For me, I play retro games to experience games I didn't get a chance to when I was younger. I had an NES/SNES/Genesis growing up but didn't go much deeper than Mario, Sonic, sports games and fighting games (Mortal Kombat, Street Fighter 2 etc..). My parents didn't really like me playing games so I only got a few games a year and just never dove deep into those consoles. I missed the PSX/N64 era all together as I wasn't into gaming in jr high and high school. I got back into gaming last gen, and have sense developed a love for RPG's especially.
Based on that, most of my retro gaming involves experiencing the games I missed out on. I typically play retro RPG's, because I feel many of them hold up the best. I've been diving into old Final Fantasy, Dragon Warrior, Phantasy Star games and other RPG's. It's a great supplement to the games I play on the current gen consoles and I've had a blast. So I guess overall for me, retro gaming is about playing games I didn't get a chance to play in the past.
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