(With apologizes to hebesphenomegacorona in the most recent Dumbledore v. Gandalf thread, but I’ve had this planned for a few months now.)
Harry Potter from the end of Book V v. Anakin Skywalker from the end of Episode II. Who wins?
For amount of angst? Anakin.
In a fight? Anakin again. (Although Harry would put up a good fight and may be able to hold him off enough to escape)
In a contest for who’s angst was more realistically handled and better preformed/delivered? Harry, hands down.