He could probably get it off just fine if he took the lollipop out of his mouth.
Take a good look at that picture. Most people look even dumb(er) when they walk. This goes on the list I have of about a billion things parents, teachers, and coaches never bother to mention while we are growing up. Especially in sports, being able to go in a straight line without blowing your ACL's out is fairly important when it comes to in-sport performance. Also, training for a team sport that involves a lot of moving around and running is a whole lot easier when you aren't in a wheelchair. Here are two awesome mobility wod's (www.mobilitywod.com) that will, hopefully, get you thinking about correcting your gait.
Sandals- stop being a dirty hippy:
That's all for this one. Fix your feet.
Solum Per Exitum... it's much faster in a straight line.