Oh my gosh, you have no idea how much fun I would have in the Pokemon world. Of all the Possible Mes that there are, this one is quite possibly having the most fun.
For one thing, I am an avid hiker and love to travel through the backcountry. It's even a mild fetish of mine that I can do whatever I want out in the middle of nowhere and nobody will see or care. The biggest problem with this is the possibility of dangerous situations like brush fires, bear attacks, and the like. Having a Pokemon or multiple Pokemon would allow me to keep my allies out of sight out of mind when I want to travel quietly and alone, but still safe - even more so than having a hiking partner along.
You can be well assured that I will spend almost all of my time outdoors. Possibly in multiple states of dishabille, who knows.
I would ordinarily say that this would make me a non-Trainer, but think about it. Where are all he Pokemon hidden? In the wilderness. Where am I 85% of the time at least? The wilderness.
I may not be able to assemble a dream team merely by walking through the forest, but it could be enough to weaken and catch some stronger, rarer, or prettier Pokemon sometime down the road. With my experience and (sorry I am not bragging too hard here I promise) intelligence, I could easily become a Gym Leader, if not an E4 member, if not the Champion.
I am drooling just thinking about walking out of my house with nothing but a backpack full of supplies and never returning. Sadly, someone would call the cops, everywhere is too populated, and the more time I spend out there the more likely it is that I will die in some freak accident.
But yeah, I do plan on going hiking with my Significant Other someday. If only it could be Pokemon Hiking, then it would be perfect
I shall have to settle for my dog and pretend she is a Houndour who can breathe fire.