[Jordan]

i wouldn't start with the first generation, as great as they are to play still (mostly for those who played them as kids, but that's due to a massive nostalgia filter), it is pretty flawed and might put you off the rest

i'd probably say the same about the second, which imo was better but still pretty flawed.

i reckon you'd be better off starting with emerald/fire red/leaf green in gen 3 cause it's compatible with the newer games and are more similar to gen 4 and 5 than the first two.