Madeline

Chicago

Smartbar has been around since 1982, it's a very important institution for us and has one of the best sound systems in the city. Although the venue itself is not technically a queer space, Queen! on Sundays or any nights hosted and curated by queer residents (Ariel Zetina, Shaun J Wright, Harry Cross, myself) carve out necessary space for queer bookings and dancefloors. Queen! is the iconic weekly house party that celebrates the LGBTQ roots of dance music. 

This is one of the oldest running drag establishments in Chicago. It was founded in 1969 and it's where the international drag pageant Miss Continental happens. It's a very old-Chicago type of space - a stairway down into a basement, classic stage with red velvet curtains, carpeted floors - a specific vibe that's becoming more rare in the city. It’s actually just been bought and is being turned into a leather bar but hopefully the new owners will preserve the energy of this historical space. 

Dorothy is one of the only lesbian bars in Chicago! It's only been around for a few years and filled a necessary gap. A cocktail bar with a lot of charm and character to it - very plush with cushions and vibey with mood lighting, the drinks are lovingly concocted by all- queer, trans, and femme bartenders. They have DJs and live music regularly and host a variety of events and themed nights there:  spoken word, poetry, theater, film screenings.

This is another historic establishment that's been around since 1984. It's effectively a gay dive bar, a relic from a time when the downtown "Tower Town" area was more of a queer epicenter than the contemporary Boystown. Most of the bars in Boystown are a bit more commercial and corporate, but Second Story has more of a classic dive character. Lovably tiny and a bit gritty, the drinks are really cheap and it's cash only. It's the type of place that isn't around much anymore.

This is a museum that celebrates the history of gay leather culture, fetishism, and alternative sexual practices in general. A great place to learn more about queer kink and leather history in Chicago and look at a lot of interesting leather garments, old murals from leather bars, and more. 

The gay beach in Chicago! Where "the grinder grid comes to life" as my friend Ben Trotter once said. Hollywood Beach is sort of a spiritual successor to Belmont Rocks which was one of the few places for gay men to be openly queer/cruise in public in the 70s and 80s. Hollywood is less of a cruising spot and more of a place to socialise outside of nightlife and enjoy the sun in the summer, in addition to being more gender inclusive. You can be comfortable in a thong or topless on the beach compared to most family-dominated beaches. The southern half of the beach is queerer than the northern half - look for the rainbow lighthouse on the end of the pier and follow it. Or just follow your ears because there’s usually gay music being played on like 17 different speakers.

This is one of the only Black and trans-operated spaces in the city that functions as a community resource for trans and gender-nonconforming people. It's effectively a community centre with support groups and mutual aid programs. They collect and redistribute food donations through a pantry program, offer lockers for unhoused individuals, provide free wigs and other gender-affirming beauty supplies, and have a temporary housing program. It's a great resource for folks who need some extra support or want to spend time with community in a judgment-free space.

The gay strip club in Boystown. I have many friends who have worked there over the years. It's a fun first stop on the more commercial Boystown bar circuit - a place to do a fireball shot and give the dancers some dollars before hitting the standard bar/drag institutions in the nearby area (Roscoe's, Sidetrack, Splash, Scarlet, etc - all walkable within a few minutes of each other)

Owned and operated by two Black lesbians in the lesbian-heavy neighbourhood of Andersonville, this is pretty much the only other lesbian cocktail bar besides Dorothy. It has a sleek and modern lounge vibe with trivia nights, singles mixers, music, a private events space, and many loving homages to Black femme icons like Nina Simone, Eartha Kitt, and Summer Walker.

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