Some Kind of Wonderful is the less iconic, gender-swapped cousin of Pretty in Pink (both are written by John Hughes and directed by Howard Deutch), but what it lacks in renown, it makes up for in nuance. It goes a bit deeper in its exploration of gender roles and class disparity, really digging into the important differences between its female leads and the privilege of its wealthier characters, and it’s just as funny and charming too. Sure, a big part of the delight of watching it stems from nostalgia, but a larger chunk comes from the actors’ easy chemistry and the script’s witty lines. The movie is not revolutionary—it’s just a romcom at the end of the day—but it is smart and subverts expectations when you least expect it.