Red and Blue: The originals, have aged about as well as movies from the 1910s FireRed and LeafGreen: Remakes of the originals, give you lots of gadgets to help explain game mechanics Black and White: Best games X and Y: Current generation, not the best but it's what we mostly talk about
Probably FireRed LeafGreen first. If you really digged that you can go on with Emerald or for a newer feeling Platinum or HeartGold Soulsilver. Then you could go oldschool with Red/Blue and Crystal if you feel like it. Black/White and Black/White2 are also amazing games (of course play Black/White first then BW2) but I feel like you should only play them after you've tried either/both Platinum and HeartGold Soulsilver. Then you can move on to XY and/or ORAS.
>>24978712 BW2 is a horrible starting point for someone who has no knowledge of the series. Not only is it a sequel, but it has one of the weakest and most intrusive stories in Pokemon, precious little exploration, and several early chokepoints that would cause a new player to quit the game. The glory of PWT and the great Pokedex aren't worth slogging through the rest unless you're really into Pokemon,
OP, go for Fire Red/Leaf Green if you can, followed by Heart Gold/Soul Silver. Both are great remakes of their original games that still hold up. (HGSS in particular) BW2 and Platinum are often referred to as the best Pokemon games, but I wouldn't recommend them to a beginner.
x/y is easily the best starting point in the series - it's not grindy, looks good, has a pretty damn huge local pokedex and is riddled with gen 1 pokemon so you don't feel completely alienated if all you know is early anime seasons
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