Here"s how it works:
1. Open your library (iTunes, Winamp, Media Player, iPod, etc)
2. Put it on shuffle/Random
3. Press play
4. For every question, type the song that"s playing
5. When you go to a new question, press the next button

According to my itunes, if my life were a movie, the soundtrack would sound like this in these pivotal moments...

Opening Credits:------------ Turn! Turn! Turn! (To Everything There Is A Season) - The Byrds

Waking Up:------------------- She's A Rainbow - The Rolling Stones

First Day At School: ------- Get Back - The Beatles

Falling In Love: ------------- Sexyback - Justin Timberlake

Breaking Up:---------------- Shut Your Mouth - The Ordinary Boys

Prom:-------------------------- 19th Nervous Breakdown - The Rolling Stones

Dance Sequence:---------- Hound Dog - Elvis Presley

Life"s OK:--------------------- Classico - Tenacious D

Breakdown:------------------ Fiesta - The Pouges

Driving:----------------------- Songwriter - Van Morrison

Flashback:------------------ Man Of Constant Sorrow [Instrumental] - Norman Blake

Getting Back Together:-- It's Only Rock'N'Roll - The Rolling Stones

Wedding:-------------------- Dear Doctor - The Rolling Stones

Sex Scene:------------------ Slow Motion - The Flaming Lips

Birth of Child:--------------- I'll Never Be Free - Van Morrison

Final Battle:----------------- Rock DJ - Robbie Williams

Death Scene:--------------- Sympathy For The Devil - ...The Rolling Stones

Funeral Song:-------------- The Long And Winding Road - The Beatles

End Credits:---------------- Call Me - Blondie