I know this reply is like a month later but..... I think you should decide for yourself whether or not you support it because shipping is just meant to be fun and has no real rules. ^^ So I think you should find your own reasons to either ship this or not.Watch the episodes in which Drew and May interact on Youtube and then decide for yourself. (Just look up Drew on Bulbapedia and find the episodes he appears in, then look them up on Youtube.)
Someone on Youtube actually made a video with a lot of the major points that people assume to be hints. If you're interested, here's the video:
www.youtube.com/watch?v=UQ8Ex9…Personally, I ship them because I feel like they have some of the most obvious romantic hints in the anime. They blush, tease each other, and other characters even assume they are dating numerous times (which always makes them embarrassed!) And I think they're just plain adorable.
But, like I said, you should decide for yourself whether you ship them or not!
Good luck!