What Oscar becomes in the future will be all up to him, but he’s sure to want to watch after his Dean if he gets into any trouble. It isn’t likely he’ll ever stop being shy, since that’s an innate part of his nature, as much as Dean is stubborn and headstrong even when he’s not quite four inches tall, but there will be a definite effect on him from being around Dean, just like there was in BT when Oscar met Sam and Dean both.
For the rest, we’ll have to see what the future holds!
Brothers Apart 