@dipset I do recommend the first, which should be available on Steam or Playstation with the DLC bundled in now for pretty cheap. Check it out next Steam sale or whatever. Only thing you might not like about it is you can miss a jump and fall far back down to the beginning of a stage, but I like that because it adds stakes.
@DMCMaster Honestly, the Gen 3 rivals are nice too, but yeah they've really forced the niceness over time. Least SwSh has Bede though. Check out the Gen 5 games first. BW2 actually has the most interesting rival in the entire Series in my opinion. HeartGold / SoulSilver are great Remakes too if you can get your hands on those. Gen 4 is a bit hard to go back to now, but hopefully Remakes will be soonish, and hopefully they won't suck like the Gen 3 Remakes did. I personally think Pokemon XY had alot of cool stuff and great ideas going for it, but people seem to view it pretty negatively because parts feel unfinished, and it was the start of leaning too hard into Gen 1 nostalgia pandering, but you might like those games. Ignoring ORAS since they're Remakes, Sun and Moon is where I feel the Series started to freefall in quality, that it has yet to recover from. SwSh even fixed some of the problems of Sun and Moon, believe it or not.
Now if you still want a Pokemon fix, what I'd instead recommend is checking out the Pokemon Mystery Dungeon Series since you've missed all of that. Switch has a different but good Remake of the first games called Rescue Team DX that'd make a good entry point. Explorers of Sky on the DS is still thought to be the best game in the Series if you can get a copy of that. Skip the WiiWare ones and Gates to Infinity as those are missteps, but if you still have a working 3DS, I can definitely recommend Pokemon Super Mystery Dungeon on that, although that game is best enjoyed after all the others given it is full of references. If not PMD, there's also the upcoming New Pokemon Snap that might turn out a fun romp. There's also a wealth of interesting Main Series Romhacks out there if you're willing to dive into that world. I'd recommend the Spaceworld '97 one as a start since it features the scrapped Gen 2 beta designs, so new official Pokemon designs you might not have seen before.
Beyond the games, I can also HIGHLY recommend the Pokemon Anime. It has only gone up in quality since Gen 3 times as the games have gone down. Even though the Dub isn't ideal, due to missing the original background Soundtrack and inferior Voice Acting, that is available on Netflix. Both Sun and Moon and the new Series called Journeys in the west have great Pokemon vibes, just with different formulas than the old Anime. The movies on the other hand have been hit or miss, mostly miss, but one newer one I'd recommend is The Power of Us.
Hopefully something in there to scratch your itch.