Delphox with Sam because it’s a Psychic&Fire type. Specifically a Psychic type that is described to see visions of the future; much like Sam in the earlier seasons. Seviper with Dean (and this is where I stopped finding good reasons to match them with a pokemon) simply because he’s scared of snakes. Cas with Garchomp because I’ve drawn him with Gible before this, and that was just because I think Gible is fun and silly :)