Yoru wa Mijikashi Arukeyo Otome S01

On a mysterious night that seems to last a year, a simple student is still trying to pursue a girl with black hair - his dream girl - who is younger than his classmates. So far, he has only relied on a simple plan: to "accidentally" run into her in a calculated way each day and present these encounters as significant events. However, his efforts have been unsuccessful and their relationship has made no progress.