Men's Winter Fashion: Season for Swagger

Try an updated take on traditional trends with these winter must-haves for men.

Photos by Becky Thurner Braddock | Hair by Michael Shurina of Mister Grooming & Goods | Photographed at The Inn on the Mexican War Streets


Let’s hear it for the boys of winter. European brands set the tone for laid-back luxury this season, and American menswear designers echo the theme. From the relaxed ease of casual ensembles to the spit-polished elegance of tailored suits, the trend is tradition with a twist. Familiar classics are updated to elevate a more mature athletic esthetic: sweatpants with tech details, fur-trimmed bomber jackets, high-top athletic shoes sporting side zippers that make laces incidental. Black, blues, grays and browns emerge and merge as primary colors. Warm knits pack visual punch in stripes, herringbone and houndstooth. Plaids and checks embolden shirts, pants, jackets and scarves. Texture is king, and there’s a dose of swagger everywhere.

  Wes wears a striped suit ($1,795), shirt ($345) and necktie ($145) by Etro and Edward Armah silk pocket square ($75) from Charles Spiegel for Men; Allen Edmonds wingtips ($295) from Littles Shoes.


  Hoodie ($185) and athletic pants ($250) by Cotton Citizen and Ella Fitzgerald T-shirt by Rosser Riddle New York ($82.50) from Charles Spiegel for Men; Camper zip-up high-tops ($165), UGG Australia knit cap ($55) and gloves ($75) and Johnston & Murphy scarf ($69.50), all from Littles Shoes.


  Schott sheepskin leather bomber ($695) and G-Star jeans ($380) from Charles Spiegel for Men; UGG Australia suede gloves ($175) and Cole Haan “Wayne” lug boots ($298) from Littles Shoes.


  Pal Zileri sportcoat ($1,675), Hiltl twill pants ($240), Robert Talbott silk-merino V-neck sweater ($295), Gitman Bros. USA shirt ($165), Loominus Woodstock chenille scarf ($195), Barbara Blank wool pocket square ($60) and Hush Puppies suede chukka boots ($150), all from Joseph Orlando; 18-carat gold and tungsten bracelet ($105) and stainless steel, tungsten and mokume gane wood-pattern black ring ($450) from Mock & Co.


  18-carat gold and diamond ring ($1,100) and bracelet made of matte and polished tungsten, black carbon fiber and 18-carat gold ($120) from Mock & Co.


  Joseph Orlando Private Label windowpane suit ($795) and striped wool necktie ($65), Jack Lipson shirt ($150), Barbara Blank double-sided wool pocket square ($60) and tie bar ($45), all from Joseph Orlando.



Charles Spiegel for Men, 5841 Forbes Ave., Squirrel Hill; 412/421-9311,

Joseph Orlando, 606 Liberty Ave., downtown; 412/765-1726,

Mock & Co., Squirrel Hill, by appointment only,

Littles Shoes, 5850 Forbes Ave., Squirrel Hill; 412/521-3530,






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