May really demonstrated in the beggining of AG that she have a crush on Ash,i really think it,but Ash didn't realize it,in the middle of AG and the end of the AG,Ash demonstrated to have some feelings for May,if you look at some Contestshipping moments,you will see some Ash's faces,looking at Drew or May in a Angry and Sad way,May didn't have a crush on Drew,Drew Maybe have a crush on May,but really,if you see the last episode that Drew appeared,she said that he was her rival or something like this,ContestShipping isn't canon at all.
Yes,Misty really likes Ash,but i think that Ash likes her in a friend way,Ash and Dawn is totally friendship,Ash and Iris,Iris maybe likes Ash,but she really destroyed her chance calling him "Little kid",Serena loves Ash,but Ash just see her as a friend