Brioni

Like a few of the (also coincidentally Italian) brands on this list, Brioni is one I'm really only entertaining the idea of when on sale. At least for the time being. They pretty much invented haute couture for men and haven't managed to drop their absurdly high standard for the 80 years they've been pumping out the classics. I could talk forever about their process, insane suits, incredible accessories or I could just say that they've dressed the last two James Bonds.