Some Kind of Wonderful (1987) (I Love the 80's Edition; Widescreen)

Keith (Eric Stoltz) is finishing up with high school. A sensitive loner, he prefers to work on his art over going to sporting events and hanging with the cool crowd. Instead, he platonically whiles away the hours with Watts (Mary Stuart Masterson), the pixieish drummer girl he's known since grade school. But Keith does have one popular obsession: Amanda Jones (Lea Thompson), the most desired girl in school--and girlfriend of obnoxious rich guy Hardy Jens (Craig Scheffer). When Hardy and Amanda part ways, Keith finally has his chance---and true blue Watts will do all that she can, even it that means biting her tongue and suppressing her true feelings for her longtime friend. John Hughes' follow-up to the classic PRETTY IN PINK takes essentially the same story and flips the gender roles, with another positive "follow-your-heart" message and a great soundtrack featuring the Jesus & Mary Chain, Flesh For Lulu, and the March Violets.