Quoted By:
Gonna mention remakes too, prepare for autism. Skipping gens 1 and 2, never played them, wouldn't be able to give an honest answer.
>Gen 3
>RSE
Fantastic games all around, particularly Emerald. Love the music, region, Pokemon, water routes
>FRLG
Solid remakes, Sevii Isles are incredibly fun
>Gen 4
>DPPt
Love the solemn atmosphere, the snow, the Underground, and the additional evolutions to old Pokemon
>HGSS
Johto is inherently comfy, love the Shinto aesthetic, everything is mysterious. Almost perfect games
>Gen 5
>BW1
Appreciate the mature tone, even if it's babby tier philosophy. Overall decent.
>BW2
Nearly perfect. Amazing routes, expansive postgame, interesting regional dex, little SOULLLLLful details like Village Bridge
>Gen 6
>XY
Comfy adventure with friends, Shauna, Drasna, and the PSS. Huge regional dex
>ORAS
DexNav and Secret Bases
>Gen 7
>SM/USUM
Tropical region is comfy, some absolutely great women, especially the milfs
>Gen 8
>SWSH
Competitive QoL is nice, the Galar Pokemon are pretty well designed, also Melony.