B'awww... I'm a bit whatever about Japan's character in general, but bitty Japan is so cute in that first pic^^ And the idea of Spain taking a picture of his victory to show Romano is adorable XD When I first glanced that picture of the unknown character, I kind of thought it looked like that design of male!Belarus Himaruya did a while back, but maybe not...

Here's my translation of the Howard bit.
>What about Howard-kun?! Did Howard-kun become lost in time?!

Naturally England knows that this is a problem, but even though he's careful about how much time they spend together, Howard may end up keeping his youth and living longer than other people his age.