Are these not the most comically oversized rolled cuffs that you have ever seen?
Warning: Spoiler! (Click to show)
At the same time, I have to respect that he is not afraid to march to the beat of his own drum.
I'm sure he's part of a WAYWT thread somewhere with thousands of posts and likes.
If he really is wearing them like that, then yes, comical yet self-confident . . . but he also might be at a vintage or thrift shop, trying on a great selvedge find that he would then shorten after purchase. Just sayin'!