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Oprah's blue dress

1. DON'T BUILD A WARDROBE BASED ON FANTASY

Oprah: "I bought a lot of little bags when I thought I was going to be a 'lady who lunches.' I've never been one, but I've always liked the idea and longed for that life. There's something about dressing up and being ladies—it's like playing house."

Adam Says: "Fashion can help you create an image, but be honest about your lifestyle. Do you really need yachting clothes when you never set foot on a boat? When buying an item, if you can answer 'Where am I going in this?' with at least four legitimate places, you have my blessing."

From the March 2010 issue of O, The Oprah Magazine
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