Dynamic pictures propagate to your entire contact list, or at least to the entire conversation. The function described by Gabarieko is completely different than that though. And obviously his sshots are just very rudementary low quality concepts. It can be made looking quite better and far less in-your-face than in his quick sshot editing. Obviously the stuff shouldn't use blowup/degraded small emoticon graphics...
I would personaly find something like this far less intrusive/destracting than a wink btw...
It might also be a good thing that people actually take a bit more notice of the 'context' something is said in. We do that constantly in real life, it is natural, but this is a very big missing part in the online word which quite often leads to misinterpretations, etc... And as with all things, it should of course be optional (or not done at all)
/ 
