Plot: Michael and Jenna, having been a couple for three years, want to get married and start a family. These plans seem to be well on their way when Jenna announces that she's pregnant. But Michael is worried that his life and his youth will be over for good. At a wedding of a friend, he meets a free-spirited college co-ed, Kim, who opens his eyes and leads him on a dangerous path away from Jenna. Meanwhile, none of the relationships of the people surrounding Michael and Jenna are happy and stable. Michael's friend Izzy is unwilling to let go of his childhood sweetheart Arianna; Kenny is a handsome stud who fears commitment to his latest conquest Danielle; and Chris is a co-worker who is dominated by his neurotic and overbearing wife over raising their newborn son. Even Jenna's parents, Stephen and Anna, are experiencing problems in their long-suffering marriage.
Alternative Plot: Four friends (Zach Braff, Casey Affleck, Michael Weston, Eric Christian Olsen) face the prospect of turning 30 and losing the freedom of their youth. For one, Michael, the transition is especially difficult; although he is in love with Jenna (Jacinda Barrett), the mother of his child, his panicked reaction to the onset of adult responsibilities sends him into the arms of another woman (Rachel Bilson).
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