Pokemon Crystal Version (GBC) I'm not a big Pokemon guy, but Gen 2 is the only Pokemon game that I had fun with. I have played other Pokemon games in the later Generations, but they don't hit as hard as Gen 2 imo. I also play these games wrong because I am not PokeSmart like my friends are.

Pokemon Snap (Nintendo 64) This is the only Pokemon spin-off I enjoyed aside from Stadium 1 and 2. Snap is simple and you don't need much to jump right in and start taking photos of Pokemon.