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Promotional poster for the 2017 staged production.
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Tarrytown is a 2017 musical written by Adam Watcher. The musical is loosely based on The Legend of Sleepy Hollow, and is set in a modern time. The musical follows Ichabod, a teacher from New York City who moves upstate to a small town, Tarrytown. There, he meets the principals' assistant, Katrina, and her husband, Brom. The three both inwardly and outwardly discuss the relationships between the three of them, and their wishes to break out of the small-town life.

Tarrytown was first staged in 2017, starring Tom Zohar, Marian Mc Nellen, and Bryan Banville. In 2018, a reading was performed, starring Andy Mientus, Krysta Rodriguez, and Jeremy Jordan. The three also were featured in the 2020 concept album.

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Tropes in Tarrytown:

  • Ambiguously Bi: Brom. He's in love with Katrina and says that he's "not even queer," but willingly kisses Ichabod later in the show.
  • Aerith and Bob: You have Katrina, which is a somewhat usual name, but then Ichabod, Brom, and Tarrytown itself.
  • Babies Make Everything Better: From Brom's perspective. Ten years prior, Katrina had a miscarriage of her and Brom's baby, which leaves Brom wistful to have kids to take trick-or-treating.
  • Camp Gay: Ichabod.
  • Downer Ending: Ichabod is dead, and Katrina is still unhappily married to Brom.
  • Gay Best Friend: Ichabod, to Katrina, and sometimes Brom.
  • "I Am" Song: Katrina expresses her unhappiness in "What Do You Dp?
  • "I Want" Song: Bro gets the heartbreaking "History" despite being the villain.
  • Incompatible Orientation: Ichabod comments on how he tends to fall for straight guys, including Brom.
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  • One-Word Title: Named for the town the show takes place in.
  • Small Town Boredom: For Katrina and Ichabod especially.
  • Villain Song: The Legend of Sleepy Hollow.
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