I think the younger guys are a lot more likely to be victimized by that type of, shall we say, "popular" wear. As one becomes more seasoned the desire to look like just another one of the kids in the Mall or like a some model in GQ (which has bcome almost putrid with out Art...) will start to wane.
But hopefully you will keep a few photos to show your sons how you used to get 'played like a fiddle' by the fashionistas of your world. True elegance is timeless .... If you would have looked like an idiot in it 5 years ago...you'll probably look like one 2 years from now! ...., don't buy it!