The Most Stylish Male Street Style Stars Ever

Our undying love for street style is no secret, which is why we decided to expand our horizons to street fashion of a more masculine persuasion (think: the male Taylor Tomasi Hills of the world). Scroll through to see our roundup of the top men in the industry who are totally inspiring our office right now.

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  • 1 of 14

    David Gandy

    PHOTO: Adam Katz Sinding of Le 21ème

    What He Does: Model

  • 2 of 14

    Bruce Pask

    PHOTO: Adam Katz Sinding of Le 21ème

    What He Does: Men’s Fashion Director at Bergdorf Goodman

  • 3 of 14

    Karl Edwin Guerre

    PHOTO: Adam Katz Sinding of Le 21ème

    What He Does: Street Style Photographer and Founder of Guerreisms.com

  • 4 of 14

    Liam McKessar

    PHOTO: Getty Images

    What He Does: Style Blogger of Front Row Suit

  • 5 of 14

    Robert Rabensteiner

    PHOTO: Getty Images

    What He Does: Fashion Editor and Stylist at L’Uomo Vogue

  • 6 of 14

    Alessandro Squarzi

    PHOTO: Adam Katz Sinding of Le 21ème

    What He Does: Founder and Director of Alessandro Squarzi

  • 7 of 14

    Frol Burimskiy

    PHOTO: Stockholm Street Style

    What He Does: Business Partner at Ulyana Sergeenko

  • 8 of 14

    Josh Peskowitz

    PHOTO: Models.com

    What He Does: Men’s Fashion Director at Bloomingdales

  • 9 of 14

    Lapo Elkann

    PHOTO: Stockholm Street Style

    What He Does: President of Italia Independent, and Independent Ideas

  • 10 of 14

    Nick Wooster

    PHOTO: Stockholm Street Style

    What He Does: Free Agent”

  • 11 of 14

    Angelo Flaccavento

    PHOTO: Adam Katz Sinding of Le 21ème

    What He Does: Fashion Journalist

  • 12 of 14

    Simone Marchetti

    PHOTO: Stockholm Street Style

    What He Does: Fashion Editor at La Repubblica.it

  • 13 of 14

    Eugene Tong and Matthew Marden

    PHOTO: Models.com

    What They Do: Style Director and Fashion Director of Details (left to right)

  • 14 of 14

    Justin O'Shea

    PHOTO: Lee Oliveira

    What He Does: Buying Director at Mytheresa.com

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