The society of the Pokemon world is not a free and liberating one, it's just as oppressive as the one we live in today. In fact, maybe a little bit more in some regards.
Let's think about how each Pokemon game starts. You are a child, and your parents are in with the local professor, who has three one-of-a-kind Pokemon in his possession. When you travel around the world, you see nothing but kids with rats and pidgeons, while you have buff-ass crocodile. Obviously, not everyone in society is as lucky as Ash or Red. Somehow, your family just so happens to be great friends with a professor, who is well-respected and has access to many Pokemon and probably any accessory you would need for one. I don't think it would be too far of a leap in logic to see that your family is probably affluent.
So we can already see there is some inequality present in the Pokemon world. While you're running around with Pikachu or Cyndoquil by your side, everyone else has Rattata or Hoot-Hoot to get them on their way. How are you supposed to become a Pokemon master with that? Obviously it's POSSIBLE, but when other people are running around with Bulbasaur, it makes it a little difficult. These kids can still have fun with Pokemon, mind you. They just won't become champions. And in a society that solely revolves around Pokemon, that seems pretty shitty.
Instead of the fetishism of like trade goods in our society, the Pokemon society revolves around the fetishism of living creatures. We talk about how great it is that everyone in the Pokemon universe has the ability to do whatever they want, but what of the Pokemon themselves? Are they condemned to an existence of being used as tools in a sport consisting of glorified cock-fighting? Some Pokemon are allowed to walk with their trainers, but most are kept in balls/computers. The time they don't spend trying to murder other Pokemon they spend in a virtual cage. We don't know exactly what it's like to be in these virtual realities, but this society has already shown how little it cares about the welfare of these creatures, so why would they make these virtual cages comfortable? Either these creatures really don't want to be living in this way, or they have been domesticated to the point to where they accept it, which somehow seems worse.
Yeah, it's great that Brock can be a breeder, and other people can sketch Pokemon or whatever, but what if you don't want to participate in something that revolves around Pokemon fighting? The photographers photograph Pokemon. The artists sketch Pokemon. Bill creates a computer system to transport Pokemon. Most other entrepreneurs create innovations that in some way relate to Pokemon. Store clerks sell Pokemon related goods. Medical professionals work on healing Pokemon. You have free will in the Pokemon universe, but only in so far that it relates to Pokemon. If you don't like Pokemon, too fucking bad, if you want to be employed, you'll find a way to participate in the Pokemon society.
I agree, the Pokemon universe is awesome, as long as your family has it in with a professor and you want to become a trainer. It might be okay if you want to breed Pokemon or whatever. But I can't think of a worse universe for anyone who doesn't like Pokemon/Pokemon fighting and the Pokemon themselves.