If we are talking about a romantic date, I would take Skyward Sword Zelda, yeah the game wasn't everyone's cup of tea, but I think nothing would beat a date with her... she seemed like a funny and cool gal . Just imagine: flying above the clouds, playing weird bird chasing games, chanting ancient goddess' song, and finally, having a nice warm pumpkin soup among jokes and laughs. She even has a nice tune that plays in the right moments. Of course, there's always the chance that some weird-haired punk would come and try to crash the party, but eh, she could take of it too.