When record store owner Rob Gordon gets dumped by his girlfriend, Laura, because he hasn't changed since they met, he revisits his top five breakups of all time in an attempt to figure out what went wrong. As Rob seeks out his former lovers to find out why they left, he keeps up his efforts to win Laura back.
Art Dodge is a painter-turned-gallerist drowning in debt. He gets in over his head when a con job leads to an engagement with a rich divorcee. He gets in deeper when he falls for her sister, and invents a twin brother to be her beau; and deeper still when his fiancée's ex-husband comes looking for revenge.
Novalee Nation is a 17-year-old Tennessee transient who has to grow up in a hurry when she's left pregnant and abandoned by her boyfriend on a roadside, and takes refuge in the friendly aisles of Wal-Mart. Eventually, some eccentric but kindly strangers 'adopt' Novalee and her infant daughter, helping them buck the odds and build a new life.