Kimi ga Shinu Natsu ni 19 and 20
19: Chase After Fukumen's True Identity; 20: I Want a Flower On the Stage
Goshuushou-sama Ninomiya-kun (yubikiri line on the credit page is from the opening song) isn't the greatest anime by any stretch of the imagination, but I still really liked it for some reason. Part of it was probably being less jaded since I had only been really into anime for a few years at that point...