Hmmm, I'm not sure how a Pokemon dating sim would work. All the characters are spread out whereas with dating sims, most characters live/work/go to school in a very close proximity. So unless you make a bunch of OCs or somehow stick them all in the same place I can't see it working. Though I wouldn't really know too much about how it all works as I've only tried out one (Love Plus on DS, yes har har har). Just my two cents.