Recently in Prep Classic Category

Now this is so UP. Just when we thought the Bean Boot couldn’t get any better, our friends in Freeport have given us urban dwellers…
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Depending on how old you are, you either recall a time when you had to sport a beat-up pair of these with your ill-fitting blue…
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From the Prep staples collection. What ever happened to the classic oxford cloth shirt? Ralph still has them. While we have tried to keep up…
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One of our founders has a rule that he knows is ridiculous, yet he still can’t allow himself to break it: Gin & Tonics and…
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Our lifelong quest for the perfect ladies’ white shirt is finally over. Charles Tyrwhitt’s Classic Shirt ($160) requires no ironing and always looks crisp -…
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The Preppy Set’s answer to the ubiquitous Chuck Taylor, Jack Purcell Oxfords ($50) may be the perfect sneaker. With Converse’s Garment Dyed line of Purcells…
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Snow, sleet and freezing rain call for serious outerwear. But UrbanPrepsters donning vests is a surer sign of early spring than cherry blossom buds in…
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From the wardrobe building blocks collection. Any Preppy man who doesn’t own a pair of these J.Press Grey Merino Wool Trousers ($175) is, well…not a…
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UrbanPrepster can’t believe November has arrived, and while we will miss our seersucker and polo shirts, we are pleased that the temperature has dipped low…
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We bet you’ll wear this ladies’ Cartier Tank Watch ($3,095) more often than your pearls. It’s beautifully sophisticated, yet fabricated from stainless steel and built…
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