Do the iPod Shuffle

The game goes like this: Turn your iPod on, hit shuffle, and list the first five songs that play. I'll list fifteen just to get things started. (And resist the urge to edit in order to keep up your super-cool appearance. Don't you think I'd have taken off all my pop-star "treadmill" songs if that was how the game worked?)
No iPod or Pandora online radio station to reveal your inner personality? How about the last five songs you shamelessly sang along to in the car. (No radio in your car? Wow. What about the last five songs you purchased on the jukebox at Waffle House.) Even the not-so-iPod-crazy can participate in this one.
Let's get the fun started. I pressed play and out popped:

1. John Mayer - My Stupid Mouth
2. Jump, Little Children - Cathedrals
3. Switchfoot - Learning to Breathe
4. Ashlee Simpson - Unreachable
5. Toploader - Dancin' in the Moonlight
6. Mandy Moore - Only Hope
7. Dave Matthews and Tim Reynolds - Granny
8. Jason Mraz - On Love, In Sadness
9. Britney Spears - Me Against the Music
10. Justin Timberlake - FutureSex/LoveSounds
11. Dave Matthews Band - Pig
12. Jessica Simpson - I Think I'm In Love
13. Billy Joel - Just the Way You Are
14. Dave Matthews - Old Dirt Hill (Bring That Beat Back)
15. Sugarland - Settlin'

P.S. Extra credit if anyone knows in which movie song #6 was featured. I'm guessing at least Kristen will, but I'm hoping to be surprised by your random knowledge of teen chick flicks!

Let's see what you've got on your iPod folks. Spill!