Shirt by Ralph Lauren

Shoes by Alden

10 from Weekly Wander XI | Northerly Island - Chicago, IL.

B L K / B L U / E T C

Jacket by Suitsupply

Shirt by Gitman Vintage

Jeans by Imogene + Willie

Belt by Tanner Goods

L A Z Y / S A T U R D A Y

Sweatshirt by J.Crew

Sweatpants by Reigning Champ

Shoes by Common Projects

10 from Weekly Wander X | Fulton Market - Chicago, IL.

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Essentials | Heavyweight Pocket T-Shirt by 3sixteen

Anonymous asked: Visiting Chicago in November, as an international traveler and menswear nerd what are the recommended spots in town to hit (not necessarily just retail)? 4 years on, your blog still mega strong. Bless.

Many thanks for the kind words.

And apologies for the delayed response.

Here are some spots that you should stop by:

1: Notre Shop:  A new store opening in Andersonville in early November that is going to be carrying some amazing brands. 

2: Midnorth Mercantile: The best vintage shop in the city by far. Also does a great shave/haircut. The owner Mike is a master barber and collects hard to find men’s vintage pieces.

3: Dusek’s: Great restaurant with a fantastic menu. Try the smoked hanger steak.

4: Chicken Shop: Located on the ground Floor of the new Chicago Soho House. Awesome chicken and fries and a great burger to boot.

5: Heritage Cycles: Coffee + Bikes + Nicest baristas in the city.

6: Chicago Music Exchange: Guitars as far as the eye can see. Great place to stop by for musicians and non-musicians alike.

More Notables:


  • Apartment Number 9
  • Sir & Madame
  • MildBlend Supply Co.
  • St. Alfred
  • RSVP Gallery 
  • Haberdash


  • Parsons Chicken
  • Au Cheval
  • Hi Five Ramen
  • Silver Cloud
  • Firecakes Donuts


  • Maude’s
  • Homestead
  • Matchbox
  • Small Bar
  • Billy Sunday


  • Salvage One
  • Jan’s Antiques
  • Scout 


  • Double Door
  • Lincoln Hall
  • Schubas
  • Green Mill

POINTS OF INTEREST: Touristy, but still fun

  • Skydeck Chicago
  • Museum of Science and Industry
  • Lincoln Park Zoo
  • Museum of Contemporary Art
  • Shedd Aquarium

This is by no means an exhaustive list and I am sure I am missing the coolest parts about the city. However, I hope this helps a bit. Let me know if you need something more specific.


Essentials by J.Crew

10 from Weekly Wander IX | Financial District - Chicago, IL.

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Alex loves his @blindbarber face wash so much that he left it on all day long yesterday. “It makes me feel cool,” he repeated again and again … and again. #poppays #emojifantasy


Alex loves his @blindbarber face wash so much that he left it on all day long yesterday. “It makes me feel cool,” he repeated again and again … and again. #poppays #emojifantasy

My First Shave | Alex Maier


My First Shave | Alex Maier

gillette-my-first-shave-alex-maier-3 (1)
Presented by Gillette

Tell us a little about yourself

Alex Maier, 31. I have a digital consulting agency based in Chicago, IL. We throw the annual Fall Classic in NYC among other marketing initiatives for various companies. When I am not working with other people’s brands I am playing and writing music.

How old were you when you first shaved?

I think I was 10.

Why did you decide to shave?

I had…

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Read a little bit more about when I was a young dork. As opposed to being an old dork.



Jacket by Stock Mfg. Co

Sweatshirt by J.Crew

Shoes by Alden

Imogene + Willie Barton Slim | 1 year, 1 ocean wash.