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Why does this look like a modern-day picture made to look old?
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For some reason his expression seems more modern to me. It’s like he’s a looking at the camera to tell us we’re probably wondering how he got here, but it’s so beyond the days of Ferris Bueller, which is itself decades beyond how this picture feels, that the subject doesn’t even need to say the line. They know we know they’re looking straight into the camera, that the 4th wall is dead. That feels postmodern to me and therefore contemporary.