Pokéking of the Pokéhill

[Elaitenstile]

Rather simple concept that I'd like to present you. You're supposed to try to have your favourite Pokémon and Trainer (or character, have it be) on the top of the hill. But with a slight twist...

Rules
You must replace one (only one) the current two featured subjects: Either the trainer, or the Pokémon (no both)
The Pokémon can be any one of the 649+ (with the inclusion of dat X&Y thingy) you wish, and it can be re-posted as many times as you'd like, but don't make it monotonous.
The Trainer can be any character from the game (Nate, Hilbert, Rosa, Hilda etc.), anime (Ash, Brock, Misty, etc.) or manga (Red, Yellow etc.) specific.
If the chosen one isn't so commonly known, feel free to reference the character with more details.
Duh, the general PC rules.

For examples:

Example:

Hypothetically posted by Hiphoptunes649 Ash and Pikachu! They're classic.

Example:

Hypothetically posted by I'm a Barbie Girl Ash and Sceptile! He's the strongest.

Example:

Hypothetically posted by PokémonMakeMeCry Brendan and Sceptile! Because my Sceptile pwned everyone in Ruby!

Example:

Hypothetically posted by ILikeToMoveItMoveIt Brendan and Swampert! I chose Swampert, not Sceptile, so yeah.

Example:

Hypothetically posted by Arrow in the Knee Brock and Swampert! Because I feel Brock's Marshtomp should've evolved!

... you get the gist.
Oh, and the combos don't have to be strictly canon. It doesn't have to be anything of that sort, thus you may check in with "Cyrus and Magikarp" and stuff.

So, to start with, I give you...
Ash and Pikachu.
apologies if one of the random usernames selected above is yours

 

[classiccartoonsftw]

Red and Pikachu! Because Red is a much better and smarter trainer than Ash.

 

[CliCliW]

Red and Charizard.

Cause Charizard is pretty darn awesome..

 

[Foxrally]

Blue and Charizard!

Because I chose Bulbasaur. :P

 

[classiccartoonsftw]

Blue and Blastoise! Because Red has Charizard already :P

 

[Squirrel]

Blue and Donphan, because I always thought it would be the perfect Pokémon for him to train!

 

[TaichiWind]

Raymond and Donphan. Come on, he has a Donphan. Even if it's an obscure cameo in the intro sequence of the first movie.

 

[Wobbu]

Raymond and Crawdaunt because Raymond looks like he's from Team Aqua

 

[Elaitenstile]

Archie and Crawdaunt because let's make it Team Aqua.

 

[Foxrally]

Archie and Chinchou.

Because, em, water.

 

[Elaitenstile]

Elesa and Chinchou.
Because electric and this thread needed some hawt women.

 

[TaichiWind]

Elesa and Emolga.

Do I NEED to give a reason for this?

 

[mishy.]

Iris and Emolga

Don't believe I need a reason for this either!

 

[Squirrel]

Brock and Emolga

I think I do need a reason for this! Emolga's... a lady-magnet? :D

 

[classiccartoonsftw]

Brock and Chansey because I loathe AnnoyingStupidFlyingSquirrel D:<

 

[Elaitenstile]

Nurse Joy and Chansey because I didn't like those Audino.

 

[Wobbu]

Nurse Joy and Audino because it reminds me of the BW anime, and a new episode is airing in an hour :D

 

[CliCliW]

Team Rocket and Audino

I know Team Rocket is technically more than one person but come on, between them Jessie and James are barely one trainer :P Plus, Audino kidnapping :P

 

[TaichiWind]

Team Rocket and Meowth.

I mean come on!

 

[Snowdrop]

Team Rocket and Pikachu.

Because it's about damn time!