You Are Here: A FunRaiser

Each performer whisks you away to a dream destination—New York, Tokyo, maybe even the moon—in this summer drag spectacular. Hosted by Lou Sid Dream and featuring Ricky Ruff, Mister Mistress, and Hayley Diamond, with a raffle pit stop after the first set offering over $100 in prizes from local businesses. Doors at 6pm, show at 7pm. $15 in advance, $20 at the door. 21+.

Bartender Lou brings the community together for a night celebrating trans and non-binary folks at Dorothy. Expect rotating pop-up guests, good drinks, and a room full of people who get it — the kind of intimate underground space where you can actually be yourself.

Ca$h Era brings the heat to Dorothy every month—a resident DJ who knows how to work a room and keep the dance floor moving. If you're looking for nights that actually feel alive, this is it.

The third Friday of every month, Dorothy's basement gets loud and queer—karaoke hosted by E, a room full of women and femmes ready to sing, and the kind of energy that only happens when everyone's here to have a real good time. Late-night, no judgment, just good vibes and better songs.

Love Marie takes over Dorothy's decks for a four-hour set that'll keep the dance floor moving all night. This Chicago-based DJ knows how to read a room and build momentum — expect the kind of set that makes you forget what time it is. 9pm to 1am, Saturday nights at Dorothy hit different.

The circus rolls into Dorothy for a night of pure spectacle — puppetry, buffoonery, sex appeal, and just enough delightful chaos to keep things interesting. This is the kind of event that reminds you why you love this community: weird, bold, unapologetically fun, and designed for everyone who's ever wanted to see a lesbian circus.