1. Anne Hathaway

    2. Julie Andrews

    3. Mandy Moore

    4. Heather Matarazzo

    5. Krystal Harris and Erik von Detten

    6. Jason Schwartzman and Robert Schwartzman

    7. Caroline Goodall

    8. Jennifer Love Hewitt

    9. Kirsten Storms

    10. Nobody’s Angel

    11. Charlotte Ross

    12. Evan Rachel Wood

    13. Melissa Joan Hart

    14. Mindy Burbano

    15. Youngstown

    16. Alia Shawkat and Mae Whitman

    17. Amanda Bynes

    18. Taryn Manning

    19. Michelle Trachtenberg

    20. Queen Clarisse and Princess Mia

    Posted by Gato1980

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    17 Comments

    1. Professional-Copy574 on

      Love how laid back it is. Pre stylists. Mandy Moore in a Hanes tank and sweatshirt blazer, Jennifer Love Hewitt rocking dress with her busted ankle. 2025 could never.

    2. down_by_the_shore on

      I was not yet 10 and this movie *changed me* when it came out. I must have driven my parents crazy with how much I watched it when it first came out on vhs/dvd. 

    3. Zestyclose-Algae-542 on

      In that picture, Jason Schwartzman kinda reminds me of that greasy asshole that used to hang out with Paris Hilton back in the day

    4. CatlovesMoca on

      It never clicked for me that Mandy Moore was the mean girl (Lana). I guess she was blonder than usual for that role, so I didn’t even know.

    5. dadsstupidstuff80 on

      I can’t see Taryn manning anymore without thinking about the unhinged rant she went on about doing back door stuff with a dude, buying him a boat, and then he cheated and kept the boat.

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