Hey, plaid pants were all the rage back then, very preppy. The guys at the University of PA used to wear the plaid pants with Johnston and Murphy tassel loafers that they had wrapped with duct tape, to make them look old. Yes, I kid you not.
Plaid shorts/pastel shirts/loafers are making a big comeback at my university. Plain pants can't be too far behind when it gets cold. I guess everything old is new again heh.