He's just enjoying being high up on his shiny new Penny Farthing.
I originally drew this with colored pencils, scanned it, and made a background in illustrator. Then, I added some touches in photoshop. But when I saw the final product, I noticed that everything was so rendered and neat, and the main character was lacking.... So i re-did the entire thing in Adobe Illustrator, and I'm much happier now. :)
Here is my colored pencil original anyways...
I like that its a bit wonky, but the whole thing needs to be wonky for it to look good in my opinion. :)