Kissing A Fool is a 1998 American romantic comedy film directed by Doug Ellin. It primarily stars David Schwimmer, Jason Lee, and Mili Avital. Its plot follows that of the short story "El curioso impertinente" that appears in Don Quixote.
Max (David Schwimmer), a commitment-phobic sports broadcaster, and Jay (Jason Lee), a neurotic writer, have been best friends since childhood. Jay sets Max up with his editor Samantha (Mili Avital). Although they share few interests, they are engaged within two weeks. Still, when Max is confronted with the fact that Sam will be the last woman he will sleep with, he proposes a test. Jay will hit on Sam. If she shows no interest, then Max will be confident enough in her loyalty to go ahead with the marriage. Though when Jay hits on Sam, they end up falling in love with each other.
The Original Motion Picture Soundtrack was released on March 24, 1998, and was composed by Joseph Vitarelli. The track listing is:
Other notable songs not featured in the...