This is why it's good not to buy in to fashion too much. I have always dressed pretty much like this, and it never seems to go out of style.
Usually wear pants. Not a shorts guy too often unless it's required the occasion. I wear a normal fit, nothing too tight or too baggy. And a t-shirt.
Even this pic is little extra for me because i wouldn't have any holes in my pants.
What about holes in your shirt and hoodie?