Jimmy Fallon had the curvaceous Kate Upton on his show Friday night and he did it right. All men who have a woman who’s completely out of their league over know you must bring alcohol into the situation to give yourself a fighting chance. Fallon slyly challenged the Sports Illustrated swimsuit model to a game of flip cup. The dazzling Kate destroyed him, but was that Jimmy’s plan all along? Kate drank several red cups and then celebrated by putting her red dress to the test by bouncing and jiggling. Jimmy Fallon you are one smart dude.