She's All That's 1999 release embodied all things '90s, from campus DJs and poetry slams to choreographed prom dances and girl next door romances. More than two decades after it hit theaters, fans are still rooting for Laney Boggs (Rachael Leigh Cook) and Zack Siler (Freddie Prinze Jr.) - even after he made a cringey bet with fellow jock Dean Sampson (the late Paul Walker) that he could turn any girl into a prom queen in six weeks. Cook and Prinze, meanwhile, share a strong connection themselves.