PokéBase - Pokémon Q&A
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Got me thinking, over the years, has it been possible possible to transfer your very first Pokemon ever from the original RBY games over through the generations such as FRLG RSE DPPt BW XY and eventually into ORAS? If so, it would be amazing to have your original team that you first had as a kid go through all you're travels with you

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Nope.

You cannot transfer a Pokemon from Generation 2 into Generation 3. Therefore, you cannot transfer any Pokemon from RBY/GSC.

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Aww really, that's a shame, would've been cool! Miss being a kid xD