reread

Starts out as a typical trash top raping the bottom in the first volume, but has an amazing comeback in the volumes after

Boy makes a deal with a demon, dies and becomes his servant. Eventually, boy climbs his way up the rankings to become one the most terrifying demons himself.

Assassin falls in love with a prostitute and they run away together and live a beautiful life

The main couple is unbearably cute and super supportive of each other. Every time an insecurity occurs that would derail most other plots, maybe jealousy or worry about friendships, they just end up communicating sweetly and going 'oh, I can just kill that guy. Compared to you everyone else is irrelevant.' but make it almost healthy (if you ignore the codependency) and adorable somehow????