If you can picture each major Pokemon character with a legendary...

[Cybersai]

We know this will never happen, but just for fun, what legendary can you picture each main character with? In terms of connection or just whatever would suit them.

Ash = Ho-oh (obviously)
Dawn = Shaymin (lol)
May = Manaphy (obviously)
Misty = Suicune
Brock = Regirock
Max = Jirachi (obviously)
Team Rocket = Mewtwo

What legendary would you choose per each character?

 

[Roses Ablaze]

Sounds good, except that Mewtwo despises Team Rocket. Maybe Deoxys would suit them better.

 

[Lil Brother]

I actually think Ash catching Ho-Oh with the GS Ball would be a good ending for the series, but...

Ash - Ho-Oh
Misty - Phione
Brock - Mew to attract girls... or something...
Jessie - Darkrai just because
James - Cresselia because it's Darkrai's counterpart and it's fabulous!
Tracey - Shaymin cuz of Oak's research of it
May - Manaphy
Max - Jirachi
Dawn - Mesprit

 

[Pie]

I liked the fanart someone posted on the pm.net imageboard that paralleled Ash and Azelf, Dawn and Mesprit, and Brock and Uxie...

 

[Snake Bandage]

James should have a Sheimi. It's cute and it's a Grass Pokemon, and that's what James is all about, after all.

 

[Yamato-san]

the problem is, unlike its hedgehog basis, Sheimi doesn't appear to have quills (just some flower and grass). Kojirou getting hurt by grass Pokemon is what he's all about, and without quills, Sheimi doesn't look capable of much without taking an effort to intentionally invoke special powers (seriously, hugging or biting looks almost effortless. Can you honestly see Sheimi using Seed Flare or something every time it comes out of its ball?).

Anyway, if you don't mind, I'd like to deviate from the main characters and focus on some side characters.

Harley: Darkrai (it fits his dark and "super cool" style, after all)

Shuu: Sheimi (now he seems more fitting for it than Kojirou. Besides, it's about the only legendary with a flower motif)

Shinji: either Lugia (counters Satoshi's Houou), or Arceus (strongest Pokemon out there). Or he could have either a Fione, or one of those seemingly lesser legendaries from a trio... only to go "Tsukaenai yatsu!" and release it. XD

Nozomi: Latios... seems elegant for contests, but fitting for the tomboy. For that matter...

Hikari (yes, I'll be doing one main character, apparently): Latias. Counters Nozomi's Latios, and suits the girly girl.

 

[Habunake]

Team Rocket would have Heatran, before realizing it has no special powers.

 

[peno]

My vision is this:
Ash: Celebi (it fit him better then Ho-Oh IMO)
Dawn: I don't know her character such good to judge which legendary fit her.
Brock: Phione (because brock tends to have Baby Pokémon and Phione is only legendary Baby Pokémon so far)
May: Manaphy
Max: Jirachi
Tracey: Lugia (I can't explain it, I just allway pictured him with Lugia ;-) )
Jessie: I actually think she don't deserve to have legendary
James: That's hard. Maybe Shaymin would fit him. But I can also imagine him with Cresselia or Mew.