Have any of your in-game ships really surprised you?

I played another OC called Nott and he ended up in a red string of fate event with Augustus from Bittersweet Candybowl. Gus is a huge very manipulative jerk and Nott is a jerk with a heart of gold. Gus kissed Nott and Nott ran away and yet that somehow was the start of such a serious event that they were actually planning to proposed to each other.

(Gus beat Nott to the punch.)

*Such a serious ship not event

Oh and it never set sail sadly, but I played an (kinda) Evil Leonardo clone against a true neutral gargoyle clone (Brentwood, if you know the canon) and they had some decent chemistery.