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I think he likes Italbzdjenddy, though at times feels as Italy can be a burden. Though Germany has a hard time expressing his feelings; often reading manuals to find answers on how to act "normally".(i.e; Buon San Valentino strips.)

Edit: My personal belief is that he does have a crush on Italy. Is it just me or does he bush a lot? Also, didn't HRE and Chibitalia kissed? Chibitalia -> Italy! HRE -> ? Have you noticed both Germany and HRE are supposed to be Prussia's brother(s)? Also, they look so alike it's scary. I think HRE got Amnesia in that battle with France and came out of it as Germany.