Haha, I like this. His lips are priceless. I think a messy tie around the neck would help a lot. Maybe a hat that everyone back in the 50's wore...not sure what they're called. Frank Sinatra had one...fedora? Anyway, that's if its a guy, if its a lady something like a scarf and an outlandish hat. But I think it would hold together better if it was a guy because of stereotyping. Great work!
So far I'm thinking this looks really cool - I assume you're not done colring (briefcase, hat and tie). Right now I think the colors look kind of faded, but they might be good how they are if you're planning on it being a large print.