The boy pope character from Trinity Blood. I forgot how annoying he was until I just watched it again. All he does is whimper, cry, and otherwise be generally helpless. I know he's a boy, but he doesn't seem to have anything resembling testosterone in him. You literally do want to kick him in the balls - if he has any.
The two prince brother from Heroic Age were pretty infuriating when they got introduced taking the credit for all the work their sister did to keep humanity from becoming extinct. Then they proceeded to make numerous terrible decisions about how to proceed in the war and what to do with the new power that their sister had brought for them. They even blew up Jupiter. Talk about incompetence.