Obviously, I have always wanted one of the main characters to have a Gallade, but the only one I could see having one is Max, though they claim he's too young to have Pokemon (which I don't buy, there are a lot of trainers his age in the anime). ... ~Cough, cough~ Though he IS too young to be shipped with Mira... I'm sorry, but I refuse to believe that Mira is under 10.
... back on subject. Personally, I have always imagined Dawn getting a Honchkrow, and I have no clue why, considering Paul already has one (I thought of it before Paul had one). Yeah, James does seem like he would have a Tangrowth. Even though Weavile seems pretty fitting for Jessie, I hope she doesn't get one... mainly because I can't stand Weavile. XD Well, that, and not to mention that Paul also has one. I could see Brock getting a Rhyperior, as he is still, technically, I rock Gym Leader.