This movie + American Pie define my senior year 1999!!!
If I had to pick two movies that defined my senior year, its Varsity Blues and American Pie. As a high school graduate of 1999 these were the two movies everybody went to see, and everybody talked about and quoted the rest of the year.
For me I can relate b/c we had the power hungry *beep* of a football coach nobody liked, and we won states too. We didn't kick the coach out unfortunatley though.
Plus, all of us were horny as hell and trying to get some like in American Pie.
Two great classics that define 1999 and the end of that decade.