This discussion should be moved to the Shipping Debate thread >_>
There are males who have shown interest in Dawn, and Ash is not one of them. He has only been attracted to two girls in the whole series: Gizelle from The School of Hard Knocks and Melody from Pokemon 2000 (actually, Melody could be disputed, but he did seem to enjoy her kiss). Misty has stunned him on two occasions with her looks, but during both times, she appeared entirely different than she usually does. Normally, he just sees her as another one of the gang.
Anyway, back to the guys who have shown interest in Dawn. One of them is Kenny, a friend from her childhood who also serves as one of her rivals. The other is Conway, her creepy stalker.
Overall, I like Dawn with Conway. His creepiness around her is awesome. It is not as though she is completely freaked out by him, either. She has fangirled over his intelligent comments and strategizing. If you ask me, Conway x Dawn is an interesting and original concept that puts a brand new spin on the relationship front.
However, that is not say I dislike Kenny x Dawn. Truth be told, I like it. Kenny is not a bad character at all. Unlike the majority of the show's other rivals, he is a dorky and insecure guy instead of being an arrogant *** (it worked well with Gary, but not with Drew, Harley, and Paul). Kenny does tease Dawn, but it is a playful type of teasing as opposed to being a hurtful type like Gary's was to Ash and Drew's was to May. Overall, Kenny is friendly with her and they appear quite close. Besides, I would like to see a nice guy hook up with a girl instead of seeing a girl end up with a jerk (one of the reasons as to why I dislike Drew x May).