CAST
Freddie Prinze Jr. as Al Connelly Julia Stiles as Imogen Selma Blair as Cyrus Shawn Hatosy as Eddie Hicks Zak Orth as Monk Jablonski Ashton Kutcher as Jim Morrison Rosario Dawson as Lana Henry Winkler as Chef Ray
Plot
Sophomore Al Connelly (Freddie Prinze Jr.) meets the girl of his dreams, freshman Imogen (Julia Stiles), and true love abounds. The two engage on a whirlwind courtship--they pick a song based on the records from Al's parents, eat a cake together, and even make love. Imogen's fear of lost youth causes her to push away from Al, and they go their separate ways after Imogen cheats on Al at a party. Al attempts to rebound from the relationship, determined to forget Imogen, and he goes to desperate measures to do so, including suicide by soap and problems with his career. In the end, Imogen finds Al when she hears of his attempted suicide and she brings him a book cover that she illustrated featuring the two of them. The two reconcile their differences and get back together showing that love can be obtained. The story is told from the points of view of both Al and Imogen.
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