22. Liz Phair, 'Exile in Guyville'
A smartass indie-rock rebel grabs her guitar and cooks up a perfect debut album of wisecracks, obscenities, tortured love songs and freewheeling sex songs. She's never topped it, but who has?
Essential moment: "Fuck and Run," in which the ironic ice queen breaks down and admits to a sentimental streak. Of course, she takes it all back in the next song.