If robosexual marriage becomes legal, imagine horrible things that will happen to our children.
Seriously though, I'd like it if May actually had some romantic developments with a human eventually. It would help the strip break new frontiers to have a well-rounded android character in a loving relationship with a human.
I don't have the same reflexive dislike for May that a lot of people on here seem to have for her. With that said, if there's going to be a human/AI pairing, I get the feeling it's far likelier to involve Momo than May.
I actually think May is more likely than Momo, mainly for casting reasons, especially in regards to who would be first if it happened more than once.
Momo is already integrated into the cast as a sort of 'little sister' character for Hanners, Marigold, Marten, and maybe others. She also already knows everyone and so far hasn't shown romantic attraction to any of them (except for briefly Sven, back in her old chassis). Also, I think it would require a new chassis upgrade before she did, because Momo looks young (confirmed by Samantha) and even if it was nonsexual I don't think Jeph would draw that (unless
maybe if she had a cute relationship with a middle schooler or something, but I think she's mentally too old for that. An arc where one had a crush on her could be cute though). If she were to get in a relationship, it would probably be with an 'outsider' unless it's after a few comic years for her relationship with the rest of the main cast to change.
On the other hand, no one has commented on May looking too young (maybe because she is more robotic looking, but I don't think she looks as childish), and May hasn't yet gotten a place in regards to the other characters- not meaning Jeph giving her a type, but because they haven't met her for the most part and haven't shuffled her into whatever place in their group. Hopefully her 'place' won't be just 'on [?]'s arm,' but she has more of a chance to not be the 'kid.'
Plus, this is completely in my head, but I think she'd be more willing to do a casual relationship than Momo, which means she wouldn't need forever prior to it to adjust and flirt with the person.