHUNK is BACK in CHICAGO AT THE LEGENDARY CELL BLOCK for a BEEF-FEST like no other! CHUNK Chicago presents NYC LEGEND DJ DICAP & CHICAGO WIZARDS AMAN STER & DJ ANDY w/ THCKRTANKER HOT GOGO BEARS TREMAINE & CASH // HOSTED BY COACH MIKEY. #GETINHERE

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Chicago Eagle @chicagoeagle.bsky.social · 17/09/2026

Two rooms. Four DJs. One very late Saturday night. 🦅 GORP + VERY SOMETHING take over the Main Stage while JUAN AKA GRIZZLY + TITO BARBOSA go underground in The Bunker. $10. Cover After 9:00pm

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The Kennel Chicago @thekennelchicago.bsky.social · 11/09/2026

Two years of The Kennel, and the pack keeps growing! 🐶🐾 Jackhammer celebrates 2 years of pup play. Music by Vanquish, JasperHoney420, Ryan Cezanne, Arthrotica. Hosted by Ruby, Rubber Excel, Wilde, Photon, Tracer, Grayson. Fri Oct 2, 9PM-4AM

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Jackhammer Chicago @jackhammerchicago.bsky.social · 18/09/2026

GOLDILOXX is back at Jackhammer in just two days! Handsome hosts and beefy gogos are here to keep the big boys moving all night. Find a bear to take down to The Hole this Saturday September 19th from 9PM-5AM at Jackhammer. 6406 N Clark St

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MAFIA Chicago @mafiachicago.bsky.social · 19/09/2026

🎃 HOLE-A-WEEN at @jackhammerchicago.bsky.social 🎃 Get ready for a spooktacular night! Costumes are strongly encouraged Sunday, October 25, 4-8 PM Ticket drops: • MAFIA Members ($30): On sale Mon, 9/21 • General Public ($40): On sale Thu, 9/24 #FF #MAFIA

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Jackson Howell 🎥 @jacksonhowell.bsky.social · 19/09/2026

Need someone to crawl into bed with after these long horny bar shifts 🥵🥰

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 18/09/2026

My 46 year old straight cousin is kinky af. He told us he fists his gf with both hands. One in the front hole one in the back at the same time. Last week he asked about cock rings. I’m going to visit them next weekend so I had to ask him a question in our family group chat. 🤦🏽‍♂️🤦🏽‍♂️🤦🏽‍♂️

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 17/09/2026

Part of my journey has been learning about, embracing and intentionally employing compersion. I rarely experience jealousy these days. Rather I experience compersion. Makes for a much more joyful life. What is Compersion? Link in thread.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 17/09/2026

Don’t hurt people. Don’t be an asshole. Don’t hurt the people who love you. What the fuck.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 17/09/2026

You’re going to hurt the man you love very deeply. Go be honest with yourself and then have the conversation with him. The sooner the better.”

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 17/09/2026

I’m married, nearly 20 years now, when I met my partner we were monogamous, but I told him “I’ll never leave you over sex, a stiff dick has no conscience, but I will leave you if you lie to me, I have to trust you with my life”.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 17/09/2026

I just had two people hmu on two different apps. This was my reply to both; “We won’t fuck until you are honest with yourself and your partner about wanting to be open. You’re lying to yourself and lying to him and lying to people you know. I’ve been cheated on and it sucks.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 17/09/2026

I don’t care if someone is cheating on their partner with me, but don’t fucking tell me you are because then we won’t fuck. Not because you’re cheating because I think you’re a shit person. And especially don’t try it if I know who your partner is. I’m not going to tell them but I do think you’re 💩

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 16/09/2026

It also tells me that a lot more people need to be fucking nice. And I don’t mean being a doormat because I’m certainly not. But just be fucking nice it’s not that hard.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 16/09/2026

I know there are people who dislike me, I’m positive of it I’m not that great of a guy so don’t think I’m boasting. If you want I’ll point them out to you ha ha ha. But for every person hates me for whatever reason, when I get a message that tells me I helped them just by being nice, it’s amazing.

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