Video: Conan O’Brien plays a game called ‘Cuphead’ with supermodel Kate Upton and her massive D-cups in this classic new episode of ‘Clueless Gamer’!
Kate Upton must feel awkward as hell around any guy while they all act weird and present her with marriage proposals. But she doesn’t get any special treatment from Conan. He treats every Clueless Gamer guest like this.
