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The Jeans: Bonobos All-Season Jeans in Dark Rinse ($99) The "T-shirt": Todd Snyder Slub Jersey Montauk Polo ($34) Yes, you can wear jeans to work: It just has to be done the right way. In this case, that means finding a tailored pair of jeans in a dark wash which makes them similar to dress pants but far more comfortable.

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Tapered pant legs are flattering on most figures, but a straight leg is also acceptable.. The dress shirt and jeans blend in with each other. Still, it is an easy look to pull off. Black is a slimming color, so it can look flattering. Keep in mind that this isn't your best choice for summer. Add Layers for Colder Seasons.

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