Shinigami-sama to 4-nin no Kanojo - Vol. 1 Ch. 4 - Popularity 4. "She Makes the First Move"

[MangaDex]

 

[ICYCOZY]

he didnt let her dump him because he was afraid she'd tell people, right?

 

[Dertycash]

I think its just that he's a glutton for such punishment, but he isn't completely aware of it.