Gem DeMilo ♥️ Chicago + Beyond's Avatar

Gem DeMilo ♥️ Chicago + Beyond

@gemdemilo.bsky.social

Modern Version of Botticelli’s Venus ▫️ Proud Owner of a Big Butt ▫️Dad Joke Collector 🕸️ https://allmylinks.com/gemdemilo 💘 https://marigoldgift.com/gemdemilo/gemdemilowishlist

2,612 Followers  |  563 Following  |  486 Posts  |  Joined: 26.07.2023  |  2.1161

Latest posts by gemdemilo.bsky.social on Bluesky

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Duos with the beautiful @meetericaxoxo.bsky.social!

You know what to do ✨

03.12.2025 23:46 — 👍 30    🔁 8    💬 3    📌 0

Beacon Doughnuts in Lincoln Park!

03.12.2025 21:32 — 👍 1    🔁 0    💬 1    📌 0

😂😂😂

03.12.2025 21:24 — 👍 1    🔁 0    💬 1    📌 0
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❄️CHICAGO SW COMMUNITY❄️

🎄There is a holiday party & clothing swap just for us happening on Sunday 12/14! 🎁

03.12.2025 19:06 — 👍 35    🔁 9    💬 3    📌 0

If you're a sex worker, quote with your fav recent lewd and how long you've been in the industry.

7 Years 💖

02.12.2025 21:07 — 👍 30    🔁 3    💬 1    📌 3

No u 💗

02.12.2025 16:16 — 👍 0    🔁 0    💬 0    📌 0
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I don’t get on my knees very often, but when I do it’s for you ❤️‍🔥

02.12.2025 15:39 — 👍 23    🔁 3    💬 1    📌 0
A four-panel meme from the animated show King of the Hill. In the first panel, John Redcorn, an indigenous man, responds “Yes?” while looking at a blond boy Bobby Hill in a classroom. In the second panel, Bobby looks confused and asks, “Are you sure it’s the white man who did all that stuff?” The third panel shows Bobby gesturing toward himself and saying, “Because I come from white people,” and the fourth panel continues with him saying, “and this is the first I’m hearing of it.”

A four-panel meme from the animated show King of the Hill. In the first panel, John Redcorn, an indigenous man, responds “Yes?” while looking at a blond boy Bobby Hill in a classroom. In the second panel, Bobby looks confused and asks, “Are you sure it’s the white man who did all that stuff?” The third panel shows Bobby gesturing toward himself and saying, “Because I come from white people,” and the fourth panel continues with him saying, “and this is the first I’m hearing of it.”

Happy Thanksgiving

27.11.2025 14:23 — 👍 6895    🔁 1446    💬 23    📌 42

“I tried to handle the whole thing like a lady. I waved politely over Bobby Joe’s shoulder with my foot. She was unmoved.”

Legit one of my favorite lines from the show ever 😂

26.11.2025 02:56 — 👍 1    🔁 0    💬 0    📌 0

I just had a vegan Boston cream donut and I’m worried I might never experience joy like that ever again 😔

26.11.2025 02:26 — 👍 13    🔁 0    💬 3    📌 0

Heh 😏

25.11.2025 18:52 — 👍 1    🔁 0    💬 0    📌 0

You’ve been visited by three spirits.

The three spirits:

25.11.2025 01:21 — 👍 9    🔁 0    💬 0    📌 1
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Forget being your Pilates Princess. I wanna be your Barre Baroness 🩰💕

22.11.2025 19:02 — 👍 28    🔁 1    💬 1    📌 0
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Alexa: Play “One Thing” by Lola Young 🎵💙

18.11.2025 23:47 — 👍 33    🔁 4    💬 1    📌 0

A wooden broach in the shape of a turkeys head?

13.11.2025 23:47 — 👍 1    🔁 0    💬 1    📌 0
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The best foreplay is a riveting conversation ❤️‍🔥

13.11.2025 23:03 — 👍 40    🔁 3    💬 2    📌 0
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Would you kiss my ass if I asked nicely? 🌝✨

24.09.2025 15:40 — 👍 73    🔁 8    💬 8    📌 1

Which costume should I wear for Halloween tomorrow? 🎃👻

1) The Antler Queen from Yellowjackets

-OR-

2) Alex from A Clockwork Orange

Help me decide!

30.10.2025 21:47 — 👍 8    🔁 0    💬 5    📌 0

I don’t think Vanna White’s autobiography is that good 🙈

30.10.2025 14:10 — 👍 4    🔁 0    💬 1    📌 0
Preview
two men are doing push ups with the words " we 're not worthy " behind them ALT: two men are doing push ups with the words " we 're not worthy " behind them
29.10.2025 15:28 — 👍 0    🔁 0    💬 0    📌 0
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Talk about a great pumpkin 🎃🧡

27.10.2025 21:23 — 👍 37    🔁 3    💬 5    📌 0

Even I don’t get that one.

21.10.2025 17:56 — 👍 1    🔁 0    💬 0    📌 0

Sorry, I must have lapsed into George Bush’s inauguration speech. Where was I?

18.10.2025 15:20 — 👍 2    🔁 0    💬 1    📌 0

Cool. Fuck off creep.

17.10.2025 17:41 — 👍 0    🔁 0    💬 0    📌 0

Cool. Fuck off creep.

17.10.2025 16:43 — 👍 0    🔁 0    💬 0    📌 0

You are. You are arguing. I explained to you why you’re wrong. And I don’t know what makes you an authority to speak on all men everywhere. Again, fuck off you creep.

17.10.2025 16:42 — 👍 0    🔁 0    💬 1    📌 0

lol you’ve been arguing with me this whole time about how the poor, misunderstood menfolk have been so misjudged for giving compliments under a post about my hair, but sure, I’m the one who needs to lighten up. But good job stealing my line! You’re very, very clever.

Fuck off, creep.

17.10.2025 16:34 — 👍 0    🔁 0    💬 1    📌 0

You’re obnoxious, and I can see why your relentlessness would come off as creepy to many women.

17.10.2025 11:17 — 👍 0    🔁 0    💬 1    📌 0

You’re right. We should never, ever give a compliment to anyone we know because we don’t know how they’ll react. We all should probably just stop talking altogether to avoid any sort of negative reaction 🙄

Again, lighten up bro

16.10.2025 23:39 — 👍 0    🔁 0    💬 1    📌 0

Uh huh 🙄

I said “women in my life” so it stands to reason I was also talking about men in my life, not just random strangers. Therefore they’re going to have some knowledge of how I’d react. So you’re just wrong. Also this was a simple, lighthearted post about my hair. Lighten up bro.

16.10.2025 22:36 — 👍 0    🔁 0    💬 1    📌 0

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