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Pikachu. Adorable as all get out, has the power to electrocute people, and can help me out in work. It would be fun to have one, since it's small enough to ride on my shoulder.
Since it is only one, it would have to be Charmander!! I would train it till it became the Ultimate CHarizard!! But if it were two, I would also pick my Shiny Gardevoir, Aoi!! She is just to awesome!!
For me, it would probably have to be Starmie or Teddiursa ;) Starmie would be able to give me the ability to Surf while Teddiursa, being cute at first, turns into the mighty Ursaring =D