Even if you can afford to drop stacks on new gear each week, having the most clothes isn't a contest. Chances are, you have a uniform and don't even know it. Maybe you have a bunch of navy blue shirts, or are subconsciously predisposed towards white oxfords. There's nothing wrong with knowing what you like, but why not make sure the stuff you wear the most is well, the best? That whole "buy less, but buy better" thing is actually sound advice. A $200 shirt you wear 20 days a month pays for itself in no time when you factor in cost-per-wear. So splurge carefuly and avoid the impulse buy, or risk ending up with buyer's remorse.