Tze Lin Low did my portrait, see her blog if you want to check out more.
Here's what Sean wore and how I shot him, setting up and then posing.
50mm, ISO 200, F/3.2, shutter 1/200 50mm, ISO 200, F/11, shutter 1/8
50mm, ISO 200, F/22, shutter 1/15
In retrospect, for the theme of what he was wearing, I would want to shoot him with a black backdrop, lit mostly by the light from the lantern so he'd look like he was creeping out of an alley or something...with some muted light to ensure enough and a rim light for his head.
And just for hilarity, here're Sean and Kent during a lighting test.






This is exactly how I'd picture Sean when he is 80.
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