Awkward, self-conscious Adam (Nicholas Alexander), a high-school teenager, jumps at the chance to spend the summer with his hip older sister Casey (Margaret Qualley) in New York City. Since leaving home, Casey has integrated herself into the LGBTQ+ community, openly embracing her sexuality and making activism a part of her daily life. When Adam tags along to a marriage-equality march, he sees the beautiful, savvy Gillian (Bobbi Salvör Menuez) and is instantly smitten. Gillian mistakes Adam's gender identity, and he can't quite bring himself to correct her error as the two grow closer. Before long, what started as a simple misunderstanding evolves into a comedy of errors that lays bare how out of his depth Adam truly is.