Tensions rise as the family's many dysfunctions come to a head. befriends the neighbor, who helps to bring him closer to an overweight girl whom he has been attracted to at school. Vince successfully auditions for a part in a Martin Scorsese film, while his wife and Tony seek each other's sexual attention. Meanwhile, Vince's 20-year-old daughter Vivian (played by the real-life daughter of her on-screen father) has not told her family that she has been suspended from college, lost her scholarship, gotten breast implants, and become a stripper to try to pay for her next semester their youngest teenage child, Vinnie, has a secret sexual fetish for feeding large women, and fantasizes about their fat next-door neighbor and Vince's wife, Joyce, thinking she has lost all marital intimacy, sexually pursues Tony without realizing that he is her stepson. Vince has also been secretly taking acting lessons, taught by Michael Malakov, and begins to form a platonic bond with Molly, an aspiring actress.

Without revealing this truth to his family, Vince consequently gets Tony out of prison and employs him as hired help at his own home in order to become closer with his unknowing son.

Vince discovers that his secret illegitimate son is now the 24-year-old prison inmate Tony Nardella who is being held in the same prison where he works. Living on City Island, in the Bronx, Vince Rizzo, a prison guard, is the father of a dysfunctional family whose members all have secrets. The title refers to the Bronx's City Island, where the film is set. It premiered at the Tribeca Film Festival in New York City on April 26, 2009. City Island is a 2009 American comedy-drama film directed and written by Raymond De Felitta and starring Andy Garcia, Julianna Margulies, Alan Arkin, Emily Mortimer and Ezra Miller.

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