Tag is Rachel's handsome, inexperienced assistant at Ralph Lauren who she hires because she is attracted to him. Although her friends tell her that she shouldn't become involved with co-workers, they begin a relationship. They try to hide their romance from Rachel's boss and co-workers; they get some close calls, but managed to covert them all. They date for a few weeks until Rachel turns 30 and realizes that he's too young for her and she wants a serious relationship.