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Gen1 and Gen2. It is mostly due to me having played them too much to feel enthusiastic about those regions. Also, USUM for the near copy-pasta story and wasted potential.

Pokemon Ranger got MUCH better with Shadows of Almia (the best Ranger game imo). It's just that the first game of the Ranger series was way too difficult to enjoy. What's the point if you can't clear a certain mission to progress the story D:

The original Pokemon Ranger. This was so difficult that I quit and never finished it. From the main games, I'd say RBGY, and FRLG. But it's probably because I played the Gen 1 games, like, a thousand times when I was a kid that I can play it with my eyes closed. Really boring.