"The Last Time I Committed Suicide" (1997) by Stephen Kay. This one's about Neal Cassady (played by Thomas Jane), muse of the beat writers, amphetamine popping driver of The Merry Pranksters, during maybe the most boring part of his life, rendered duller still by being treated so reverently. A young Neal is listless and dissatisfied in small-town Colorado, working at a tire factory and trying to suss out life's mysteries. These mainly consist of what type of girl is better to have sex with: The suicidal brunette Joan (Claire Forlani) or bubbly blond nympho Mary (Gretchen Mol), ultimately choosing neither. Adrian Brody appears as Neal's friend and Allen Ginsberg analog Ben. Our dude Keanu (who put on weight for the role!) is the believably sleazy barfly Harry. The whole movie is based on a letter between Cassady and Kerouac, and that feels about right since this is meagre fare. Almost like something written by someone on speed in their twenties and translated to a feature film.