Bear Happy Hour

Chicago's kinkiest karaoke night happens every Wednesday at Jackhammer, hosted by Tim Bell. Step up to the mic and let it out, or settle in and watch the beautiful chaos unfold — this is a midweek release where bold performances, uninhibited energy, and a no-judgment crowd take over. Free to attend, first-come first-served; sign-ups happen on-site, so arrive early if you want the mic.

Gear is Jackhammer's monthly invitation to suit up and step into the scene. Dedicated to leather, rubber, harnesses, hoods, and everything in between, this night creates a space where expression, confidence, and community come together. Whether you're building a collection or trying your first piece, expect a packed room, bold looks, and a crowd that understands the assignment. Free before 10pm.

A TransMasc dance party built by and for the community—a stacked lineup of DJs (Kaos, Avi Wavi, Daigroovie) and performers keeps the night moving from first beat to last. This is the space where TransMasc folks come to dance, connect, and celebrate together. Early bird tickets are just $5.

Chicago's kinkiest karaoke night happens every Wednesday at Jackhammer, hosted by Tim Bell. Step up to the mic and let it out, or settle in and watch the beautiful chaos unfold — this is a midweek release where bold performances, uninhibited energy, and a no-judgment crowd take over. Free to attend, first-come first-served; sign-ups happen on-site, so arrive early if you want the mic.

A high-energy, underground pup-focused party on the first Friday of every month. Heavy bass, low lights, and a packed dance floor that doesn't let up from 9pm to 4am. Built for the community by the community, this is a night centered on movement, connection, and shared presence—whether you're dancing in the main space or finding your own vibe in The Hole. Come ready to engage and let go.

Saturday night at Jackhammer — the kind of evening that brings the neighborhood together for dancing, drinks, and good company. A reliably fun scene in a space that's been welcoming people exactly as they are for over two decades.