I'm not too sure
I think it would work different and may be harder to develop as with the emoticons it's just enters the shortcut into your message box when you click the icon in the pannel but with winks it may be harder to direct the icons to open the wink as they aren't accesable by simply entering shortcuts and so i think it would be hard for the icon to pull up the wink
Dunno, just a thought, but then again it may be possible and i think it is a good idea
/ 
