Plaid on Plaid

If you follow me on Instagram you got a sneak peek of this look a couple weeks ago when I was in New York City for an upcoming special project with JackThreads. I’m big on traveling comfortably, yet stylishly and am always keen to express that as the season dictates. Lately, I’ve found myself drawn overwhelmingly to plaid, which is definitely a fall-appropriate pattern. Because plaid tends to be rather bold it’s easy to want to let it make a statement on its own. However, it is possible to combine plaids tastefully. Here’s a look that mixes two different plaids—a large and bold one in my Johnston & Murphy shirt with the elegant and subtle windowpane in the jacket from my Reiss three piece suit.

Plaid Suit Jacket - He Spoke Style

When I’m traveling, and especially when that travel involves a lot of walking around, I want a shoe that’s going to be comfortable as well as stylish. The Johnston & Murphy Tyndall wingtip in burgundy fits that bill and then some. A burgundy wingtip is an incredibly versatile shoe that is as perfectly at home in a full on dapper look as it is in a dressed up casual one.

Plaid Suit Jacket - He Spoke Style

Plaid Suit Jacket - He Spoke Style

Plaid Suit Jacket - He Spoke Style

For a short day trip or quick overnight stay, having a bag that’s just the right size is essential. If it’s too small you may not be able to carry all you need and if it’s too large it becomes floppy and cumbersome. I’ve quickly become very fond of the new Assembly Carry On from Gorjana & Griffin. Not only is it the perfect size for quick trips, but its quality and styling is completely top notch.

Plaid Suit Jacket - He Spoke Style

Plaid Suit Jacket - He Spoke Style

As far as I’m concerned, when it comes to pocket squares, anything is fair game. Though I love a standard square with a classic fold, I am always open to the idea of finding something interesting in the uncommon. In the past, I’ve used silk scarves, a stray piece of fabric, and in this case a classic bandana to dress up my jacket’s breast pocket. There are no hard and fast rules for what you can and cannot use. If it looks right, it is right.

Plaid Suit Jacket - He Spoke Style

Plaid Suit Jacket - He Spoke Style

This Look: Grey plaid blazer c/o Reiss (part of suit) – Red plaid button down shirt c/o Johnston & Murphy – Selvedge denim jeans by A.P.C. (New Standard) – Red bandana as pocket square – Brown leather plaque belt by J.Crew – Watch with brown leather strap by Timex – Sunglasses by Ray-Ban (Clubmaster) – Canvas and leather carry on bag c/o Gorjana & Griffin (Assembly) – iPad case c/o Gorjana & Griffin – Burgundy socks c/o Reiss – Burgundy wingtip dress shoes c/o Johnston & Murphy

Thanks for reading.

Stylishly Yours,

He Spoke Style

Photography by Rob McIver Photo.

Disclosure: Compensation for this post was provided by Johnston & Murphy and Style Coalition. The opinions expressed herein are mine alone and are not indicative of the opinions or positions of Johnston & Murphy or Style Coalition.

Chime In

  • Suzanne

    Such a cool creative look. Especially the details.


  • John

    Love your take on pocket squares. Just cut up an old pair of boxers the other day and added an unexpected bit of flair to my denim jacket

  • Vince Bond

    Not familiar with this line.

  • Henrik

    i have a jacket that looks very pretty much the same. usually use it with navy chinos, white or dark red(almost purple ) pinstripe shirt, blue tie and a pair of sued loafers. very clean look :)

    • Brian Sacawa

      Sounds good, Henrik. Thanks for reading.