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Nick Cearley in A Midsummer Night's Dream
The Skivvies singer and Pageant queen plays ukulele-strumming fairy Puck, whom he has described as a "gay stoner," in Masterworks Theater Company's streamlined and student-aimed staging of Shakespeare's comedy.
47th Street Theater, 304 W 47th St, through June 28.
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Gideon Glick in Significant Other
Joshua Harmon's tragicomedy stars the Spring Awakening alum as a hopelessly single gay New Yorker who unravels under the weight of his loneliness when his gal pals begin getting married.
Laura Pels Theatre, 111 W 46th St, through August 16.
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Jonathan Groff in A New Brain
The Encores! Off-Center series tapped the Looking star to play a gay songwriter battling a brain tumor—Aaron Lazar plays his supportive boyfriend—in a brief revival of James Lapine and William Finn's semi-autobiographical 1998 musical.
New York City Center, 131 W 55th St, through June 27.
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Jesse Tyler Ferguson in The Tempest
The Modern Family man returns to Shakespeare in the Park's outdoor stage as jester Trinculo, the island-set classic's scene-stealing comic relief. Michael Greif's production also stars Grace and Frankie's Sam Waterston.
Delacorte Theater, Central Park at 80th St, through July 5.
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Michael Urie in Shows for Days
The Ugly Betty alum narrates Douglas Carter Beane's semi-autobiographical memory play about a gay teen's introduction to the weird and wonderful world of theater. Patti LuPone stars as his mentor, a Pennsylvania community theater diva.
Mitzi E. Newhouse Theater, 150 West 65th Street, through August 23.
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Ryan Spahn in Gloria
Co-creator and star of the web series What's Your Emergency, Michael Urie's partner plays a harried gay editorial assistant at a major Manhattan-based magazine in Branden Jacobs-Jenkins's very dark workplace comedy.
Vineyard Theatre, 108 E 15th St, through July 18.