Mel and Simon started officially dating around the third episode of the first season, "Work Hard, Play Hard" when Becca finds Simon's pants lying around the apartment and confronts the group about it. At first, everyone thinks they belong to one of Dani's hookups but finally Mel admits that they belong to Simon, their boss. At the beginning of their relationship, the fact that he is the superior of the group proves itself to be quite awkward but eventually Simon finds ways to connect with the friends and eventually they accept him as part of the group. Simon has saved them from various problems at work and many possible firings over the years.