I second 86 and Fate although they can be pretty serious. That said, I recommend starting Fate from Unlimited Blade Works then to the Heaven’s Feel movie trilogy before going to Zero since Zero was meant to be a prequel and spoils Heaven’s Feel. That was how the original source material was meant to be read. Additional bonus in that Unlimited Blade Works has a much lighter tone that is more approachable for people new to Fate.

Man I haven’t watched the final episode yet but almost all the episodes leading up to it left me in shambles. Can’t wait to get my heart torn up later.