[Ashur]

not sure where to add it on shoutbox yet but let me point you at the right direction (i hope)

check
/include/global.php
that's at least will let you to add more smilies to be used!!
for the shoutbox that's another step you can mess with that

if you don't know what you're doing like simple html coding, you need to start learning because you need to start figuring things out by yourself