Y'know, it's definitely gotta be May, if you're basically asking who would I love to just chill with.
Basically what
>>13276933 said, but with a lovable amount of non-awkwardness.
But if you're asking for the most objectively attractive (in body, mind, etc.) pokegirl, it has to be Cynthia. I would love to hang out with her too, but it wouldn't be as fun, I don't think. However, she's got style coming out the ass and she's cultured, adventurous (in a curious, very intellectual way), suave, and is the kind of "I run through ancient ruins in a stylish coat and high-heels just as well as anyone could in full-on spelunking gear" kind of girl that I can only describe as the female version of some godly fusion between Les Stroud, NPH, Socrates, and Joan of Arc. You can't help but admire her.