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Having to use the spaces, or there would be far too many smilies here!
I generally use : ( and : confused : to indicate levels of upset-ness. A mild upset doesn't require the sad smilie, it seems too strong. Therefore I use the one that seems to be merely perturbed rather than about to weep.
I use ; ) for silliness, or otherwise unintended to be taken seriously. : p is cheeky and teasing. As their meanings to me are rather similar, I may have trouble deciding which to use.
: rolleyes : usually indicates minor embarrassment or that I think something is stupid. : o is for more serious embarrassment.
: D and : ) are for happiness, again, which I choose depends on how happy I am.
: eek : is shock, : mad : is anger, and : smokin : and : cool : I don't use often.
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