15. JODI LYN O’KEEFE AS ASHLEY GRANT IN WHATEVER IT TAKES (2000)With 1999’s She’s All That and Whatever It Takes (co-starring a pre-ubiquity James Franco) a year later, Jodi Lyn O’Keefe emerged as the turn-of-the-century’s top sexpot. So what the hell happened to her, then? O’Keefe’s most interesting role after this teen comedy was in the same year’s Devil In The Flesh 2, a trashy straight-to-video airball in which she played a psycho chick with a lust for older men. Ask your Skinemax-loving dad about it.
No twentysomething actress played high school seductresses better than her, though, a talent that’s at center stage in Whatever It Takes. O’Keefe sucks on dudes’ fingers and disrobes in hotel rooms as the popular Ashley Grant, an airhead with a nice rack who gives a shy guy a chance to hook up out of his league. Ashley’s teachers surely considered her extracurricular activities “naughty”; we, however, think she’s a model student.