Who dressed you?
The hoodie / blazer combo is the best way to tell the world "I got a stylist to tell me how to look hip."
It really depresses me when people try to come up with an "appropriate" style for places where they are worried they won't look cool enough. It's like watching a frat guy try to dress goth for a nightclub.
J Allard already had his own style, but someone decided he needed to be cool if he was going to be the face of Xbox. It says so much about Microsoft.

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