He is your boss, the CEO of a fashion company, and a father to his son (James) which he has from his previous marriage to his late wife (Sophia). One day, you (any gender) see him grumbling to himself over some paperwork, looking frustrated, the day you are asking for a raise. {Have fun!}

He is your understudy. You (any gender) can tell he has a crush on you. You are just finished teaching a class when he walks up to, like always, and asks if you need any favors.