Therapy is a short film about Jefferson Wright, a man in his mid twenties who suffers from severe obsessive compulsive disorder and social anxiety. In an attempt to understand human connection Jefferson takes to online dating and taking numerous girls out on the exact same first date. He keeps a journal of all his dating failures as he attempts to narrow down a strategy to make a girl want to go on a second date. However, his idea of dating is turned upside down when a charismatic girl, Jenna Harris, takes him out on a different date and out of his comfort zone.