I don't typical cosplay when I visit conventions, but I think that Waldo is a character I could enjoy being--after all, he's trying to blend in, and I think it is simple enough for me to be willing to try to accomplish it.
These are some of my favorite Waldo's (and Wenda's, I believe that is the female versions name).
Cosplayer: Isaku Cosplay
@San Diego Comic-Con 2012 (I'm not sure of the cosplayers names).
I'm thinking that doing a character like Waldo will help me interact with more groups of people without having to be worried about coming off as shy. Does this seem like a good way to go about breaking the ice at conventions, as I usually go there alone?