Local Fashion Blogger Drew Westphal is Putting Milwaukee on the Map

Meet Drew Westphal, a Milwaukee blogger who helps us showcase March’s military-inspired styles

In 2013 Drew Westphal began posting photos of his outfits online, casually beginning what by 2015 would become a full-fledged style blog called Everyday Drew. His interest was piqued by a pair of black-and-white Air Jordan sneakers seen in the basketball god’s 1996 film debut, Space Jam. His love for sneakers eventually turned into a love for styling.

Today the blog features snapshots of Westphal’s outfits taken by friends – or with the help of a tripod – around Milwaukee. And his aesthetic, which he describes as “Japanese minimalism and American workwear,” has earned him a national following. According to Westphal, a surprising byproduct is that many of his followers in exotic coastal locales are now curious about Milwaukee after seeing it as the backdrop to his blog photos. “They never thought it could look so cool,” he says.

Photo by Vallen Alexander
Photo by Vallen Alexander
Photo by Vallen Alexander

On Elisabeth: Kimono sweater in gray, $84 at Lizzibeth. Five tassel necklace, $34 at Lizzibeth. Olive suede dress by Lumiere, $149 at Stephanie Horne Boutique. Similar boots: Cecile bootie by Free People, $168 at nordstrom.com. Similar: Rhea zip small backpack by MICHAEL by Michael Kors, $298 at Macy’s.

On Drew: Olive bomber jacket, $60 at brooklyncloth.com. Midweight denim shirt, $79 at J. Crew. Martin denim pants in Bodie wash by Raleigh Denim, $285 at Milworks. 1970s All Stars by Converse, $90 at Unionmadegoods.com.

Photo by Vallen Alexander
Photo by Vallen Alexander

On Drew: Military-style wool jacket, $55 at asos.com. Similar: turtleneck sweater by Topman, $45 at nordstrom.com. Slim Como denim pants by Shockoe Atelier, $225 at Shockoe Atelier. Porter boots (not pictured) by Lanona Shoes $395 at Lanona Shoe Co.

On Elisabeth: Boyfriend denim jacket by Citizens of Humanity, $379; Red bomber jacket by Likely, $249; Lace-up top in olive green by Lumiere, $129; Faux suede jogger pants by I Love Tyler Madison, $149; Fringe bucket bag by City Spot, $89; Open-toed suede shoes by Schutz, $99; all available at Stephanie Horne Boutique.

Styling and Modeling by Drew Westphal and Elisabeth Wallock

‘Taking to the Streets’ appears in the March 2017 issue of Milwaukee Magazine.

Find it on newsstands beginning February 27, or buy a copy online.

Be the first to get every new issue. Subscribe.



Claire Hanan worked at the magazine as an editor from 2012-2017. She edited the Culture section and wrote stories about all sorts of topics, including the arts, fashion, politics and more. In 2016, she was a finalist for best profile writing at the City and Regional Magazine Awards for her story "In A Flash." In 2014, she won the the Milwaukee Press gold award for best public service story for editing "Handle With Care," a service package about aging in Milwaukee. Before all this, she attended the University of Missouri's School of Journalism and New York University's Summer Publishing Institute.