Oscar tries to open up to her, but the unsuspecting Eve doesn't pick up on any of his advances. Stanley tells him to walk the girl home, but he hails her a cab. Depressed from his failure with the older woman, Oscar goes to a bar with a fake id and gets drunk. He bumps into Eve's best friend, chiropractor Diane Lodder (Bebe Neuwirth), who offers to take him to her own apartment seeing his current condition. Once there, Diane begins to massage him and they end up having sex. Oscar wakes the next morning and has an awkward encounter with Diane's boyfriend, Phil (Adam LeFevre).