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So the games and anime give us an extremely sugar-coated look at a trainer's life. In the former, ten year old kids run around loaded and are never strapped for cash past the first gym, and there's no camping/cooking/stamina/sleep schedule mechanic for trainer or pokemon so you're never forced to think about what happens when night falls between towns. In the anime, someone always has money and someone is always a master cook, and they manage to keep their massive amount of supplies in tiny little backpacks.
How hard do you think being a travelling trainer (as opposed to mom letting little Timmy battle his pet bagon at the park with the other kids) is? Wouldn't there be a huge risk of kidnapping and murder for novice trainers with weak pokemon? Wouldn't there be an even higher risk of pneumonia, hypothermia, sepsis, and various types of food poisoning for kids who have to hunt and rough it on their own?
I hear a lot of people use the "but the pokemon world is confirmed to be nicer than our world" reasoning, but under most circumstances, this sounds like a cop-out to me. It's also canon that ghosts are kangaskhan are born from eggs, but we all know that's retarded, right? I think the "muh saccharine world" meme should be taken with a grain of salt as should all other pieces of info we have.