I can't remember a lot of things anymore so my list is probably not my true Top 5, but what I could think of as my Top 5 for each major transition in my life.
Everclear - Santa Monica or Father of Mine
Smashing Pumpkins - Bullet With Butterfly Wings
Nirvana - Smells Like Teen Spirit
Blur - Song 2
Korn - Blind, Shoots and Ladders, Freak On A Leash, Got The Life (pretty much everything)
DC Talk - Jesus Freak
Limp Bizkit - Faith
Motionless In White - Loud (**** It)
Badflower - Ghost, The Jester, Family (pretty much everything)
I Prevail - Deep End (pretty much everything)
Falling In Reverse - Watch The World Burn (pretty much everything)
Godsmack - pretty much everything
Shinedown - pretty much everything