iiinova — where your digital self keeps evolving

Kai Bourdain | Chicago @kaibourdain.bsky.social · 21/09/2026

Went to the Viagra Triangle for “research purposes” and when I asked for the check, it had already been paid 🫡

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 19/09/2026

I’m crying because I just realized I look like Linda Belcher 😭🤣

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 19/09/2026

I absolutely hate bananas. Although this plate is making me look like a liar.. it was delicious 😜

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 19/09/2026

Eight arms and three hearts… you’d think I was the one getting ate. #datechicago

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 18/09/2026

The HVAC technician avoiding eye contact with me after we both noticed the hot pink dildo I left on my bed. I’m so sorry, sir 😭

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 17/09/2026

A few drinks in and suddenly the bathroom becomes a dance floor.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 17/09/2026

I fear I need more pictures of myself that look like somebody kept them in a drawer for 20 years.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 16/09/2026

Yeah, adding this to my bucket list immediately.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 16/09/2026

Okay, whoever just gifted me anonymously on Throne, reveal yourself immediately so I can thank you properly 😂

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 16/09/2026

The horrible titties have returned. Sorry to everyone affected. #oursky #datechicago

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 15/09/2026

I didn’t expect to miss Boston this much. I fear the park view spoiled me a little.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 12/09/2026

I look innocent enough. That’s really all I’m willing to say. #datechicago

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 12/09/2026

The way everyone talks about their nuru massage experiences like they had an out-of-body experience is starting to make me feel like I’m missing out 😂

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Reposted by Kai Bourdain | Chicago

Serena Wells | Chicago + FMTY @serenawells.bsky.social · 11/09/2026

Gentlemen, never underestimate the effect of a beautifully planned date and a beautifully wrapped gift box.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 12/09/2026

What color do you think looks best on a woman? Choose carefully, I’m judging. #datechicago #oursky

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 11/09/2026

I remember when I used to think Red Lobster was fine dining. The 1st upscale steakhouse I ever went to, my date ordered a tomahawk, I genuinely had no idea a steak could be that big. He later told me he wanted to date women who were more accustomed to his lifestyle. If only he knew what he started 😂

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 11/09/2026

I’m sure at least a few people from my personal life have found my socials and thought, “Well that explains a lot.” 😆

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 10/09/2026

Just now realizing I left this cardigan in Boston 😂😭 Fingers crossed lost and found comes through for me.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 10/09/2026

No one prepares you for how stressful and drama-filled taking care of an elderly parent can be. I know a lot of people hate social media, but I honestly love the little distraction I get from interacting with you guys. Sometimes it’s nice to have somewhere else for my brain to go for a minute.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 10/09/2026

I was informed last week that my titties are horrible looking. Bad news, they will be making another appearance.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 10/09/2026

I poured you a glass. Try to keep your eyes on it 🤭🥂 #oursky

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 05/09/2026

Whenever I get a hate comment, I immediately think of Helga Pataki. I just know you want my attention. Are you gonna go kiss your secret shrine of me after this? 😂

static.klipy.com

Helga Pataki Kisses Stuffed Pig

ALT: Helga Pataki Kisses Stuffed Pig

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 05/09/2026

Good morning… in my defense, the champagne was already open 🤭🥂 #datechicago #oursky

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 05/09/2026

I could debate you for 20 minutes about why Maple & Ash is not Chicago’s best steakhouse… while eating at Maple & Ash. I know, I know 🤭

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 04/09/2026

A Ritz-Carlton cruise might actually be my dream date. Fewer crowds, a little discretion, steak and caviar, getting dressed up every night, meeting interesting people along the way… ideally I’m being whisked away, but if not, I’ll happily take myself.

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Reposted by Kai Bourdain | Chicago

Kenya Parker CHI & FMTY🦢 @kenyaparker.bsky.social · 04/09/2026

Let’s romanticize each other’s lives Myrtle Beach 9/4-5 Charleston 9/5 Charlotte 9/19-21 San Francisco 10/3-5 Baltimore 10/24-26 Available in Chicago and for DMTY/FMTY Bio.site/hellomisskp

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 04/09/2026

Are you an afternoon coffee person? I mostly drink it when I’m trying to take a nap like a perfectly normal person.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 04/09/2026

I don’t remember history class mentioning Josephine Baker and Frida Kahlo possibly having a love affair… what else did they leave out? 😂 Oh, to be a fly on the wall.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 02/09/2026

A man telling me I’m the best he’s experienced in a long time is very sweet. Naturally, my first thought is “how many women have you said this to?” 😂 Maybe I’m taking the girlfriend experience a little too seriously.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 02/09/2026

I see we’ve always had the same hobbies 😂

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Reposted by Kai Bourdain | Chicago

Caris Cooper 🐚 SFO NOV @caris.bsky.social · 18/08/2026

psst sydney -- august 22nd-26th canberra -- august 26th-29th darwin -- sept 24th-30th san francisco -- first week of november

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 01/09/2026

I will never pretend to be the girl who says, “you didn’t have to get me anything.” 😂 I love gifts, I love surprises, and I especially love knowing I crossed your mind 💖

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 01/09/2026

Good morning.. pick the music. I’ll finish getting ready 🤭 #oursky #datechicago #dateboston

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Reposted by Kai Bourdain | Chicago

Big Dracula Energy @mayawest.online · 01/09/2026

If you're a SWer of any stripe, in-person, online, whatever, and you see this post: share your wishlist below so I can boost them? (⁠◕⁠ᴗ⁠◕⁠✿⁠)

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 01/09/2026

Half the fun of a tasting menu is comparing favorites at the end. I already know I’m asking which one you’d order twice.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 01/09/2026

I have a feeling I’d become your favorite dinner companion 🤭 #oursky

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 29/08/2026

Update: I found my travel souvenir thing. Sweatshirts from every city 😂

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 29/08/2026

My absolute favorite part of staying at a hotel is turndown service. Come get me ready for bed, set out my slippers, turn down the sheets, leave a little treat by the bed… I eat it up every single time. 😂❤️It’s the little acts of care for me.

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 28/08/2026

You pour the wine, I’ll give you something pretty to look at 🤭 #dateboston #oursky

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 28/08/2026

Yesterday was such a treat! 🥰 Delicious food, lots of laughs, and the loveliest company. I’m so glad a little bit of lucky timing brought us all to the same table. 💕✨

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 27/08/2026

I have a feeling you’d let me turn a quick walk into an entire afternoon. #dateboston #oursky

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 27/08/2026

I could definitely get used to walking past this every morning. #dateboston

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 26/08/2026

Don’t you just love the sound of that? 🤭✈️ See you soon, Boston. #dateboston #oursky

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 25/08/2026

Dolly Parton was truly one of my celebrity crushes. Gorgeous, sexy, funny, generous, & unapologetically feminine. An absolute icon. I loved the big hair, big boobs, & even bigger heart 😭💔

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Kai Bourdain | Chicago @kaibourdain.bsky.social · 24/08/2026

I want to start collecting a little souvenir from every trip. What should it be? Coffee mugs, keychains, travel-size perfumes, etc.? 🤔 I want something I’ll actually enjoy collecting.

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