Ok, at first, I was a pokeshipper (I still like it, but not nearly as much as pearlshipping). But as I watched the interactions between Dawn and Ash (again this is more with the first couple "seasons," like up to DP100ish), it seemed that they seem better for each other. I definitely thought they were cute together, and (until the episodes with Lyra) unlike Misty and May, I would think if asked if they were in a relationship, the two wouldn't quickly deny it.
Some examples that stood out for me was when she first met Ash saving Pikachu (He still owes her for saving Pikachu! :P). DP133 would be another. Cute moments that stood out for me were the miltank episode and the maze episode where Ash worries about Dawn. When Lyra says, "Those two are like peas in a pod." You know that was also said about Forrest and Jenny in Forrest Gump. Those two are just so cute together!