In 1995, Chris Brander (Ryan Reynolds) is an obese, curly-haired high school student with a lisp, braces, and a "gentle giant" demeanor. He attends the graduation party of his best friend, Jamie Palamino (Amy Smart), on whom he secretly has a crush. He plans to confess his feelings by writing them in Jamie's yearbook. When Chris tries to return Jamie's yearbook, it is taken by her despicable ex-boyfriend, Tim (Ty Olsson). Tim reads Chris's confession aloud at the party wherein Chris is publicly humiliated. He is further demoralized when Jamie doesn't reciprocate his feelings. Chris receives a kiss on the cheek from Jamie and is told that they are like brother and sister. When the mob of partygoers burst out of the house again, Jamie admonishes them for making fun of Chris. Chris leaves on his bicycle tearfully and vows to leave town and never return in order to achieve greater success than his classmates.
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