Mt Moon and Cerulean City
26. On Route 3, literally 90% of the wild Pokemon you run into are Normal/Flying. Because lord knows that everywhere other than Viridian Forest so far hasn't included enough Normal/Flying Pokemon to catch.
27. Also, why are all of the trainers to the far west end of the Route? The first couple of ledges have a whopping seven trainers to fight, and the remaining 80% of the route has one you can easily avoid. Pacing!
28. I actually like paying for the Magikarp in the Pokemon Center, but this is a good opportunity to mention that Gyarados is not Water/Dragon. That would both make more sense and be cooler, so there's no excuse.
29. Mt Moon is a great dungeon to show everything Pokemon has to offer with its dungeons. It is a big maze loaded with items, trainers, and plot points. It's just a shame that 75% of the Wild Pokemon are Zubats.
30. For those of you more experienced with Zubat's recent incarnations, please remember a few things. First, there was no Crobat yet. Second, Poison/Flying is one of the most boring combos to work with in Gen 1, due to the lack of Poison and Flying moves and abundance of both types. Third, Zubat only ever learns six moves naturally, the first one of value, Bite, requiring you level them up a bit. Fourth, the Zubat family can't learn many moves via TM or HM, including anything appropriate for its Typing. This includes Fly. So 75% of the time, you're facing a Pokemon that you will likely have no desire to ever catch.
31. There are some interesting wild Pokemon in Mt Moon. Though pretty weak, Paras and Parasect can cause status ailments and have a unique typing for this gen. Clefairy is not that powerful, but can learn a lot of diverse TM moves. However, they show up so rarely, it's entirely possible one would not know that they show up in Mt Moon.
32. You meet a couple of new trainer varieties in Mt Moon. First, the Hikers. These burly mountain men are a series mainstay, but they’ve changed over the years. For one, they started using more than three families of Pokemon. Second, they became less obese. I understand they are supposed to be large yet fit, but their Gen 1 sprites are wider than they are tall. You also get the Super Nerd, whose posture is... odd.
33. Why can you only take one of the fossils? It's not like getting here was a collaborative effort. The Super Nerd was going to take both before ambushing a kid who took on the mob. You likely don’t even know what the difference between a Dome and Helix Fossil is. And if you do, there will be far too many Twitch Plays Pokemon references.
34. Remember all that treasure you wanted to get in Mt. Moon but weren't able to get to the first time around? Well, I hope you don't mind not being able to go back for hours, because this route goes one way only!
35. Go to the Pokemon Center in Cerulean City immediately. Your Rival can ambush you before you know you're leaving the city, with the most powerful team you've faced yet, and right after your toughest trial yet. What a jerk.
36. Even after you heal up, you are now trapped. You need to beat your rival to head north or elsewhere, can't go back to Mt Moon, and also have to beat Misty. If you didn't level up very much in Mt Moon or were foolish enough to start with Charmander, become acquainted with that small patch of grass to the west. You will spend ages here.
37. The Bicycle cost over one million currency. Not only is this ludicrously high considering how trainers store Pokemon in miniature TARDIS’s, it also makes you wonder how there can eventually be a Cycling Road reserved for bikers later on. Is Cycling the rich man’s mode of transportation?
38. Also, since you can get Jynx here, I am legally and morally obligated to denounce Jynx.
39. Nugget Bridge is a cool concept, but one has to wonder about the state of this region's security when Team Rocket can employ a Bug Catcher. If Team Rocket can just hire any random Bug Catcher to stand around on a bridge, they've already won.
40. Bill, the Pokemaniac, gives a nice reward for helping him out, a ticket to a cruise ship. That's great. The problem is that he invites you to look at his computer's database of Pokemon. There are four of them. Some maniac he turned out to be.
41. Also, Bill’s machine was able to turn him into a Pokemon and back. Not only does this bring up countless possibilities that are never brought up again, it is also partially responsible for some of the weirder stuff on Deviant Art.
42. That Rocket Grunt broke into a house, stole a valuable item, and literally made a hole in the back of the building to escape. The local police can't find who did it, despite his being exactly four steps from the exit. This is either a clever insight on how police incompetence allows organized crime to gain power or is lazy writing. I’m going with the latter.
43. Unless you make sure to keep a Pokemon with Cut in your party, this poor guy's house is now effectively the entrance to Route 5 for the rest of the game. As if being robbed wasn’t hard enough.
44. Without the breeding mechanics and ability to leave multiple Pokemon at the Day Care at once, it is an extremely inefficient way to level up Pokemon. For context, Pokemon need from 800000 to 1250000 XP to max out their level. Even if your bike around at about 10 paces a second, that means it would take roughly a month of non-stop play to max out a single Pokemon’s level.
