iiinova — where your digital self keeps evolving

ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 11/10/2026

As I was buttoning up the boat today I grabbed what I thought was a hard seltzer. <Morgan Freeman voice> “It was not a hard seltzer as he would soon learn” I have no idea how people do weed a lot. That was like 4 pm. It was 9pm before I could finally function.

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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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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 · 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 · 24/09/2026

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

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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 · 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 · 13/09/2026

Robyn concert at United Center last night in Chicago.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 08/09/2026

This is you. Especially the younger queers. Broadcasting your life on socials is inspiring little yous. And you’ll never know it. ❤️❤️

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 03/09/2026

I paid $120 in 1984 money. Let me do the math

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 03/09/2026

On Market Days 2026 I gifted my 42 year old leather boots to my mini me; Mario, “Its-a-meee-a-mario” (Rollerdiscogay on IG) Luna. Who then promptly wore them at the Eagle San Francisco with my Daddy friend Ed. Mario is the SECOND Mexican boy to wear a those boots at the Eagle.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 03/09/2026

In September 1984 I bought my leather boots. Red Wing Loggers. I bought them for a job, I was a ranch hand at the Equestrian Center at UC Davis. Working horses, stalls, cows, shoveling shit, straw and hay. When I left school I put them to work in the trades; asphalt, paint, concrete. Then I was gay.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 31/08/2026

So this is on the gram right now. No idea how long it will stay up. www.instagram.com/p/DcuAQqKqId...

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 26/08/2026

Dolly Parton left us today. Halloween is 2 months away. Can we all agree that every gay man is obligated to dress up as Dolly for Halloween? We can call it Dolly-O-Ween.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 20/08/2026

Since I was bored tonight I decided to engage. Hahaha It blocked me after this. The next one that comes up I’ll toy with a bit more for fun

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 20/08/2026

We knew this would happen and here we are. Grindr @grindr.bsky.social has established chat bots in our communities to keep us engaged. I’ve favorited this specific bot and watched its persona morph thru the week and times of day. It’s always near the top of the grid even tho it’s 3 m away

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 14/08/2026

Also this guy wins the grindr profile award today. He gets it. Why ya gotta cling to “masc” so hard? What’re you afraid of? That people might think you’re gay? If you have to point out that your masc you’re showing your insecurity. And even if that’s what your type is there’s no need to point it out

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 11/08/2026

Everyone- “How was your Market Days?” Me-

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 08/08/2026

Me, doing the lords work on Market Days….

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 07/08/2026

Marry an Eastern European deal with the fallout. 😭😭😭😭

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 05/08/2026

Hosting ass up in the Playpen 😂😂😂

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 05/08/2026

Little Pre Market Days time on the lake with the f slurs…

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 03/08/2026

20 years later and he’s only become more handsome. 😍😍😍😍 I’m a lucky man.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 01/08/2026

I don’t want to hear a word about finger banging at Arc this year.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 31/07/2026

Being authentic and open about who I am keeps anyone from using who I am as a weapon against me. Secrets are weapons.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 30/07/2026

Let’s try “What are you thankful for Thursday?” It’s been proven that our brains believe what we think, even if we don’t say it aloud. If we obsess over negative thoughts and worst case scenarios our subconscious can’t tell the difference and it affects our perception of life.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 30/07/2026

So you’re making plans for a hookup on Market Days weekend?

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 19/07/2026

New Sniffies pic dropped. I understand most people don’t do face but I love what this pic says.

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 19/07/2026

One of my regulars is leaving for California so giving him a proper send off

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 17/07/2026

Reconnected with @slaterockxxx.bsky.social via socials last week. We met back in my Dom Top era and he was the bestest boy for me. Worked him over and he gave me the best foot service. If ya ever wondered what those days looked like. 😈

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 13/07/2026

Best Sniffies community post today Also I’ve been texting all my slutty friends “Loads for Lindsay!”

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ChicagoDomDaddy™️ @chicagodomdaddy.bsky.social · 10/07/2026

A friend has gotten chastised for referring to himself and his friends as “faggot(s)*. He posted a great defense and I DM’d him these slides I saved from a NYC boy. I don’t necessarily agree with everything he wrote here but the sentiment is perfect. It very much relates to the “gay not queer” gays.

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