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Find the girl with the best sense of fashion that you know(note: she should also be hot) and ask her to go shopping with you. Naturally you will need to buy her lunch as a thank you, and no, not McDonalds. I suggest visiting Nordstrom, TJ Maxx/Marshalls, Banana or even Express for him. TJ Maxx and Marshalls for deals on decent shit(jackets, coats, button downs, belts, some shoes) and Nordstrom for the stuff you can't find at TJX/Marshalls, i.e. real nice shoes, jeans. You can also pick through the old standby stores, but be selective instead of outfitting yourself with a whole Hollister wardrobe and stay away from the massively branded stuff. Any suggestion that your personal shopper might have will trump mine though as I'm now 33 and probably looking for different styles than you.
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