Hmm, for first game to dive in, maybe you should try the remade version of Red/Blue. While Red/Blue was great for its time, it hasn't aged well. Without the running shoes, walking through that game is painfully slow. Silver/Gold is better in my opinion, so if you can get the DS remake, try that too. Otherwise, you can try Pokemon X/Y or Omega Ruby/Alpha Sapphire. Those 2 are on the 3DS and are the most up to date, so that may be better for you.
Also forgot that if you have a 3DS, you can actually get Red/Blue on the VC soon. So that could make it easier for you to play the first pokemon.



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