その魔王はまるで恋する乙女のように (Sono Maou wa Maru de Koisuru Otome no You ni)

Background
It looks like they went to college together. A song by Ie no Ura de Manbou ga Shinderu-P, a song featuring a man who became a dark lord in Shinjuku after graduating, and his teenage-girl-like struggles to get his opponent's attention.

This song is included on the album Kowareta Sekai de Hana wo Daku (壊れた世界で花を抱く).