Kate begins dating Jack, a guy that she met at the Warsaw. He interviews for a job at the store, and Drew is disturbed to learn that he thinks he is the devil. He has even taken out credit cards under the name ""The Devil."" Kate is certain that this is a joke, but soon discovers otherwise. When she tries to dump Jack, he claims that she has sold him her soul. Drew puts his own soul on the line and challenges Jack to a game of pool, but it doesn't go very well. Kate confronts Jack and says that he claims to be the devil because he is afraid that women will dump him if he acts like himself. He mocks her, so Drew prepares to beat him up. However, Jack loses interest when he learns that Kate lied about being a virgin. He leaves in disgust. Wick orders all of the staff to wear costumes for Halloween. Drew dresses as Mimi, who is outraged when he wears an outfit that she had already purchased.