>>31353598XY are considered pretty bad, but are very user-friendly and have all the new mechanics.
/vp/ hates Omega Ruby/Alpha Sapphire but they're not so bad at all, even more so considering you haven't played the originals (they're remakes) and don't have anything to compare with, those are fine too
If you don't have access to a 3DS or a decent computer, try out Black 2/White 2. Still modern, good selection of pokémon, decently challenging, lots of extra stuff to do on the side. Great games.
If you just want to get /comfy/, go play crystal. Gold/Silver/Crystal are incredibly comfy, even without the nostalgia factor. They're outdated but not as glitchy as the first games. They have remakes that are fine, but have flaws that were excusable on a GB game, but not so much on a DS game. And you'll have emulator speedup if you need to grind.
tl;dr : XY/ORAS for modernity, Sun/Moon if you want the latest titles, B2/W2 if you need to emulate, Crystal if you want to get comfy as shit and just enjoy yourself.