45. Meowth is a godsend. Pay Day is the one reliable source of income prior to the credits, even though it does take a while to accumulate much cash. I know that in-game economics is a recurring theme in this list, but Meowth helps solve that problem. So why is it only available in Blue version?
46. That Bug Catcher on Route 6 has two Weedles and a single Caterpie all at Level 16. This means that on no less than 30 different occasions, he saw that his Pokemon was evolving and quickly told them not to go through with it. I'd compare this guy's intelligence to a brick's but even a brick can be trusted not to press the B button very often.
47. I'm not one to turn down the free Squirtle in Yellow, but the timing is poor. St Level 10, it is a bit weak for this point. Plus, its a pure Water type in a region packed with useful Water Pokemon. And you are about to go up against an Electric-type gym. With a level 28 Raichu. Thanks Game Freak!
48. If you get curious in Red/Blue, you'll learn about the mysterious Farfetch'd, which can be your by trading a Spearow. Little do you know that Farfetch'd is one of the worst fighters in the game, with only Ditto being notably worse. It'll be fine at first, but once you realize that it never evolves, it only becomes useful as an HM-slave for cut and Fly. And like Squirtle, it is nearly useless against the Electric-type gym.
49. If you do insist on using a Farfetch'd in Red/Blue anyways, its name will be DUX. That’s because you can’t rename traded Pokemon. And because every Farfetch'd before Yellow version came from this one trader, DUX was the de facto name of the species.
50. The SS Anne is great fun, but does have a certain design flaw. It sails away after you get Cut. Why? The ship is full of trainers to fight and cool items to find! You could lose out on Body Slam and Rest, not to mention a ton of XP and money from trainers. This is like if you couldn't go back to Mt Moon as soon as you entered Cerulean City. Oh wait a minute!
51. Your rival is supposed to be pretty good, right? So why did he barely get any tougher since the last fight? Your team has probably gone up at least five levels each since the last fight, and that's assuming you haven't messed around in Diglett's Cave or Route 11 yet. His have gone up two levels each. True, Abra evolved into something useful (in Red/Blue), but your team also has had time for evolutions. And in Yellow, he has no evolved Pokemon at all!
52. Why do we have to rub the Captain’s back? I feel the strange need to take a shower now.
53. I like Surge's trainers and team in Red/Blue. They are a great way of showing the power of Electric Pokemon and the value of checking out that cave to the east. The problem is the puzzle. You search garbage cans and hope for the best. This is not a puzzle such much as a ritual prayer to the Random Number Gods.
54. In Yellow, Surge uses a single Raichu. It’s powerful, but a single status ailment can win you the battle. There is a reason why every other Gym Leader in the series uses at least two party members.
55. Route 11 is a nice side-route that serves as a training ground now and a way to travel more easily later. Plus, if Abra is not your cup of tea, the local Drowzee is a viable alternative for the team's Psychic. It is a bit generic, but if you are playing Red/Blue, there are no huge issues. If you are playing Yellow though, the wild Pokemon are annoying. AGAIN, about 75% of them are Pidgey, Rattata, or their respective evolved forms. Drowzee breaks things up, but the Spearows, Ekans, and Sandshrew of Red/Blue, which helped make this route feel at least a little bit different, are absent. Isn't the third version of a Pokemon game supposed to be the best one, or have the select picks from the prior duo?
56. Diglett is one of the least imaginative Pokemon ever created. You draw a semi-circle, add a couple of eyes and a nose, and you're done. The slimes of Dragon Quest had more fine detail than this thing.
57. Dugtrio is three Digletts. It's literally in the name. Dug-TRIO. Somebody at some point thought that the best evolution for Diglett was having three of them, and people went along with it. Say what you will about more recent Pokemon like Trubbish, but at least they had an iota of creativity.
58. Of the five Hidden Machines in Generation 1, three of them (Fly, Surf, and Strength), are at least decent moves in their own right. Cut is worse, but at least is viable for a few Grass Pokemon with limited options. Not only is Flash a glorified Sand Attack, it is unnecessary. A few areas become harder without it, but one can beat the entire game without it. The first time I got through Rock Tunnel back as a young noob, I didn’t use Flash.
59. The aide who gives you Flash can only be reached with Cut. Since you can reach Diglett Cave without Cut, you may have to go through that cave an extra couple of times.
60. Since you can obtain Mr Mime via trade at this point, I am contractually obliged to point out how creepy it is to have a Pokemon species is not only humanoid, but also has an honorific. And since half of Mr Mimes are female, we just end up with pronoun confusion on par the Tumblr community.