I think that it's awesome. If you want subversive, this is as subversive as you get. It's reappropriating an appropriated image. I fucking love it. I have to say that I love this over any number of super skinny dudes all styled "correctly." This guys is giving a big fuck you to the clothes themselves by taking their specialness into his very "normal" outfit. You know all those "This may be a bit extreme, but if you pair with X basics, you get classic with a twist" type of articles in any number of magazines? This is taking that advice, at face value, but not even botheing to #menswear it. AWESOME.
umm, disagree. this guy looks like your lame cousin who comes over for a family bbq and wants to try on some of your clothes as a joke, or some middle manager who takes his yearly bonus check to a boutique whose SAs are happy to take his money and tell him that these pieces will mesh well with his current wardrobe.
what's so subversive about dressing poorly in very expensive clothes? happens all the time.