Zack Siler (Freddie Prinze Jr.) is the big man on campus at his Southern California high school. His popular and narcissistic girlfriend, Taylor Vaughan (Jodi Lyn O'Keefe), ditches him for a faded reality TV star from The Real World, Brock Hudson (Matthew Lillard), whom she met on Spring Break in Florida. Although bitter over the break - up, Zack consoles himself by claiming that Taylor is replaceable by any girl in the school. Zack 's friend, Dean Sampson, Jr. (Paul Walker), disagrees and challenges him to a bet on whether Zack can turn any random girl into the Prom Queen within six weeks, a coveted position held by the most popular girl in school. Dean picks out Laney Boggs (Rachael Leigh Cook), a dorky, solitary, unpopular art student, as his choice for Zack.
who played taylor in she's all that
Jodi Lyn O'Keefe