Lovely ideas, guys!
Just have two things to clarify with people. ^^
First off, Winters, would you literally just clarify what you mean by "sote style"? Is this just drawing someone as if they were a character in this site? We have medieval style up, but I suppose do to the large range of creatures and non-typical medieval wear found, it wouldn't be the same. Anyway, please clarify. :)
Moving on, Zane. Winters was right about us wanting to draw people's image of the "person behind the screen". For that reason, as well as for funsies, we are not doing actual portraits of people. That is coupled by the fact that some people either don't want people seeing their faces, or that they might not want their literal self drawn. However, I do like your idea of drawing someone in the act of writing. I edited your idea so that it's just someone "caught in the act" of writing posties. That way, if someone got Sharkie for example, they could draw a shark attempting to type out a post. Does that still conform with what you were hoping?