1. 1.
    (You Drive Me) Crazy
    The best of the best. The best beat. The best chorus. The best video dance sequence (from this album). Just complete joyful sugary pop candy
  2. 2.
    A fun, summery song about a mercurial princess. Yes, please! Also her look in this video best captures the early Britney vibe: virginal, all-American temptress with a lil funk
  3. 3.
    ...Baby One More Time
    The seed of it all. I was already too cool for it when it came out (I was maybe 9) but there's no denying that this changed the pop game.
  4. 4.
    Deep in My Heart
    A bouncy little jam that could have been...dare I say it...recorded by S Club 7
  5. 5.
    E-Mail My Heart
    Some people call this Britney's worst song. Au contraire! I call this a prescient warning of the perils and pleasures of love in the digital age
  6. 6.
    Born to Make You Happy
    Moody and vibey (by BRITNEY standards) if, like, not the most feminist message (even by BRITNEY standards)
  7. 7.
    I Will Be There
  8. 8.
    Soda Pop
    She was trying to do something different here and I respect that
  9. 9.
    Autumn Goodbye
    I enjoy a repetitive b-side ode to summer love
  10. 10.
    From the Bottom of my Broken Heart
  11. 11.
    Thinkin' About You
    Maybe Brit's worst chorus: "I spend my days (ooh, ooh)/With you (I spend my days)/I spend my nights (my nights)/ thinkin' about you (thinkin' about you babe)
  12. 12.
    I Will Still Love You
    Cloying (by BRITNEY standards) duet with Don Philip. Whoever that is!
  13. 13.
    The Beat Goes On
    Not THIS beat, I hope.