>>35082971>She was more onto her rivals, and more into Shuu of all of her rivalsMay's relationship with Drew is more like Ash and Gary, they are rivals that inspire one another. However a romantic relationship will not work between them because they are rival that trying to crash each other dream. Just like Ted and Zoey's relationship in HIMYM didn't work out since they were rival who goal was to crash each other dream.
Think about it, why haven't Ash gotten a female main rival as his love interest? If writers loved Contestshippinh so much then what is stopping them from trying something like that with Ash. The anime could easily introduce girls like Rika (Digimon Tamer) or Erina (Shokugeki no Souma) as Ash's main rival that becomes his love interest.
Answer, because writers already knows that romance between rivals will not work unless one of them quits for good.
People ship Ash with May because they had one of the most romantic moment in the series. May's diverse personality and good dynamic with Ash makes her a perfect heroine. Ash and May are a perfect couple for a kids anime where character does not grows up because they can build romantic moment without having a relationship. Just look at the pic