Awkward, self-conscious Adam has just finished his junior year of high school. When his older sister Casey suggests he visit her in New York for the summer, Adam has visions of meeting a girl. The fantasy doesn’t materialize as expected. Casey has embraced life amidst Brooklyn’s LGBTQ community and invites Adam to tag along with her to queer bars, marriage equality rallies and other happenings. When Adam falls for Gillian, she mistakenly assumes he's trans. Flummoxed and enamored, he goes along with her assumption, resulting in a comedy of errors.