The look is a common stylistic choice for Bannon as he has been photographed wearing the layered shirt look since 2013. In an interview with The Cut in 2017, several "friends" of Bannon's said the choice began at prep school and continued on into adulthood.
Sure wearing one or two shirts layered, maybe with a jacket, is relatively normal. But Bannon apparently likes to wear three according to a spokesperson who told The Cut: “Never one. Certainly never one. And most of the time never two. It’s usually three."
Steve Bannon in 2013 wearing what appears to be multiple shirts
Although apparently while working in the White House he wore fewer shirts - possibly only two, underneath his suit blazer.
“What do shirts say about Steve Bannon?” Bannon's spokesperson asked The Cut. “He’s always got a contingency plan. If one shirt gets ruined, put the next one on."
But who knows if any of this still holds up. Even journalist Joshua Green who wrote the book Devil's Bargain about Bannon and Trump's relationship couldn't figure it out.
“I’ve never been able to figure it out," Green told The Guardian in 2017. I don’t have any idea. It’s the weirdest sartorial style I have ever encountered.”
Perhaps we'll never truly know why Bannon wears three, or more, shirts at a time. But it is nice to know he's consistent.
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