Did I misread the signs or miss my window of opportunity?

I sat next to this guy in HS in 2 classes my sophmore year-at first I barely knew him but as the year went by-we got to know each other fairly well and we would tease each other etc-well one night he told me if he didn't already ask so-n-so to the prom he would have asked me-and one day in class he got extremely close to me. I was crushing him-I figured Jr year we'd probably have a shot at going out (he would be a SR)-well he was captain of the football team, popular, etc. I am more average-I didn't go out and party like them because I had strict parents and I lived pretty far from HS. I am cute-not supermodel-but cute

He teased me big time-he went out of his way the first day of school to say hi to me and even the first day I was in class with him-I couldn't say anything but hey! In the beginning he had no clue I was interested- I didn't want to regret not trying so I had called him and we talked and I know he knew-we wrote back and forth-I went to games-Did I try too hard? Misread