Jessica Biel

Movie: The Rules of Attraction

In an effort to shed the wholesome image she earned after years of starring on the WB's squeaky clean 7th Heaven, Jessica Biel co-starred in two feature films, both of which saw the sexy actress showing her edgy side. The year prior, Biel was in Summer Catch, in which she had an eye-opening scene where she swam in her underwear. By '02, Biel took things even further by playing a promiscuous, cocaine-abusing college student in The Rules of Attraction. Yup, Mary Camden done grew up.