One Plaid Suit, Five Different Looks

March 8th, 2010

The beauty of a suit is its simplicity. The jacket matches the pants, so all you have to do is pick a subtle shirt and pair of shoes, add a couple quick details and you are ready to head out the door.

With the new age of cool, modern suits, however, we have so many more options than our power-suit-wearing predecessors. The jacket and the pants can be mixed and matched to create a look for just about any occasion.

To prove its versatility, I will show how even a bold in-your-face suit can be used to create a number of different looks…so different in fact that I was able to wear this suit 5 times in one week without anybody asking questions.

Day 1 – Corporate

To wear a suit this bold to the office (provided you have a somewhat liberal dress code), keep the shirt white, the tie dark and solid, and shoes simple dark lace-ups.

  • Brown alligator belt and silver buckle by Ralph Lauren Purple Label ·
  • Brown alligator watch band by Montblanc ·
  • Brown suede captoe lace-ups by To Boot NY ·
  • Canvas & Leather briefcase by Filson ·
  • Navy socks by Calvin Klein ·
  • Navy wool tie by Thom Browne ·
  • Silver 2″ tie bar by Tiffany & Co ·
  • Tortoiseshell aviator sunglasses by Ralph Lauren Purple Label ·
  • Watch by Montblanc Timewalker Automatic ·
  • White cotton pocket square
  • · Gray Windowpane Suit
  • · White Oxford Shirt

Day 2 – Business Casual


DSC_0052-580x866Yes, you can wear your suit pants as trousers. Pair them with a solid oxford shirt and finish the look with the sweater of the season; the chunky shawl cardigan.

Business Casual 1

  • Chunky wool sweater by Ralph Lauren Polo ·
  • Bracelets (street vendor) ·
  • Brown alligator belt and silver buckle by Ralph Lauren Purple Label ·
  • Brown leather wingtips by JCrew ·
  • Tortoiseshell sunglasses by Persol ·
  • Watch by Montblanc Timewalker
  • · Blue Oxford Shirt
  • · Gray Windowpane Trousers

Blue USA Oxford Shirt

Day 3 – City Prep


Tired of the same old blue blazer + khakis look? Try a sharp navy suit jacket with your patterned suit pants instead. Same concept, fresher execution.

DSC_0030 copy

Wool Hopsack Jacket in Navy

White USA Oxford Shirt

Day 4 – Casual Friday



Wear a suit, don’t feel like a suit. Pair it with a t-shirt, a thin layering cardigan, and a pair of classic white sneakers.

  • Brown alligator watch band by Montblanc ·
  • Navy wool cardigan sweater by Uniqlo ·
  • Watch by Montblanc Timewalker Automatic ·
  • White cotton/linen t-shirt by Kenneth Cole ·
  • White linen with navy tip pocket square (Vintage) ·
  • White lowtop sneakers by Vans
  • · Gray Windowpane Suit

Day 5 – The Weekender


A suit jacket is a blazer, and vise versa. Provided it is trim enough, you can wear it with just about anything, including a t-shirt, jeans, and hooded sweatshirt.

Hopefully this post inspires you not only to create new looks that you haven’t tried, but also to get more use out of the clothing that you already own.

  • Tortoiseshell sunglasses by Persol ·
  • White cotton t-shirt by Jockey ·
  • Full-zip navy hoody by Champion Athletics ·
  • Pocket square Vintage bandana ·
  • Bracelets (street vendor) ·
  • Watch by Montblanc Timewalker Automatic ·
  • Brown leather belt by JCrew ·
  • Slim washed denim jeans by Polo Ralph Lauren ·
  • Suede chukka boots by John Varvatos
  • · Gray Windowpane Jacket

Thanks for reading.

Yours in style,

Dan Trepanier