Yeah, he can't help but obviously wince at that because yeesh. The idea of wearing wicker anything just sounds uncomfortable as hell.

"I suppose I'll just have to blind everybody in the nearby area until I can get proper cover." It's said in such a comically matter-of-fact tone that it's hard to tell whether Strange is joking or not...except for the fact that the wince has turned into a small little smirk says that yeah, he's 100% joking.