: A derogatory term for a Chicago Cubs fan. The term Cuppie is a portmanteau of either "Cubs" or "Cubbies" and "Yuppie." This is because most Cubs fans are yuppie douche-nozzles that ruin the game of baseball with their suit-wearing shenanigans at day games ("yeah bro, gotta roll home to change out of these cargos and into a suit, gotta look like a day trader for all the talent in the bleachers!"), and general lack of baseball knowledge. The female Cuppie is almost as bad, being of the worst type of pink-hatted ignoramus, there only to show off the goods in hopes of getting free beer. Cuppie men are more than happy to oblige, in the hopes of a mid-week hook-up after hitting the Wrigley-ville bars post-game.
This year looks to be especially rage inducing, as there will be more pink hats and suits at Wrigley than you can shake a stick at, since the Cubs are predicted to represent the NL int eh World Series by many experts.