tips for the classic sir


mens scarves
August 31, 2015

The Fall Guide to Mens Scarves

classic sir

Fall generally brings back loving memories of my childhood wardrobe. When the humid summer air turned brisk, and the wafting odor of rotting pumpkins on the neighbor’s doorstep lingered in the air, my bedroom closet would swell with rigid corduroys starched to perfection and a colorful bouquet of Cosby-esque sweaters for the coming school year. [...]

Ralph Lauren Plaid Shirt
October 8, 2014

Checkers & Balances – Guide to Plaid

Do's and Dont's

Being, as it is, past Labor Day, we are in prime plaid shirting season. Yet wearing this staple is trickier than you might think, fraught with unseen risks. Before you button down, read up. There are three kinds of plaid: vintage, mod plaid of the kind found on Don Draper’s casual jackets, which I lack [...]

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 [...]

Dress Sweat Pants
April 7, 2014

Dress Pant Sweatpants: Workplace Etiquette

All Work No Play?

I spent a little over two years as a pretty strict raw vegan, another as a regular, not-insane vegan. Now I’m a lapsed vegan, but during that time, I’d eat very simple meals, made of whole foods. It was a great time for me, nutritionally; I always felt energetic, and was never sick. I ate a [...]

November 11, 2013

The Scents of Fall

Smell like a Classic Sir

The cologne you wear says a lot about you. Like a lot. A LOT A LOT! Are you the guy who douses his body in Axe? If so, stop reading, go shower off and try and stay away from any open flames. Going off of that, a big issue with cologne that I have noticed [...]

Which Watch infographic
November 11, 2013

The Style of Time

A guide to watches

THE STYLE OF TIME Today it seems more and more to me that people are sporting watches less and less. In fact I happened to have a conversation with my roommates the other night about how none of them even own a watch. “A watch? What is that? Like the clock on my phone?” I [...]

robert downey jr wears a tie
November 4, 2013

How To Tie The Right Tie For You

How To's

Do you know how to tie a tie like a Classic Sir?  A man ties a tie. A gentleman, a Classic Sir ties a tie. Let’s start off with the basics. You’re standing in front of your mirror, an untied tie draped around your neck; and suddenly you’re seven years old again and you might [...]

seersucker classic sir
July 22, 2013

8 Things you didn’t know about Seersucker

Ready to Wear

Seersucker is a flexible and versatile fabric that is often ignored because of other more exciting options like linen, chambray and madras check. Perhaps, these may be a bit over your head as well, and instead your closet is full of shades of run of the mill cotton. While, summer seersucker is a type of [...]

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 [...]

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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