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, the Wayfarer marked a transition from thin metal eyewear to plastic technology and experienced a heyday in the 50s and 60s. By the early 1980s, however, sales were dismal and the style was on the verge of being discontinued. Thanks to a lucrative product placement deal in 1982 to feature Wayfarers in dozens of TV shows and movies (Risky Business & Miami Vice anyone?), the brand experienced a resurgence of popularity that has continued to this day. Thanks to Brooks Brothers, now you can uniquely sport this enduring sunwear with just the right touch of Prep superiority.
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 might have been on, as one nation, indivisible, we can all agree that knowing our historic journey is a task we all should master. For help, check out Ameriglyphics, which has boiled 236 years of history down to 13 icons emblazoned on a beautiful collection of jewelry ranging from cuff links and bracelets to rings and pendants.
Game, set, match. Good Preps like to display their athletic prowess at all times, and you’ll be ready for everything from a dash to the market to the Club round robin with Kate Spade’s cute Tennis Ball Bon Shopper tote ($148). Made of a lightweight poplin coated for durability, it can withstand an aggressive toss into the Range Rover after losing the doubles match to Bea and Minnie or a light gnawing from Pepper (that silly old black lab).
If this colorful striped Tommy Hilfiger dress ($99) doesn’t give you some Spring Fever, then we’re flat out of luck. It’s a playful take on the shirtdress with bold stripes on satin and a tie at the waist. Perfect for one of your many upcoming summer weddings, you’ll be sure to stand out over any cookie-cutter bridesmaid, and perhaps even the bride herself (is that bad?).
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 to eschew certain mass events generally classified as amateur hours. If one is so inclined to gather for a “wearin’ o’ the green” this Saturday, why not raise your game while inspiring others to do the same with these beautiful Irish Pound Cufflinks from Ben Silver ($185). Not only are they far superior to anything felt, plastic or (heaven forbid) battery powered and flashing, they also let everyone know that your accessories are, in fact, made of money.
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 Winston’s Boozy Fall Deer Hunting Trip, but we try. With L.L. Bean Signature’s Leather Field Belt ($49), you can tout your love of the outdoors in a more subtle way. Made of a mahogany leather and featuring a polished brass duck on the belt loop, it’s sure to give your staple khakis that extra Prep touch.