Retro Gaming Enthusiast

The originals are fun in a meta sense. They were great for their time. If you were watching the anime, playing the card game, and talking with your friends at school. Yellow introducing color was fantastic. But if you're used to modern games, they are a mess to go back to. The inventory system is a nightmare to work with. Speedrunnerd do not have a glitchless category because it is impossible to play the game without encountering a big or glitch. The games don't do a great job of teaching you. Very often what the game tells you is happening is not what's actually happening in the code because of bugs. The balancing is also a complete mess. They're fun to go back to if you are aware of how the games work and you can use the knowledge of glitches to your advantage, but it can be frustrating to go in blind.

I would say FireRed and LeafGreen are the best entry points to emulate if you don't have a DS/3DS. They fixed most of those issues, and they look and sound better. Ruby Sapphire and Emerald are okay too, but I find they can be a tedious slog. Gen 3 Pokemon are purposefully weaker to fight power creep, so battles feel like wet noodle fights. The map also seems designed to slow you down as much as possible. They aren't terrible, I just think FRLG are more fun.