Man, I always miss the anime detours!
Not sure if these childhood friend winners were already mentioned but: Kiznavier, Daaaarling In The Franxx, Anohana (which was ripped off by the previous two), Parasyte, Masamune Kun's Revenge (I can't stand Aki but there it is). Of course some of these had multiple childhood friends in play.
I pick the wrong side all the time. Sometimes they were always screwed due to having blue hair (Rem, Megumi, Rui, Ami). Sometimes they're passionate enough to win me over in spite of the narrative being against them (Yui, Hanekawa, Eiko, Kana). Sometimes I just plain like them better (Tessa, Historia, Yuki, Lyu, Kaori, Mimosa). Sometimes no matter who "won" I would still feel like shit (Koko vs Linda). Yet other times there are no winners, we're just here to watch the fucking world burn (Toumaaaaaaa...). And then of course my favorite Quint lost: Nino! But she never had a chance in hell. Miku would have been a great choice as well. Oh well, they got a bakery business out of it.
Maybe this is why I have no empathy for certain FFVII fans trying to gaslight their ship into existence. We all have to take a bite from the shit sandwich sometime. Throw some popcorn at the screen and move on.