Portrait: Charlie Sheen

This is a new project for my illustration class.
The idea is to choose a celebrity and after researching him or her assign keywords that will determine how the viewer responds to the finished art. Not one to ask my students to do something I wouldn't, here is my interpretation of Charlie Sheen (circa spring 2011). My keywords were: "Manaical, Self Involved, Dangerous"

Here is the process I used to arrive at the finished piece:

I researched a bunch of photos of Charlie Sheen and chose one that had a single light source and strong cast shadows.
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Adjusted the photo so that it was more contrasty and the shapes that made up the features were clearer.
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The original photo did not have the feel/keywords I wanted so I modified his face to look more like the photos of Charlie Sheen when he was at his most volatile.
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Redrew the light and dark shapes so they could be transferred to watercolor paper
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Created and ink wash of painting of the photo, being conscious to use the brush to create quick angular strokes that would reinforce my keywords.
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I wanted to add a second element that would further reinforce my keywords and decided on the "catchphrases" Charlie would endlessly spout during this period. Again, actively using a mark making style that would suggest a person coming unhinged.
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The two pieces were composited digitally and this is the end result.
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What's really fun about this process is that you can easily substitute other equally compelling images to achieve a similar effect.