23.
The Barbie Trio from Never Been Kissed
22.
Andie McPhee from Dawson's Creek
21.
Britney (as "Lucy") in Crossroads
20.
Kelly from Saved by the Bell
18.
Taylor Vaughan from She's All That
17.
Kat from 10 Things I Hate About You
16.
Bianca from 10 Things I Hate About You
15.
Joey from Dawson's Creek
14.
Brenda from Beverly Hills, 90210
12.
Josie (no longer Grossie) in Never Been Kissed
11.
Andie Walsh from Pretty in Pink
10.
Laney Boggs from She's All That
9.
Regina George from Mean Girls
8.
Romy and Michele (duh) from Romy and Michele's High School Reunion
7.
Janice Ian from Mean Girls
6.
Kelly from Beverly Hills, 90210
5.
Cordelia from Buffy the Vampire Slayer
4.
Rose McGowan as "Courtney" in Jawbreaker
3.
Buffy from Buffy the Vampire Slayer
2.
Jen Lindley from Dawson's Creek