The class clown kid from my high school (looked like a clown too) ended up with a smoking hot wife, seemingly way out of his league.
Around high school I can remember him asking and being rejected by just about every girl.
Only reason I can think of is he got so used to rejection that he was completely unphased to keep going and the numbers game eventually worked out for him.
Good on him and a lesson for the rest of us, lol.