Roman is a child of privilege but far from the son his father wanted. If Roman fulfills certain expectations, lose his virginity, take his beautiful, well-adjusted sister to prom and be crowned Prom King, his father has promised him one-million dollars. Shepherded by his au pair, Grace, the lonely Roman befriends a suppostive workinman, Jules, and a patient sex-worker, Sasha, en route to a private prom financed by his father just for him. Unsurprisingly, Roman wins Prom King, but he also overcomes his fear of dancing and girls and earns his first kiss.