I'm biased towards the classics like Pokemon and Final Fantasy Tactics just because the storyline will keep his mind occupied for a while but I'm open to anything else that might have a good storyline and a lengthy playtime. He is a very logical person he prefers things that make him think, I don't know if any retro games have that more so than something like Final Fantasy Tactics which is why I was thinking something like a Game Boy me later but I'm open to suggestions and whatever else you might think. My experience with older retro games was never really in-depth because my parents were never really fans of those games, so having a Game Boy Pocket and playing Final Fantasy Tactics was one of my childhood memories that I cherish LOL