The ______est Pokemon?

[LadyJirachu]

Cutest--Pikachu or Buneary

Fastest--Ash's Pikachu, duh!

Slowest--Slowpoke? o.0

Weakest--The worms, their stats are lower than Magikarp's are..lol Even though Magik takes forever to learn Tackle attack. hah

Strongest--Ash's Pikachu, or Arceus.

Smartest--Team Rocket's Meowth. It taught itself to speak english! That should say a lot. lol

Dopeyest--Uhhh...I don't really wanna answer this one. :/

Weirdest--Hmmmn...that would be hard, a lot of Pokémon are weird.

Grossest--Ummmm...Weezing or Exeggcute (they kinda look like rotten eggs...lol)

Ugliest--Exploud. x_X

Prettiest--Cresselia^^

Coolest--Blaziken mwaha...or simply Ash's Pikachu^^ (how many times has he been mensioned now? XD)

Scaryest--Uhhhh...defenetly Exploud (dun ask...). Although, Lucario scare's me a little, too....*has a reason why*

Goofiest--The Wobbafet, Mr. Mime, and Nosepass lines XD And Munchlax lol

Annoying-est--....piplup......

Most Overrated--Lucario, Piplup, and, maybe Arceus.

Most Underrated--A lot of the cute ones I rarely ever hear people talk about...Like Clefairy and the Hoppip Line, for instence. :<

 

[GoldvsRed]

Cutest - Cyndaquil
Fastest - Jolteon
Slowest - Slowpoke
Weakest - Metapod
Strongest - Slaking
Smartest - Metagross
Dopiest - Magikarp
Weirdest - Trapinch (it's an ant-lion that evolves into a dragonfly, and it isn't Bug-Type! WTF?)
Grossest - Koffing (which is also a really awesome Poké, IMO)
Ugliest - Heatran (but that's why its awesome)
Prettiest - Kyogre
Coolest - Tyranitar
Scariest - Gyarados
Goofiest - Sudowoodo
Annoying-est - Meditite with its Detect
Most Overrated - Typhlosion - I admit to having that as one of my faves.
Most Underrated - Electrode

 

[Pyrax]

Cutest: Bidoof
Fastest: Deoxys speed form
Slowest: Slowpoke
Weakest: Magikarp
Strongest: Arceus
Smartest: Alakazam
Dopeyest: Slowpoke
Weirdest: Trapinch
Grossest: Muk
Ugliest: Heatran
Prettiest: Milotic
Coolest: Azelf
Scaryest: Gyarados
Goofiest: Bidoof
Annoying-est: Ninjask
Most Overrated: Ninjask
Most Underrated: Aerodactyl

 

[The Scientist]

I think OP was referring to Pokemon themselves, not the people in the Pokemon world.

Cutest: Persian
Smartest: Metagross, Alakazam
Dumbest: BIDOOF
Weirdest: Porygon-Z
Ugliest: Probopass
Best Looking: Shiny Ninetales
Coolest: Gliscor
Creepiest: Spiritomb
Goofiest: Jessie's Wobbuffet
Annoying-est: Misty's Psyduck
Nicest: Blissey
Evil-est: Banette
Overrated-est: Lucario
Needs more love: Xatu
HANDS DOWN MOST AMAZING-EST EVER: Xatu

 

[Spherical Ice]

I'm just doing the opinion ones.

Cutest - Dratini
Smartest - Ditto
Dopeyest - Exeggutor
Weirdest - Bastido(o?)n
Grossest - Pfft. Muk?
Ugliest - Croagunk/Shiftry
Prettiest - Lapras
Coolest - Vibrava
Scariest - Bibarel
Goofiest - Ludicolo
Most Annoying - Zubat
Most Overrated - Lucario
Most Underrated - Vulpix