Jon Cryer is famous for his role in Two And A Half Men and keeping it afloat after Charlie Sheen bailed on the show. Yes, I liked him as Alan on that show, but I will forever love him as Duckie in Pretty In Pink. I was rooting for him to get the girl in that movie (Molly Ringwald). The original screenplay had Duckie ending up with her, but “test” audiences wanted Molly’s character to get the cute, bad guy, Andrew McCarthy. Here is Jon lip syncing to “Try A Little Tenderness”.