Start in big city, since there is absolutely nothing that states you have to start in the tiniest town in the entire region. Professor Poplar is a ridiculously short woman with an even shorter temper and a family and kids. You live with both parents+two younger siblings and one older sister, who tried battling but really didn't like it and instead went into breeding. You actually were just about to receive a starter pokemon from Professor Poplar, but your older sister instead gifted you one.
Your city sports a gym and Isabella, usually known as Izzy, is the leader. She's a college student, and likes dark pokemon, but she's really a very cheerful person and usually ends up dressing in bright colors despite everything. However, her gym happens to be in a cave. You have to backtrack all the way back to her after you've gotten you're third badge, because life really isn't that convenient, sometimes.
The second city you get to is in the mountains, and very... uhm... spiritual? Can't think of a good word. Basically the people are very worshipful of whatever legendaries I can think of and don't, actually, have a pokemon center/mart. They have a healer person who does pretty well, but it's not instantaneous. The gym leader is Heidi, a young girl who's actually slightly insane, but the people of the village take it as visions. She has command of ice pokemon and her gym's also a temple, which a lot of effort went into making and you don't respect it, which is trickier than you'd think. Also there's lots of mirrors. As soon as you show up and announce your intention to take on the gym, the villagers all flock to the gym to test if you're worthy, except maybe the healer. Luckily, it's a small town.
Then you have to go under a bridge via a sewer tunnel, in which there's poison pokemon, because you haven't learned surf yet and there isn't a bridge. That happens to lead to the second tiniest town in the region, the first being that mountain town. This is the town that would traditionally be your homeland. It has a lot of people, actually, and they do farming a bit, so maybe not. It also boasts a quiet, tiny little graveyard with a shrine out front for the dead. It's really quiet and most of the people are busy with their own business, except this one maniac little kid who won't stop bugging you. Ooh, I actually just had a plot idea: This kid is who would be the regular player in most games, and you become the champion, and later he defeats you. Except I don't like that idea. D:
Then you go to the warmest place in the region, with a jungle, and a waterfall, except unfortunately there's also mosquito pokemon, which are dark/bug. I mean, c'mon, what else would they be? THEY'RE PURE EVIL. Anyways, yeah, the gym leader is very, very paranoid and you have to talk to basically everyone in town and find random items before you can even locate the gym, which is one of the resident huuuuge trees that's been hollowed out. There's all sorts of paranoid traps inside, and the gym leader is a guy named Desmond who uses ghost pokemon, though he must have back tracked to the last town to catch them. He doesn't have anyone he trusts enough to fight you, but apparently he trusts pokemon, cause there's a couple of those every few steps to challenge you.
Then you have to backtrack to your home city to battle Izzy, but at the very least you don't have to go through the sewer again because Desmond gives you surf.
Then you go to an island, which is very, very buggy, even more than the jungle. There's a few lizards and grass types, but mostly a LOT OF BUGS. Most of the people on this island are friendly, and hey, it also happens to be where your sister the breeder set up shop! No idea what comes of that... The gym leader predictably uses bug pokemon. It's a guy named August and his best friend Ariadne, and when you defeat one the other gets mad and takes you on as well and you don't get a chance to recover, which is very annoying and unfair but there's not really much you can do about it, because there's very obvious sexual tension. Very obvious. And their building is a huge building that looks like a spider, just to, y'know, completely scare off anyone who might want to try it. There's webs inside, somehow. But you happen to not be afraid of spiders.
Then you go to a nice little hilly town which would be great except it's freaking windy and if there's one thing you hate, it's wind. This town is a very unusual town in that there's two gyms, one with an archer boy named Levi who has flying pokemon and is really, really dreamy, so as sometimes you're not sure what planet he actually resides on, but has very valuable advice, and the other with a grass specialist named Sage who just loves jokes about his name, really, go on, make his day, he never even really wanted this stupid job anyways, he just wanted people to stop freaking underestimating grass types, because they can be freaking brutal when they want to be, alright? And Sage is a boy's name, really, ask anyone. The flying gym is in a windmill and the gym battles are conducted in the actual blades, while they're spinning. Although they have these little platforms so you're always upright. Levi is, of course, completely unbothered by this, as are his pokemon, which puts you at a distinct disadvantage. Sage's gym is kind of not even a gym, because it's held out in the open. But there's an obstacle course. Sage is against buildings, on principle.
Then you get to a desert, and you know there's supposed to be a town in there somewhere, your map says so, but you can't find it for the longest time and you're running out of water. Finally you find it, and it turns out it's built entirely underground to avoid the heat, and you can't even really be mad because finding it is such a relief. It's really hot outside. This town's a little like the ice town, in that's it's pretty back to basics, but the people are much more friendly here and they have a pokemon center, even if it's one of the old types (most are Unova-style, this is regular style) (installed by a grateful traveler who nearly died except a person's pokemon from this town smelt them and dragged them back to the town and was saved by the old healer). The gym is a circular pit and with each trainer you beat you get to descend again. And really, is it just us or are this region's gyms scary on purpose? By the time you face the leader, it's completely dark so you don't really realize until about halfway through the fight that you're actually facing a girl. A young one, at that. That's when she announces that Clementine does not lose, and you're just getting lucky. Which may just freak you out, a little. A little. You even miss your turn which she brutally takes advantage of. Oh, and in case you haven't guessed yet, she uses ground pokemon. Powerful ones.
