Ben and Riley make a bet concerning strangers in a bar and it leads to trouble at work for both of them: Riley sleeps with a stranger who becomes her new boss, and Ben sleeps with the wife of the man who's trying to purchase the bar where he works.

Ben corrupts Ross by spending too much time with him, which infuriates Riley and leads her to declare a war in which Ross—unbeknownst to him—is the prize. Meanwhile, Bonnie wants to join the guys' poker game.

Riley hosts a cocktail party in order to meet Ross' friends, and Ross tells Ben not to attend. Meanwhile, Danny tries to figure out his new girlfriend's last name; and Tucker starts divulging secrets after he has too much to drink.