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>gen 1
Good atmosphere, liked the grittiness of the originals. Simplicity is nice sometimes.
>gen 2
Peak old-school Pokemon, Ruins of Alph was kino. Felt like a cuter and more lighthearted experience from the previous gen.
>gen 3
Some of the best 2D graphics in the series. Really fun stuff to do on the side like the Trick House.
>gen 4
Sinnoh is a very comfy region with a very good soundtrack. Liked the mystery surrounding a lot of things a lot.
>gen 5
Best Pokemon selection. My #1 favorite Pokemon is still Reuniclus.
>gen 6
Trainer customization, of which that still has yet to be topped. Best clothing options.
>gen 7
Ultra Beasts were and still are such an insanely cool idea. The story was super interesting.
>gen 8
The characters are probably the best that they've ever been lore and design-wise. Gym battles were insanely hype.