summer seersucker no tie
May 20, 2014

Summer Seersucker

How to Wear This Classic Cloth

With Memorial Day approaching, a whole host of sartorial chestnuts will soon be available to the fashion-conscious man until Labor Day, including summer seersucker. Here’s how to avoid looking like a wrong-side-of-history extra in Django Unchained.   Seersucker was first introduced to Americans via British India, the puckered fabric keeping the cloth away from the skin, facilitating [...]

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how not to wear a tie
July 12, 2013

How To Not Wear a Tie

How To Stay Classic In the Heat, Part 2

If you read my article on cashmere, you’ll know I’m unafraid of statements that might make most Woosterians howl and fray their handlebar mustaches; here’s another: take off your tie. Take it off; gently drape it over a hook; whisper that everything will be okay; smooth its tired, wrinkled neck; and pop open your second button. Really, it’s a [...]

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Jay Gatsby Straw Hat Style
June 16, 2013

Jay Gatsby Upgrades Your Look

Classic Sir

  There was once a time in history when every man dressed to the nines all the time. When ladies were dolls and guys were dapper gentlemen. That lavish and extravagant era became commonly known as the Roaring 20′s. Heralded by one of this summer’s biggest blockbusters, The Great Gatsby, starring Leonardo Di Caprio, the [...]

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the art of shaving like a gentleman
June 3, 2013

How to Shave Like a Gentleman

The Art of the Shave

Only a true gentleman understands importance of a close shave. It’s no easy feat given that it gives lie to the idea that practice always makes perfect: you could shave day in and day out and still be left with results that simply don’t meet your standards. The truth is, a plain old razor and [...]

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stay stylish and warm during the summer months
May 11, 2013

How to Stay Classic in the Heat

Dressing for the Summer

I understand, I really do: you’ve forgotten what it feels like to be warm, it’s been cold for so long, and warm-weather-euphoria is bubbling through your bloodstream like champagne.  At this point in spring every Classic Sir looks forward to grilling and hitting the beach, but so often I’ve observed even the most level-headed sartorialist [...]

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Flower Shop
September 10, 2012

Sending Flowers at Work

Rules of the Game

    A gentleman doesn’t kiss and tell, but last night was amazing.  It’s Monday morning and you can’t get her out of your head.  A tried and true way to let her know she’s on your mind is to send her flowers at work. Short of hiding a tracking device in her brassiere, there’s [...]

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_6840690
May 31, 2012

New York Gent’s Summer Suit Guide

Suit Up Without Sweating

As far as suits go, it’s a great time to be a gentleman. 21st century suits are all about custom tailoring, sophisticated silhouettes, and attention to detail. The days of aggressive patterns and boxy suits are no more, and in the upcoming summer months, a light, minimalist look is especially becoming. Those gentlemen who remember [...]

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vintage-beach
May 9, 2012

Get Your Best Beach Bod

How to Look Svelt on the Shoreline

Spring is starting to wind down, the sun is hanging higher and brighter than ever, and the mercury is on the rise. You know what that means: Summer is moving in to stay. It’s the best time of the year to stay outside, but between working hard and playing harder, you’d better believe that you’re [...]

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