Formerly childhood best friends, Ben and Leslie are ending their second year at Yale University as bitter rivals. Ben reluctantly must ask her to be his date to his sister's wedding due to a lie he told his family about him and Leslie dating six months ago. It was just to appease them, but he has been in this lie for six months and now must recruit Leslie to deceive his family further. The journey takes them to places in their minds that they had suppressed and they must navigate the intricacies of their fake relationship while tackling their suppressed feelings and facing unexpected revelations, forcing them to confront their past, their families and the truth about their prior friendship.