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He is caught watching a video on his cell phone before a college class by Esther, a middle-aged woman Jon earlier encountered weeping by herself. Barbara continues asserting control, insisting that cleaning his own apartment, a task Jon finds satisfying, is not something she is comfortable with him doing.

Barbara checks the browser history on Jon's computer, confronts him with proof that he has continued viewing pornography, then ends their relationship.

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 enables him to "lose myself." 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.

Gordon-Levitt decided to remove some of the more graphic scenes to qualify for an "R" rating, because he felt the original rating would cause people to think the movie was about porn.

I hope to do a thousand more movies with him because he’s simply the best. 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. She prepares to leave Jon, but he denies that he watches pornography and claims it was a joke emailed to him by a friend.They meet each other's families and Jon's parents love her. He loves Barbara and considers her body perfect, but still finds pornography more satisfying. Their relationship resumes, with Jon watching pornography primarily outside his apartment, concealing his habit from Barbara.Christopher Nolan cautioned against both directing and starring in the film due to the extra challenges it would bring.Gordon-Levitt has credited his experience directing short films for Hit Record for teaching him what he needed to know to make Don Jon and has said that he hopes to make films in a more collaborative way in the future.

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