Paint & Sip Chicago with Male Model | Best Exclusive Fun Party
Known for hosting the best burlesque classes in Chicago, Red Hot Annie now brings you the city’s most unforgettable Paint & Sip with Male Model experience. Whether you’re planning a glamorous bachelorette party in Chicago, a milestone birthday, or a one-of-a-kind girls’ night out, this private sip and paint party delivers laughter, creativity, and a cheeky twist you won’t find anywhere else.

Burlesque & Paint & Sip Bachelorette Party Ideas in Chicago
Why settle for the same old bachelorette routine? Our Paint & Sip Chicago parties add a cheeky burlesque-inspired twist — complete with a live male model, empowering vibes, and just enough sass to make the bride blush.
✨ Professional male models, trained for artistic posing
✨ All materials included (paper, easels, charcoal, props)
✨ BYOB wine or custom cocktails available
✨ Hosted in your home, rental, or one of our Chicago partner venues
Your girls get the joy of creating art, sipping wine, and laughing until your cheeks hurt — all in a safe, classy, female-owned space.

Unique Girls’ Night Out: Sip and Paint Chicago Parties
Forget dinner and a movie. A Paint & Sip girls’ night out in Chicago is part laughter, part art class, part celebration.
Perfect for:
- Girls’ nights out with friends who want something bold
- Divorce parties with a “new chapter” toast
- Self-love circles & divine feminine rituals
- A just-because night of fun and creativity
With Red Hot Annie curating the vibes, you’ll feel empowered, entertained, and completely in your element.

Male Model Paint & Sip Chicago for Birthdays & Bachelorettes
Celebrate your milestones in style. Whether it’s the big 3-0, 4-0, or 5-0, our Paint & Sip parties turn birthdays into glamorous, unforgettable nights.
🎉 Private parties for groups of 5–30 guests
🎂 Customized themes: classy, cheeky, or full-on wild
📍 Flexible locations: Downtown, Logan Square, Oak Park, Evanston, River North
This isn’t your average wine-and-canvas night. It’s a celebration of womanhood and creativity — with a sexy twist
Ready to Book Your Paint & Sip Chicago Party?
Your guest of honor deserves more than a bar crawl—she deserves a night she’ll never forget.