In no particular order
  1. When Harry Met Sally
    Always. I've even been known to sit through the commercials.
  2. Any Of the Matt Damon Bournes
  3. The Shawshank Redemption
  4. Home Alone 1 or 2
    My dad and I once skipped a holiday party to watch this marathon
  5. A Christmas Story
    I live my life actively avoiding any "shoot your eye out" situations.
  6. Ferris Bueller's Day Off
  7. The Breakfast Club
  8. Princess Bride
  9. Center Stage
    I'm not too proud to admit this guilty pleasure
  10. Stick It
  11. Every single Tom Hanks / Meg Ryan movie
  12. Any Harry Potter movie
    Even though I'd close my eyes during the Sirius Black scene in Order of the Phoenix
  13. Major League
  14. Any Wes Anderson film