Hmm. This take a lot of thinking, actually. Man why am I even bothering to do this right now, when I'm so tired?
Right, because I can't stop myself.
Starting Location: Central Ohio
Finneon- One way or another, I'm sure that I'd wind up with some sort of tropical fish in my party. When I was much younger, my sister and I had a freshwater aquarium, and we kept a small number of fish in it for some time, until we decided that it was all too much work, especially since the fish kept dying (we think that the one was eating the others). While it's unlikely that any of these fish would have survived until today even under optimal conditions, I'm sure that I wouldn't have gone to the Bahamas and not brought back any souvenirs. Even if I had to smuggle it through security, I'm sure I'd get me a pokemon.
Stantler- Back when my gramma and grampa were alive, I always liked to visit their house down in Marietta. It was way back in the woods, practically engulfed by the non-contingent monstrosity that is Wayne National Forest. Though I liked to spend a lot of time inside whenever I went, since gramma had satellite and we didn't, it was also fun to go outside every once in a while. I think I've seen a deer in the yard at that house a time or two, and who knows? Under other circumstances, I might have caught a Stantler.
Corphish- The best thing about my gramma's house was probably the run out front that I used to like to play in. It wasn't much more than a persistant trickle, even when I'd dam it up with rocks, and it wasn't much good to fish in, but I think I've seen a crawdad or two in the water. They were just tiny things, but damn, any sorta Corphish is gonna beat the pants offova Pachirisu when it comes to "interesting".
Pelipper- When I was a kid, it seems now like we'd go on vacation to Myrtle Beach every year. I never saw too much in the way of wildlife when I went there; no coral, no fish (because I'm not an angler), no sea slugs in the tide pool. I'm not sure I've even seen a tide pool there. They always had seagulls, though. And why wouldn't they? They don't call 'em seagulls for living in Kroger's parking lots in Ohio. I probably would have caught one at some point, and it well might have evolved by now.
Persian- I've lived in a house with cats most my life. They may be a pain sometimes, and may not be able to live with 'em, but it's sure that you can't live without 'em. I've had four cats over the span of my life. Shadow died when I was 12ish, and she was 18 years old, I believe. She was a recluse, as far as cats go, and a prime lap cat. I guess I might characterize her as a Persian.
Kippy was amazing. He was so skiddish and frisky and cowardly and adorable, and so very fuzzy, too. He fits the persona of a Skitty almost to a T, I'd say. He passed away a little over a year and a half ago. I think the official COD was organ failure. But we still had another cat, Zoey, who liked to hog our attention. She's quite the talker, and known for her plant-eating tendancies. I'd say she's most like a Persian, too, if only because she'll get dirty to get to her plants, unlike a Glameow. She's probably the one I'd take with me, since she's most my cat. We have a fourth cat, Hiram, who seems almost Kippy's polar opposite. He's big and fluffy, but totally laid back and nonchalant. I'm not sure which cat pokemon I'd associate him with, but I probably wouldn't be taking him with me on my travels, anyway.