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Brooks Brothers Repp Stripe Ray-Ban Wayfarer Sunglasses

Brooks Brothers Repp Stripe Ray-Ban Wayfarer Sunglasses

What do you get when you combine two Prep classics? These awesome Ray-Ban Wayfarers with Brooks Brothers’ iconic repp stripe detail ($150). Introduced in 1956,… Read more »


Ameriglyphics

Ameriglyphics

Family lore says Father’s side arrived in the Hamptons long before the War for American Independence. Regardless of what side of THAT war your family… Read more »



Ben Silver Irish Pound Cufflinks

Ben Silver Irish Pound Cufflinks

While unlikely to pass up an opportunity to share libations with friends and family for any reason or no reason at all, UrbanPrepsters do try… Read more »


L.L. Bean Signature Leather Field Belt

L.L. Bean Signature Leather Field Belt

Any good UrbanPrepster has an appreciation for nature and adventure. Sure, we may only display this at the Club’s Annual Summer Doubles Tournament or Uncle… Read more »



Barbour Moleskin Liddesdale Jacket

Barbour Moleskin Liddesdale Jacket

An UrbanPrepster really can’t go wrong with anything that has a Barbour logo on it. But when you need a classic that will set you… Read more »


FO Tie

FO Tie

Sometimes simply wearing Go-to-Hell Pants does not convey the message clearly enough for the uninitiated. Mark McNairy has created a tie ($150) that lets your… Read more »


Burberry Alligator Messenger Bag

Burberry Alligator Messenger Bag

The Burberry Alligator Messenger Bag ($34,333) is a fine accessory to carry one’s essentials to and from the office, if you’re into that whole super-luxe… Read more »


Titanium Multi-tool Collar Stays

Titanium Multi-tool Collar Stays

Plastic collar stays have their place in the emergency stash you keep at the office for forgetful mornings, but every Prep worth his salt knows… Read more »


Rolex Submariner Black Dial Watch

Rolex Submariner Black Dial Watch

UP can remember a time we took such abuse from the other guys at the Club because our watch was only water resistant to 25… Read more »


Orvis Embroidered Holiday Bozeman Cords

Orvis Embroidered Holiday Bozeman Cords

You cringed in 1991 when dad walked down the stairs in pants like these Orvis Bozeman Cords ($169), sure that Tripp would never ask you… Read more »


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