For The Jeering Youths, I know the EC would get to play an enhancement because it's part of his ability (and it would coincidentally be the first one played). However, with Weakness in territory...eh, I'm not so sure. Is a "play first enhancement" ability the same as a "play an enhancement" ability? I would think that in the case of weakness w/ a decreased hero and TToD, TToD would play first, because using Weakness isn't part of the block. But I'm not sure.