Alison's roommate leaves in the middle of the night and sticks her with the rent. The goofy Billy Campbell approaches her and asks about the vacancy, but she turns him down. Faced with eviction, she finally takes him up on his offer. Alison accidentally dents the car door of a vice president at the ad agency that employs her, D&D. She accepts a date with him, but Billy has to come to the rescue when the man tries to force his way into the apartment. Jake attempts a relationship with Kelly Taylor, a teenager whose house he had helped remodel. They are constantly faced with obstacles due to their age difference. Rhonda is pursued by one of her aerobics students, but learns that his interest is anything but romantic.

Billy gets a job as a cab driver. He makes a connection with a passenger, and they quickly begin dating. Alison is put off by the speed of the couple's courtship, and grows tired of Marcy's constant presence in the apartment. Billy, Michael and Jane all accuse her of jealousy, but she denies it. Billy soon has second thoughts about his relationship when Marcy tells his friends intimate details about their sex life, and quickly declares her love for him. Billy tries to avoid her, but Jake advises him to confront Marcy to break things off in person. Jake is arrested following a scuffle at the unemployment office, and is less than grateful when Kelly bails him out. Jane worries about the status of her marriage when Michael is unable to recall the specific moment he fell in love with her.

Jake fears that Kelly will be hurt if they continue their relationship. He sets up a fake date with a friend and rubs it in Kelly's face to trick her into breaking up with him. Jane is depressed when Michael must work instead of spending a romantic evening with her. Jane loses her wedding ring during a girls' night out with Rhonda. Billy completes his first screenplay, but Alison is decidedly less than impressed.