What is Urban Sophisticate? Oxfords, varsity jackets, and button-down shirts are just a few things that define the style. The “urban sophisticate” style represents the more upper-middle class and refined side of urban-wear. It is bred from those individuals who might be equally as comfortable “copping caddies” as they are in the classroom. When channeling this style, individuals might opt for clean t-shirts, pants as opposed to jeans, and simple footwear. Accessories may include bow-ties, leather belts, and felt bags.