What I Wore Today: Tailored Gang

May 6th, 2014

Articles of Style rule #1: Always bring your ‘A’ game.

“Tailored Gang”

Use the comments to vote for your favorite outfit, and tell us why!

1. Alex


Every once in a while Alex breaks out some straight Reservoir Dogs sh-t, and really nails it. I’m loving the slick back hair (finally long enough to sustain) with the sharp black suit + black shades + black boots.


The textured/patterned tie, mini tie clip, and club collar give his look a slightly more preppy daytime look, rather than going full-on formalwear.

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  • Black shades by Lookmatic ·
  • chalkstripe ·
  • Blue club collar shirt by Ralph Lauren ·
  • Vintage Tie ·
  • 1″ tie bar from TheTieBar ·
  • Black leather lace-up boots by Kenneth Cole

2. Dan


Alex and I were meeting with some people we needed to swindle, so I broke out the black suiting as well.

As per my recent theme of lightweight tailoring, though, I went with the “sleeveless suit“. The double-breasted hopsack shawl-collared waistcoat is part of a formal three-piece that I often wear in place of a tuxedo (the jacket is DB as well).

The band collar shirt and the high sleeve roll gives the look a slightly more casual man-about-town feel, while the pocket watch is a throwback gentleman move to add a touch of gold. It belonged to my late grandfather and sometimes I wear it simply because it reminds me of old times, and my family back on the farm.

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Black Essential Trouser

  • Black shades by Lookmatic ·
  • Black hopsack vest ·
  • White striped band collar pullover shirt by Club Monaco ·
  • Gold pocket watch Vintage from my late grandfather ·
  • Black pebbled leather kilted chukka boots by J. FitzPatrick
  • · Black hopsack trousers

3. Townsend


Towni heard what I said about floral shirts and trends I hope die – but he stays by the florals.

What do you think? Is he pulling off the flowers with this “casually tailored” look?

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Towni, I love you, but we gotta get you some new loafs…

  • Aviator shades by Randolph Engineering ·
  • Pink floral shirt ·
  • Midnight blue vest and trousers ·
  • Burgundy loafers by Johnston & Murphy

Thanks, as always, for reading.

Yours in style,

Articles of Style

Photography by Alex Crawford & Westley Dimagiba.