8. SHANNYN SOSSAMON

Film: Rules of Attraction (2002)
The Bret Easton Ellis adaptation is one the boldest portrayals of the college experience and one high school seniors should never let their parents watch. In the film, Sossamon plays the unforgettable Lauren Hynde, an unwilling former virgin in the center of a love triangle that includes a drug dealer (played by James Van Deer Beek) and the bisexual guy who wants him, too.