OL: Sei no uramado (2001)

Ryokusuke, a man who struggles to attract women, can't seem to get anything right. One day, his best friend Saeki—who is incredibly popular with the ladies—asks him to go on a date in his place. Ryokusuke finds himself drawn to the date, Yukiko, but she is put off by his self-centered attitude and gives him the cold shoulder. From that point on, Ryokusuke begins repeatedly stalking her...