I know this is weird but Iskander X Gilgamesh, and if it's not too much Gilles X Jehanne [you can pick whichever verse, including historical one]
Iskander X Gilgamesh
vomit / don’t ship/ King Buddies / ok / cute / adorable / sexy / perfect / beyond flawless / hot damn / screaming and crying /i will ship them in hell
I can see them being pretty good pals (even though Gilgamesh says that his only true friend is Enkidu (Though I’m sure others would say otherwise)). Sitting around, drinking, occasionally stabbing each other, chatting and discussing philosophies while drunk, stabbing each other while drunk, etc.
Giles X Jeanne.
vomit / don’t ship/ eyurg? / ok / cute / adorable / sexy / perfect / beyond flawless / hot damn / screaming and crying /i will ship them in hell
Historical, I would have them as best of friends and comrades in arms. As for the Fate universe, which I’m using for this, I’m kinda iffy. Since Caster is summoned as a heroic(though more of a villainous) spirit because of the grails corruption and we see how he acts. Jeanne(or Joan of Arc. Whichever one you spelling you prefer) was only summoned during the great grail war (and that’s an alternate timeline in which the Einzberns didn’t choose to summon avenger) as the ruler class.
I would imagine, if by some fate (A.K.A. Jeanne being summoned as the Saber class) that they were summoned into the same Grail war she would be shocked and devastated at Giles’s appearance and actions. He would be hellishly ecstatic that his Jeanne has appeared. She would probably do what she could within her power to try and help him, to make him the person she once knew. Giles would try and corrupt her, making her see things from his point of view. Either way it wouldn’t go down pretty but it would certainly be an interesting RP.