Then you surf across this river to an island, even though technically there's a bridge... and ships... because surfing is more fun. Except you're using a new, inexperienced pokemon and you end up getting dumped off accidentally and you have to tread water while said pokemon panics and in the end you end up getting rescued by a ship, which is highly embarrassing. Oh well. At least you've gotten to the island, which has several small little towns that seemed to have merged into one bigger city-ish place. There are several top-of-the-line research facilities... and also a lot of people seem to be very interested in art. Weird contrast. The gym seems to be a kind of abstract design, which looks kind of like a gear if you happen to have really steamed up glasses and you're tilting your head sideways and squinting. Kind of. Inside are all sorts of interesting sculpture type things that even if you had fogged up glasses, tilted your head sideways, and squinted, wouldn't look like anything. The leader is named Angelica and has glasses and seems very logical and sane, despite all evidence to the contrary, as she designed the gym and the sculptures. She has steel pokemon.
So you've finally gotten to the Pokemon League, which is nice. Except now you have to do this weird puzzle thing where you fit all your badges together and they kind of melt together and form a big button, which you push. But apparently you don't get your badges back until you at least attempt the Pokemon League, they just kind of melt into the wall after that, which really sucks.
Victory road is utterly bizarre. The first part is huge model of the entire region, and you have to fight people who seem to be cosplaying as the gym leaders as well as a few other challengers. You suggested to the first one that maybe you should both save your strength for the League. Needless to say, he doesn't listen.
The next is a logic puzzle, a slidey one where you have to make the pieces of picture into a complete picture, except you have to have a pokemon who knows strength to push the huge pieces around and fly so you can actually see the pieces. You've never been good at those and it takes you forever and generally, the entire thing sucks. Quite a bit. However, each challenger seems to have been shunted off to a different picture, so at least you only have to deal with a few wild pokemon who apparently live on top of the pieces. Seriously, what the heck?
And then there's a library, of all things, a freaking gigantic one, but not, luckily, gigantic books, just a huge amount. First it's apparently a maze, and secondly at the end you need a certain word from a few books along the way that form a password. They don't tell you which books, you have to figure that out for yourself. Luckily, after standing there reading the instruction sign over and over, with absolutely no idea how you'll do this, you finally get up and trail your hand along the bookshelves and realize suddenly that they're stone. Really realistic looking paper-ish stone, but stone. Logically, the real books are gonna be real paper, so you just trail your fingers down the narrow passageways until you find the right books and then look for the dog-eared page, with the word in a slightly different font. It's easy after the first one, and you always have been good at mazes.
Then you get to the last obstacle, which is marked that way is huge, blinking letters. Then you have to wander through this stupid complex maze of circuitry (and what is with the oversized obstacles, anyways?) and unlike the others, there's no puzzle to figure out, but there's a lot of other people and random and overpowered wild pokemon. Until, of course, you get to the end, and there's a freaking computer spouting riddles at you in a droning voice and you have to get at least three right in a row before you can go on. Fun.
So you finally get past this, go through a tiny little obstacle course that seems to mainly insure that you've used every HM you haven't already, and you've made it to a pokemon center and a big round building.
After healing up and purchasing as much medicine as you can afford, you head in to the big round building. There's a little map outside the building that you studied briefly that showed you it's divided into four sections, presumably holding the four champions.
First up is Jade, who's psychic. You hate him on sight, because he's the most stuck-up rich kid you've ever seen, and he has a voice like a whiny brat, even though he appears to be at least twenty. You aren't proven wrong on your 'rich brat' assumption, but you are in your expectation that he'll have just bought rare pokemon that don't work well together and have no idea what to do, having bought his way into the League. He's actually really good.
You win anyways.
Then there's Claire, and somehow you weren't expecting to find someone using normal pokemon in the League Four. She seems as cliché as cliché can get. She's middle aged, dresses plainly, soft-spoken, and everything you'd ever expect of a normal trainer, basically. But when you get into battle, of course she's way better than you expected... which kind of sucks. She gets this devilish light in her eyes and the battle is not very fun. At all.
You then move on to the next room and find... your school librarian. No, seriously, it's Mr. Maize, and apparently, this is his side job, he flies back home on weekdays on his Archeops. You realize that you've never paid much attention to the news, but still, exactly when did this happen, and where were you?
You ask. He says, “Thirty years ago.”
Well, that works.
Of course, he nearly crushes you, which is the most annoying thing that's happened all day, because really? Your school librarian? It doesn't matter that he's somehow part of the League Four and has incredibly powerful rock pokemon, you can't lost to your school librarian. It would totally ruin your self esteem.
And then you get to Max. Who's a hyperactive fifteen year old prodigy with platinum blond hair that seems to be in a state of perpetual I-stuck-my-finger-in-a-light-socket. Still, like everyone else, he's way better than he looks and you barely pull through, especially since your team is pretty battered at this point anyways. Why must all of the League Four seem way easier to defeat than they are?
You beat him and utter a huge sigh of relief and triumph. This has been your goal for forever, and now that you're done you can...
You'll figure something out.
And then, of course, you exit the League Four Building and realize you've completely forgotten about the Champion.
(Whom I could probably make up, but I don't have ideas right now. They have water fire fighting poison dragon pokemon, although not necessarily in that order.)