User blog comment:JaphethMario/AVGN vs Kirito. Japheth's Fictional Rap Battles/@comment-35662380-20190408170435

AVGN won because he's AVGN.

I'm gonna guess that the first hint is Monika VS Neo?

I'd guess Pandory VS Freddy Fazbear for the second one, but Pandory is a movie, and not a portable game.