You should first try to befriend him and then ask him out; when he has gotten used to you. This is because he might laugh at you if you go to him directly. First of all be his friend, so he can get used to you in a way that he won't feel embarrassed if you ask him out. You should also befriend his closest friends so you can be able to research on him. Try to do things that he likes and try to be like his dream girl.