Damz
He wishes to be handsome but doesn't know that being "very handsome" will attract attention and the fairer sex? That's just weird. If you want to write a harem story please choose a suitable world like High School DXD, BNHA is a progressive modern society harem are frowned upon and even if they are someone that marry more than 1 wife the limit is usually 2 wife that too with a condition like the first is sick, can't get pregnant or wants she want to have a divorce. Momo's family is an aristocrat or really rich or has a prestigious background if I'm correct so she and her family will never accept someone that wants to marry more. Midnight and he will never work the age difference, midnight is a teacher in the Academy, and all even if he was "very handsome" you need to think in a logical way. Midnight is not a school girl she is a mature, experienced woman. The conclusion is BNHA world is not suited for a harem sorry. While most of the BNHA fanfic has a harem they are kinda forced by the author. Most authors do it for their satisfaction, perverted desire, wish to fulfill or they are listening to perverted fans comment/ideas.