FINER DETAILS | Original Penguin Footwear & Accessories

What does Sinatra, Vampire Weekend, Tyson Ritter of the All-American Rejects, and the cast from the show Entourage have in common? Original Penguin! The gents aforementioned exude this country club cool without looking overly stuffy or preppy. Attitude is very much evident in the styles and details of Original Penguin clothing, as is its influences and the brand’s golf roots. This clear direction continues with Original Penguin’s footwear and accessories line. One can wear the collection and have a clear sense of how the designs were evolved from classic pieces such as tennis trainers, slip-ons, desert boots and brogues. Definitely Original and not derivative, Original Penguin deserves a sizeable portion of one’s shoe and accessory arsenal.

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The store looked like a mix of mid-century and a relaxed luxury feel to it with vignettes featuring the new offerings and vintage mementos such as typewriters and rotary telephones. Actual full-sized chairs (as opposed to benches) to try on their shoes was also very nice.

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Wearing their shoes could very well bring you from boardwalk to boardroom in a cinch. As well as from country club to catamaran with as much ease.

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I really liked the watches on NATO straps! For a casual yet informed style.

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This watch almost looks architectural, and has an understated yet versatile potential.

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Best Shoe Forward | Fancy Footwear

If you must only own five shoes (or if there’s room for only five pairs given your limited closet space) make sure they’re the ones on this list. Let me tell you why they’re the best you can have.   

Converse Jack Purcell

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This classic tennis shoe from Converse just looks like quality, from the clean lines and the signature “smile” on the toe. Jack Purcell designed this in 1935 with durability and protection while on the badminton courts. While similar to Chuck Taylor All-Stars, Jack Purcells are seen less in the wild and retain their vintage appeal more. Choose solid colors.

Hussein Chalayan x Puma Disk Blaze

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Heavily ventilated, fused and designed expertly. It’s a glimpse into the design mind of Hussein Chalayan that has brought forth a shoe that tightens not with laces but with an ingenious disk. This design was utilized before, but was further redesigned to suit modern aesthetics. If you are to wear trainers while in town, I suggest you purchase these.



Gaziano Girling Cooper

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Step up to the red carpet, or any polished place being in your total element. Beautifully designed Gaziano and Girling shoes use the finest leather from Italy, and are all Goodyear welted and stitched with Barbour thread to ensure the highest durability possible with their slim oak bark leather sole. This pair from the Deco line is handsomely streamlined and is the embodiment of the tradition, impeccable craftsmanship and style details that are not seen in ready-to-wear. Putting your best shoe forward means putting a pair of these on.

Red Wing Iron Ranger

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Red Wing Boots are a mark that you favor durability and classic style over quick trends -a pair that will last you a generation or two. The Red Wing 8111 Iron Ranger is as tough as they come, with double layer leather and triple stitching is a great combination with the chrome hardware, speed hooks and hardwearing Goodyear welt construction.


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Perfect this summer and for the beach are these waterproof loafers from Native. They’re even nice enough to wear to lunch when you’re out of the water, definitely an upgrade from the flipflops you’ve been sporting. A customization tip you can also do is add some real laces to give it a real boat shoe feel.