Sonny Koufax (Adam Sandler) is an unreliable, unmotivated 32-year-old bachelor who lives in New York City and has declined to take on adult responsibility. He has a degree in law but has chosen not to take the bar exam since he was awarded $200,000 in a vehicle accident compensation years prior, and lives off his restitution. He is employed, on a part-time basis only, as a toll booth attendant, and more or less does this job just to get out of the apartment once in a while. Meanwhile, Sonny's friends, all former schoolmates, are "moving ahead" in their lives. His roommate, Kevin Gerrity (Jon Stewart), decides to ask his podiatrist girlfriend Corinne (Leslie Mann) to marry him, which irritates Sonny, since he and Corinne dislike each other. Kevin decides to pop the question the day before he is leaving for China for his law firm. Two of Sonny's friends, Phil (Allen Covert) and Tommy (Peter Dante) are a homosexual couple in a committed domestic partnership, which surprised Mike (Jonathan Loughran), another friend of Sonny. Sonny's girlfriend, Vanessa (Kristy Swanson), disgusted and perplexed at Sonny's inconsistent conduct, decides to end her relationship with him—and also find a new much older man, Sid (Geoffrey Horne) with more reliability. Kevin reveals to having fathered an illegitimate son, Julian McGrath (Dylan and Cole Sprouse). Sonny awakes to find Julian abandoned at his and Kevin's apartment, with a written explanation that Julian's mother is now declining to care further for Julian. It is later revealed at the Social Services Office that the boy's mother died of cancer. Kevin, at the airport ready to go to China, gets a call from Sonny, informing him of the letter and the boy. Sonny decides to handle the situation himself, and, in the process, decides Julian will solve his problem with his ex-girlfriend. His plan backfires when Vanessa rejects him, and Sonny ends up at Child Services, trying to give Julian back. Rather than give Julian to a group...
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