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October 27, 2012

On the Importance of Being a Gentleman

A Manifesto for the Modern Man

  On Classic Sir, we like to talk about “Rules of the Game,” the laws that guide us in the pursuit of becoming the perfect gentleman. Pick up the check. No hats indoors. Iron your shirts. But for as many of these as we can come up with, being a gentleman ultimately comes down to [...]

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Gregory Peck
October 19, 2012

Grown Up Halloween Costumes (Part 3 of 3)

Classic Characters

Here are our last three costume ideas for your grown up Halloween party. If you haven’t seen our first two Halloween posts, click to read Part 1 and Part 2. After reading, add your own costume ideas in the comment thread below. The best ones will be featured in a post next week! Atticus Finch [...]

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Bogart
October 12, 2012

Grown Up Halloween Costumes (Part 2 of 3)

Classic Characters

Here’s Part Two of our list of Halloween characters based off classic gentlemen from the silver screen. Feel free to add your own costume ideas in the comments section below! If you haven’t read part one of our list, you can read it here: Classic Gentlemen Halloween Costumes. Vito Corleone Remember that tuxedo you bought [...]

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Robert Redford as the Great Gatsby
October 5, 2012

Grown Up Halloween Costumes (Part 1 of 3)

Classic Characters

The older you get, the harder it is to dress up for Halloween. For those of us who still enjoy dressing up for the parties, but want to still feel like adults, we’ve put together a list of some grown up Halloween costumes of classic gentlemen from literature and films. Jay Gatsby This is a [...]

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September 20, 2012

Mr. Marco A. Foster

September 2012

Classic Sir is proud to present September’s Gentleman of the Month, Mr. Marco Foster. He took some time to talk with us about Chicago Models, Fashion’s Night Out, and One Hope United. CS: You’ve been spotted at events all over Chicago. How do you stay socially active and keep in touch with what’s happening around [...]

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Jason Sebacher sporting a bow tie.
September 18, 2012

How, Where, and Why to Wear a Bow Tie

Ready to Wear

Bow ties have that unique quality of looking either completely fabulous or entirely dreadful without any middle ground.  And we’ve all seen them, haven’t we?  At a club or bar, or traipsing around downtown, there they are–rarities, like glints of gold glittering through an ash heap: a man sporting (and what other verb is there?) [...]

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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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Classic Hair Cut
August 28, 2012

A Conversation on Grooming, Pt. 2

Home Technique

This week we return to Jason and Kyle’s conversation on men’s grooming. The second part of their conversation is focused on home styling technique. Mr. Jason Sebacher JS: So what do you do every morning? KH:  For me it changes every couple weeks because I’m finding new and better ways to style my hair– JS:  [...]

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barbershop
August 22, 2012

A Conversation on Grooming, Pt. 1

Finding the Perfect Barber

The following is a transcript of a Saturday-morning conversation between Jason Sebacher and his old college buddy, Kyle Henry. When I see my barber it’s like seeing a friend. Getting your hair cut doesn’t have to do with hygiene or style…it’s the routine. JS:  Hey buddy. KH: Hey brother. How’s it going? JS: Good.  I just moved [...]

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August 13, 2012

Mr. Ryan M. Beshel

August 2012

This month we’re proud to feature Chicago socialite Ryan M. Beshel as our Gentleman of the Month. He took the time to talk with us about the 900 Shops, Habitat for Humanity Chicago, and his own personal Rules of the Game. CS: On Twitter you call yourself a bowtie/tattoo advocate, which seems like an unexpected [...]

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