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Winter Essentials: Wool Plaid Outerwear
Sabir M. Peele of Men's Style Pro in Cockpit USA Buffalo Plaid Vintage Bomber Jacket

Someday in the near future we’ll actually be greeted by cooler weather and you want to be ready. By now you’ve acquired your extra technical, Arctic-level parkas and puffer jackets, but, now it’s time to diversify your outerwear with some plaid wool pieces. 

This post features three wool coats/jackets from Cockpit USA, Timberland & UniqloEach jacket style is quite different and with varying plaid patterns to give a small snippet of the somewhat endless possibilities of outerwear options. 


Vintage Style Cockpit USA Bomber Jacket 


Sabir M. Peele of Men's Style Pro in Cockpit USA Buffalo Plaid Vintage Bomber Jacket

Buffalo Plaid Vintage Wool Bomber Jacket – Cockpit USA (jacket set to release in 2016)| Merino Wool Turtleneck Sweater – H&M | Black Jeans – 7FAM | Kensington Black Leather Chelsea Boots – Crosby Square | Aviators Sunglasses  – James Dean Eyewear


The bomber-style jacket has become one of the most popular outerwear pieces over the last decade. With its Air Force roots, this bomber jacket is as much Top Gun as it is bad ass civilian wear. Cockpit USA is the current contracted by the US government to create outerwear for the different armed services, however; they also make pieces like this jacket for everyone to purchases. With such a rich heritage, you can see that piece in their collection is crafted with those Air Force roots in mind. 

How To Style This Bomber (tartan plaid)

  • With such a unique shawl collar, this jacket pairs best with turtleneck sweaters, broken collar t-shirts and cutaway collar dress shirts
  • Treat it like a blazer and pair it with wool dress pants
  • For a bit of juxtaposition, pair this refined jacket with a distressed black jean
  • When this wind is blustery, pop the collar and button all the way up

Sabir M. Peele of Men's Style Pro in Cockpit USA Buffalo Plaid Vintage Bomber Jacket

Sabir M. Peele of Men's Style Pro in Cockpit USA Buffalo Plaid Vintage Bomber Jacket

Sabir M. Peele of Men's Style Pro in Cockpit USA Buffalo Plaid Vintage Bomber Jacket

Sabir M. Peele of Men's Style Pro in Cockpit USA Buffalo Plaid Vintage Bomber Jacket


Timberland Plaid Check Traveler Mountain Jacket 


Sabir M. Peele of Men's Style Pro wearing Timberland Plaid Check Traveler Mountain Jacket

Plaid Check Men’s Traveler Mountain Jacket – Timberland |Lunar Rock Grey Cashmere Sweater Hoodie – Mooncats | Kensington Black Leather Chelsea Boots – Crosby Square | White Denim Jeans – Uniqlo 


Fisherman & dock workers know a few things about functional outerwear and the need stay warm — hence the birth of the dock jacket. This buffalo check version is from Timberland and was modeled after an early-1900s military piece of outerwear and is constructed with PRIMALOFT® Insulation. 

To be such an insulted jacket, it’s surprisingly light-weight. I’d suggest sizing down if you plan to purchase this coat for a more tailored fit.

How To Style This Dock Jacket

  • Shape & style-wise this jacket is reminiscent of a peacoat — so style it as such
  • You can’t go wrong pairing it with your favorite boots. Chelsea or military style boots are easy and welcome choice
  • This is a WARM jacket, so layer lightly
  • Plan to do some lumberjacking or motorcyle jacking (<– not really)

Sabir M. Peele of Men's Style Pro wearing Timberland Plaid Check Traveler Mountain Jacket

Sabir M. Peele of Men's Style Pro wearing Timberland Plaid Check Traveler Mountain Jacket

Sabir M. Peele of Men's Style Pro wearing Timberland Plaid Check Traveler Mountain Jacket & Crosby Square Kensington Chelsea Boots

See Also
Sabir Peele of Men's Style Pro in Tallia Sherpa Coat


Uniqlo Glen Plaid Wool Topcoat


Sabir M. Peele of Men's Style Pro wearing Uniqlo Glen Plaid Chesterfield TopcoatGlen Plaid Wool/Cashmere Chestfield – Uniqlo | Tan Turtleneck Sweater – Asos | M3 Black Jeans – 3×1 | Key hole sunglasses – H&M | Dark Tan Pebble Grain Peck Loafers – Crosby Square 


In the grand scheme of coats/outerwear, one piece every guy should own is a Chesterfield. More commonly referred to as a topcoat, this is honestly the most versatile piece of outerwear to invest in. Currently, the camel colored topcoat is the big trend in menswear, however; I’m making the case for grey glen plaid. 

Stylistically, the grey glen plaid topcoat can be paired with anything. Throwing on your favorite black jogger pants and sneakers? Do it! In need of a coat to wear over your navy blue suit? Go Glen Plaid. 
Sabir M. Peele of Men's Style Pro wearing Uniqlo Glen Plaid Chesterfield Topcoat

Sabir M. Peele of Men's Style Pro wearing Uniqlo Glen Plaid Chesterfield Topcoat

Sabir M. Peele of Men's Style Pro wearing Uniqlo Glen Plaid Chesterfield Topcoat

Sabir M. Peele of Men's Style Pro wearing Uniqlo Glen Plaid Chesterfield Topcoat

Photo Credit: Mike Flores

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