Jon Martello is a young Italian American and modern-day Don Juan living in New Jersey, with a short list of things he cares about: "my body, my pad, my ride, my family, my church, my boys, my girls, my porn." Though he has a very active sex life, he is more sexually satisfied by viewing pornography and masturbating, which he claims allows him to "lose himself." On a night out with his two best friends, Bobby and Danny, Jon sees Barbara Sugarman, a young Jewish woman from a more affluent background. Although she finds him interesting, she declines his offer for a one-night stand. He tracks her down on Facebook and invites her to lunch. There is mutual attraction, but Barbara insists on a long-term courtship, which proceeds for over a month without sex. She encourages Jon to take night classes to get an office job outside the service industry, and Jon indulges her love for romance movies, which he usually dismisses as unrealistic fantasy. They meet each other's families and Jon's parents love her..