I love it when an otome game breaks the 4th wall and the characters become aware they're in a game. Cheritz games are a good example of this (Mystic Messenger & Nameless).
Similarly, I like it when a specific LI retains the memory of past playthroughs and falling in love with you in his own route, only to be forced to stand by and watch you choose the other guys in every reset (Amnesia: Memories, Mystic Messenger, Nameless). Also basically Sans in Undertale lol.