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You should make him pose as a combination of Sonic (or chaos) and Ash.
These are just a few pictures that come to mind.
static.giantbomb.com/uploads/original/0/5128/362055-sa_sonic_06.jpg
userserve-ak.last.fm/serve/_/50563889/Ash+Ketchum.png
media.sonicscanf.org/gallery/sonic-the-hedgehog/sonic-adventure-24.png
www.sonicwrecks.com/dep/bgs/battle/bt_chaos0_1024.jpg
images3.wikia.nocookie.net/__cb20080120042940/sonic/images/9/90/Sonicchannel_chaos.png
Sorry about the URL flood.
It lacks contrast, overall it's too dark. The pose is too... "still", not dynamic enough.
On the right arm (on the left), you see almost no difference between the outline and the darkest shade color (same goes for most of the shadows, but this is the most annoying one).
Overall, tho, the design is nice. I don't see much of a Pokemon trainer, but I definitively recognize a Chaos vibe from the first Sonic Adventure game. :)
Nah, don't worry about it! xD
Well, those guys are my main inspirations for this character's design, but I'm trying to distance myself from doing too much fan work. That would look awesome though, just posing with those guys. :3