2. And she co-starred with them again in the music video for Cher’s cover of “The Shoop Shoop Song (It’s in His Kiss),” for the “Mermaids” soundtrack
8. She was the voice of Erin in the “Summer of 4 Ft. 2” episode of “The Simpsons”
11. Was on her way to see Barbra Streisand before being drugged with LSD in “Fear and Loathing in Las Vegas”
13. She starred in John Waters’ “Pecker”
Brenda Chase / Getty Images
17. Starred in the music video for Moby’s “Natural Blues”
18. Got to hang out with Julie Christie!
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19. Portrayed one of the ultimate Gen X-ers, Elizabeth Wurtzel, in “Prozac Nation”
20. Was a presenter with Ashton Kutcher at the 2001 MTV Movie Awards
Kevin Winter / Getty Images
22. Dated Adam Goldberg
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23. Got to star in a Woody Allen’s “Anything Else”
Pascal Le Segretain / Getty Images
24. She then got to promote it on “TRL”
Frank Micelotta / Getty Images
27. She donned a pig nose and was still pretty in “Penelope”
28. Was nominated for an Emmy for her guest starring role on “Grey’s Anatomy”
30. And she got to do a press tour with Justin Timberlake and Samuel L. Jackson!
Mark Mainz / Getty Images
31. Got to sit front row at a fashion show with Winona Ryder and Nicole Richie
Will Ragozzino / Getty Images
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