Recently in Prep Classic Category


 

Tiffany & Co. Sterling Silver Oblong Tray

Smart, sleek lines make this Tiffany Silver Oblong Tray ($425) the perfect delivery device to tote that pitcher of martinis from the kitchen to the… Read more »


Gucci Black Leather Loafers

UrbanPrepster does not recommend this Prep Wardrobe Essential in only one situation: The beach. In virtually every other situation, these classics are a perfect choice… Read more »


Deerfield Academy

Considered one of the Preppiest boarding schools in the country alongside Exeter, Choate and Andover. Established in 1797, Deerfield Academy ($43,800/year) sends the majority of… Read more »


Burberry Trench Coat

Another timeless classic that’s a must-have for all UrbanPrepsters. Burberry’s Trench Coat ($1695) never goes out of style. It wears just as well over a… Read more »


Alden Cordovan Tassel Loafers

When one of UrbanPrepster’s founders was starting out on the fixed income floor of a once glorious bulge bracket investment bank, he quickly discerned that… Read more »


Nantucket Reds

UrbanPrepster visited Murray’s Toggery Shop on Nantucket last month and picked up some new Reds. Walking around town, we were a tad jealous of the… Read more »


L.L. Bean Norwegian Sweater

UrbanPrepster knows that this Indian Summer will be short-lived and we reluctantly admit that Autumn is upon us. With the chillier days in the Northeast… Read more »


Brooks Brothers Blue Blazer

True Prep reaffirmed that “Every single one of us - no matter the age or the gender or sexual preference - owns a blue blazer.”… Read more »


L.L. Bean Rubber Mocs

L.L. Bean started their Pillar of Preppiness with the Bean Boot (officially know as the Maine Hunting Shoe) in 1912. The low, Moc version ($64)… Read more »


Take Ivy

Originally published in Japan in 1965 and just reprinted in the US for the first time this week - 45 years later! UrbanPrepster got a… Read more »


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