[DustyPorViva]

Only problem is you just can't insert an image in any sort of chat system, custom or not. You'd have to compile the text and images separately. That means for each player you'd have an image for text, then a smiley, then text, then two smileys, then text again and so on. That could ramp up the image count really fast, and even custom chat systems with just text can be pretty laggy as it is.