For no other reason than they're just great:
The Killers: Somebody Told Me
Steely Dan: King of the World
Dave Edmunds: Don't Talk to Me
Duncan Sheik: Barely Breathing
The O'Jays: Love Train
Bonnie Raitt: No Gettin' Over You
Matthew Sweet: Thought I Knew You
The Foundations: Build Me Up Buttercup
Nick Lowe: Cruel To Be Kind
The Lovin' Spoonful: Do You Believe In Magic?
Pixies: Monkey Gone To Heaven
Tracy Chapman: Baby I Can Hold You
Cracker: Happy Birthday
Steve Earle: Now She's Gone
I just love the shuffle feature on Itunes. I never would have put these songs together, but had a great time listening to them.