Could this possibly be an Internet meme? It's a rather recent trend. I see articles about them all the time and lots of Flickr photos.
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Pencil Vs. Camera
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May 15, 2010 at 03:38PM EDT.
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May 15, 2010 at 12:38PM EDT
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Seems very close to MoneyFace and SleeveFace so, if there is a definite trend of photos like the one you posted, I think it's worth having its entry.
Last edited May 15, 2010 at 01:59PM EDT
Sweatie Killer
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after further research I discovered that all these photos are from a single artist (Ben Heine). So definitely not a meme (for now) but if it ever catches on, we know the origin =)