1) The narrator, Charlie, is an introverted person who wants to ask his long-time friend Alice on a date but feels he needs help to do so successfully.
2) Charlie sees S.Dout as the cool, popular kid who gets good grades despite not being smart, due to his father being the head teacher.
3) Charlie believes that if he can get Alice to go out with him and they become an item, it could help him become more popular at school.
4) Seeing no other options, Charlie decides to ask the one person who hates him but is good with girls, Simeon, for help in asking Alice out and making a good impression.