When I was 16 I loved a boy who looked like a handsom rock star. But I turned him down with great self-control three years later when I graduated from my university. This guy is a bad boy. After I have turned him down he showed off to my male classmates how I had once loved him, which made these male classmates hated me very much. I still love this bad boy but I never regret my decision.
I never had the guts to persue any guys when i was at school. I was more focused on doing well grades wise, but i had the odd crush, i just didn’t have the self-confidence. I thought i was too ugly, and that they wouldn’t want my baggage either. You sound very brave to have approached him, even if he did turn you down.