The Doom Generation
My favorite road film is The Doom Generation by Gregg Araki. It's a movie about a girl played by Rose McGowan and her boyfriend played by James Duval, and a hitch-hiker they pick up played by Johnathon Schaech. The film attempts to blend sexuality and the post-modern view of a generation that is doomed. The three characters drive around trying to escape old homicidal lovers and explore their own sexuality. Compositionally, the movie looks very B-ish, and has repeated themes of the number 666 and uses primary colors. I think a lot of people dislike this movie because the acting is really odd, and the movie seems rather pointless, but I think it's both entertaining to watch, and says something kind of unique about a generation.