About the furthest I've gone is the emoticon smiley face, but some people go wild turning dashes, dots, and x's into art. Check out the entries Wired got for its ASCII Gallery, from a rendering of Michelango's Creation of Man to a pretty realistic-looking rendering of Stephen Colbert. There's even a poster there...hmm, for the right audience, an ASCII meeting brochure could be pretty cool.
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