One of my alltime favourite movie-did you know this was the first movie directed by Ben Stiller. What I really like about this movie is that it's provocative and different. But it's the soundtrack that's really impressive. I especially like Stay-Lisa Loeb & Nine Stories. It's also the movie in which Ethan Hawke sang! I think he sang in Great Expectations too. So here's the list extracted from Wikipedia.
"My Sharona" - The Knack
"Spin The Bottle" - Juliana Hatfield Three
"Bed Of Roses" - The Indians
"When You Come Back To Me" - World Party
"Going, Going, Gone" - The Posies
"Stay" - Lisa Loeb & Nine Stories
"All I Want Is You" - U2
"Locked Out" - Crowded House
"Spinning Around Over" - Lenny Kravitz
"I'm Nuthin'" - Ethan Hawke
"Turnip Farm" - Dinosaur Jr.
"Revival" - Me Phi Me
"Tempted" - Squeeze
"Baby I Love Your Way" - Big Mountain