So, here's how it works:
1. Open your library (iTunes, Winamp, Media Player, iPod, etc)
2. Put it on shuffle
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
Opening Credits:
"Science Fiction, Double Feature" - RHS OLC (how cool is that??)
Waking Up:
"I'll Cover You" - RENT
First Day At School:
"With One Look" - Sunset Boulevard
Falling In Love:
"My Girlfriend Who Lives in Canada" - Avenue Q (...*snk*)
Fight Song:
"Der Guten Tag Hop-Clop" - The Producers (...wow, so ALL of these answers have been musicals..)
Breaking Up:
"Poisoning the Pigeons in the Park" - Tom Lehrer
Prom:
"Today 4 U"- RENT
Life's OK:
"Opening NIght"- The Producers
Mental Breakdown:
"Red and Black"- Les Miserables
Driving:
"Boy Meets World" theme song
Flashback:
"I'm Going Home" - RHS OLC
Getting Back Together:
"For Now"- Avenue Q
Wedding:
"Hot Patootie"- RHS OLC (too bad it wasn't Time Warp)
Birth of Child:
"Everything's Coming Up Roses"- Gypsy
Final Battle:
"Growltiger's Last Stand"- Cats, OLC (...dude, that's actually kind of cool)
Death Scene:
"Paramount"- Sunset Boulevard (again, oddly appropriate)
Funeral Song:
"Gus the Theatre Cat"- Cats, OLC
End Credits:
"Science Fiction, Double Feature - reprise"- RHS OLC (...OMG I SWEAR I didn't cheat, that's the coolest coincidence EVER!)
...so...depending on how you look at this...my life IS The Rocky Horror Show.