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Add to that: He’s a fabulously talented and successful gay living in New York and working in what has to be one of its highest-gay-headcount industries, the musical (this particular musical attracted quite a few A-list producers, including RuPaul, Billy Porter, Jennifer Hudson, and Mindy Kaling).
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“You’re a young gay living in the big city!” Usher’s doctor scolds (when he admits, shyly, “I average one penetration a year”), which is essentially what I tell Jackson myself. A Strange Loop, which won the 2020 Pulitzer Prize for Drama - “I was surprised that they made the right choice,” Jackson says - opens with the promise that “There will be butt-fucking!” And its young, fat, queer, Black theater-queen aspiring-playwright protagonist, Usher (yes, he works as an usher), who’s writing a musical (yes, called A Strange Loop), certainly wants to have gay sex and feels like something is wrong with him for not having it, but the promised butt-fucking, when it appears, is not something anybody wants.
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Obviously he’s hoping the ticket buyers for Broadway musicals, who trend white, heterosexual, and in from out of town, are at least … curious. “Where’s the counterculture? Where’s the danger? Where’s the excitement? Like, to say, ‘I’m gay. It’s just a few nights before his “Big Black Queer Ass American Broadway Show,” A Strange Loop, was to open across the street at the Lyceum Theater, and though the musical is maybe the gayest thing I’ve ever seen on Broadway, Jackson has clearly not spent much time lately on the gay nightlife circuit. Jackson asks me, picking at a bowl of unusually orange bang bang shrimp at the nearly deserted Bobby Van’s Steakhouse on 45th Street. “I’ve been having this ongoing debate with myself. Jackson on opening night of A Strange Loop. Please support SIGBI’s mission to bring critically needed educational and financial assistance to grassroots organizations providing advocacy, guidance, and shelter to LGBTQ youth in mostly rural and underserved communities throughout the United States and abroad.Michael R. Brooklyn Brewery will be contributing a portion of the proceeds to the official charitable giving organization of the Stonewall Inn, The Stonewall Inn Gives Back Initiative (SIGBI). To commemorate this milestone in LGBTQ history we have partnered with Brooklyn Brewery to craft THE STONEWALL INN IPA. In 2019 The Stonewall Inn celebrated the 50th anniversary of the historic Stonewall Uprising and welcomed World Pride to NYC. In 2021, our partnership will grow beyond the United States and we’ll be pouring SWIIPA to support The Stonewall Inn Gives Back initiative and queer communities around the world. This is a beer for everyone, no exceptions. With unabashed notes of citrus peel and grapefruit, this unapologetic and refreshing IPA reminds us of where we’ve been and celebrates where we’re going. The Stonewall Inn IPA is a fearless IPA for all. Since 2017 we have proudly partnered with The Brooklyn Brewery to create The Stonewall Inn IPA, a spirited, session IPA brewed to benefit The Stonewall Inn Gives Back Initiative