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I think I'd just pal around Sinnoh, particularly floaroma town.
- Could just lay back on torterra while you peacefully walk from town to town
- Smeargle would rife your shoulder, paint the sights you see (also could learn payday to keep money in your pocket)
- Tropius can fly and literally grow snacks
- Dotrio has always been a favorite of mine, could ride it when you need to be fast, or use it to help you hunt for food
- Flameon keeps everyone warm and helps start fires at night
- Chimecho helps heal everyone up, and knows hypnosis to help with insomnia. Plus wind chime are peaceful