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I tend to be 50/50 IWB/OWB and have discovered Dickies work shirts to be ideal for the latter. Nice long, even shirt tails and they come in a wider assortment of colors (on Amazon.com) than you'll find at WalMart.
They're not dressy but they don't scream "guy-packing-a-gun," like vests.
They're not dressy but they don't scream "guy-packing-a-gun," like vests.