The blond pixie cut. The boxer shorts in the girls locker room. The badass drum skills. Newbie cutie Mary Stuart Masterson was "Some Kind of Wonderful" tomboy back in '87 -- and she pretty much stole the entire movie. What teenage girl can't, like, totally relate to the unrequited "best friend" crush? Tough-talking Watts secretly pines for outcast art student-next-door Keith (Eric Stoltz). Unfortunately Keith, along with every other guy in school, has the hots for almost-perfect popular girl Amanda Jones (Lea Thompson). But guess who ends up with the prize diamond earrings at the end? Hughes was a master at making us root for the underdog, or in this case, the under-darling.
Mary Stuart Masterson went on to star in the '80s romance "Chances Are" alongside Brat Packer Robert Downey Jr., and she also played the memorable role of Idgie in "Fried Green Tomatoes," with Mary Louise Parker. Try not to confuse the two ladies: One's on "Weeds" now and the other is having a baby. Congrats, MSM!