Roger Callaway is one of the deuteragonists of It Takes Two. He is a wealthy widower who has a butler named Vincenzo and a daughter named Alyssa Callaway. It is his wealth that makes his socialite fiancée, Clarice Kensington want to marry him. However, he does happen to fall in love with the film's other deuteragonist, Diane Barrows. Steve Guttenberg portrayed him.