Chicago Street Style: Matt on LaSalle Street

Chicago Street Style: Matt on LaSalle Street

May 12, 2012

chicago street style

I spotted Matt on LaSalle Street in the middle of the workday last week. I was on my way to help emcee an internal fashion show at the Chicago office of a large technology company. Thankfully I had my camera because men who dress this well are few and far between in Chicago. I love everything about Matt’s outfit from his fedora down to the interesting design of his oxfords. This is how channel Don Draper without looking costumey. I wish more men would take pride in their appearances. Honestly, It doesn’t take much for a man to look good. Great male style comes down to a winning combination of properly fitting clothes and smart details.


4 Comments


  1. Looks sharp! I wish all men dressed this good on their own accord but if a guy happens to look good it’s usually because their lady dressed them. 😛

  2. “Honestly, It doesn’t take much for a man to look good. Great male style comes down to a winning combination of properly fitting clothes and smart details.”

    That’s all you need to know, Amy. =D Then again..like all style/fashion sense..it’s personal preference on what we feel is attractive/looks good.

    I like this look a lot..minus the hat. It’s far too Zorro for me lol

  3. This is seriously one awesome outfit! Vintage inspired menswear done perfectly! I’ve been trying to get my boyfriend to dress like this for those more special occasions to no avail.

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