First off, very cool.
What i think would be better, and something I would like to do, is add a direct link to the maker that opens a second window to the maker while using the posting editor, so people can make their smilie at the same time as they are posting, so they can copy and paste the code directly into their post.
How would I be able to do this? Not sure which templates would be needed to modify. Just a direct link where the smilie's are displayed would work fine. (Including the drop down menu as well) This should then be fine for PM's etc as well.
Oh, and quick reply I guess.
Pretty fun though.