Not-So-Traditional Tailoring feat. Nick Wooster

July 25th, 2011

Nick Wooster is a Manhattan based men’s fashion consultant, and one of my personal style icons – I don’t think I have seen anybody look tougher and more masculine in contemporary tailored clothing.

Labeled by GQ as an ““Internet Superstar Fashion Director”, Wooster’s veteran fashion career began at Barney’s New York as a buyer and then onto the likes of Bergdorf Goodman, Calvin Klein, Ralph Lauren, and John Bartlett where he became President. Most recently he held the title of Men’s Fashion Director for Neiman Marcus and Bergdorf Goodman.

In May of 2005, Nick began the successful Wooster Consultancy and has since worked with clients such as as Thom Browne, Mac Cosmetics, Chaiken Clothing, and most recently, Gilt Groupe.

Today, Nick has become a fashion icon and internet phenomenon where his unparalleled take on tailored menswear graces the pages of just about every men’s fashion blog.

A couple weeks ago we visited Nick near his Westside apartment to meet the man behind all those awesome photos, chat about the industry and the pros (and cons) of internet fashion stardom, and yes, take more pictures of him.

Here, Nick gives us a little insight behind what he’s into this summer.

    1. Tailored Camo

    “The last time I wore this jacket was when I was photographed in it…so it seemed like a good way to start.  I love the idea of subverting a beautifully tailored jacket in camo.  The fabric and fit are supreme, and I love the idea of a matching jacket and tie.”

    Bonus Tip: Once you have the essentials (like fit, color coordination, confidence, etc) mastered, then you can become a man of great detail. I’m talking about things like a bandana as a pocket square, cargo shorts with a jacket and tie, a military inspired belt paired with camo, mismatched captoe/wingtip brogues, and an old school mustache curl to coincide with the unbuttoned collar point curl. As you can see, the man is no rookie.

    • Camo jacket by Michael Bastian
    • Camo tie by Michael Bastian
    • Blue oxford cloth shirt by Thom Browne
    • Silver tie bar by Thom Browne
    • Tan cargo shorts by +J Uniqlo
    • Red bandana pocket square picked up at Nepenthes NY
    • Khaki canvas military belt by JCrew
    • Mismatched brogue shoes by Trickers x Engineered Garments
    • Gold reflective aviators by Ray Ban

    2. Jacket, Tie, Shorts


    “For me, this deep indigo jacket is the perfect navy blazer for summer.  Up close it looks like denim, but it’s much lighter and softer.  It goes with just about anything, including dark denim jeans.”

    Bonus Tip: Rugged textured fabrics, like the denim-like cotton here, make a tailored jacket more appropriate to wear casually.

    “I also love the idea of a tie in shirting fabrics [madras, oxford cloth, chino, seersucker] during the summer.  For me, silk seems too dressy and weight inappropriate for the heat.”

    Bonus Tip II: More guys seem to be okay with wool ties in the winter, than cotton or linen ones in the summer. Just another example of guys forgetting about their options come the warmer months. Don’t let your style go out the open window when it gets warm out.

    “I also love the idea of a colored brogue [or wingtip].  If you wear tons of solid neutral colors, a really “off” color of a classic wingtip is a great way to create an instant look.  But I only recommend this if you already have the perfect black, light and dark brown brogues, first.”

    Bonus Tip III: I agree. With a statement shoe, keep the majority of your look relatively neutral/classic in color. Also, green is a very underrated color for leathers.

    3. Sneaky Leopard

    “I love shades of khaki, and this is my spin. These pants are incredible…I want to wear them all of the time, and I wish I had them in shorts as well.  They may not be for everyone, but you could easily substitute the leopard for a camo, and the effect would be the same.”

    Bonus Tip: When you see everybody doing it (like camo, for example), find a way to put your own spin on it – like this subtle “leopard” print in traditional camo colors for example.

    Bonus Tip II: Again, the devil is in the details: mismatched brogues, 3 button with lapels rolled-to-the-2nd, oxford sleeves cut-off for the summer/ease of rolling, seersucker pocket square, tatoos peaking from under unbuttoned working cuffs (that Nick had cut himself).

    “Left foot is a wingtip, right foot is a cap toe [yes, they are a pair].  This is my favorite shoe of the summer.”

    • Khaki jacket by Junya Watanbe x Brooks Brothers
    • Camo leopard print trouser by Michael Bastian
    • Brown mismatched brogue shoes by Trickers x Engineered Garments
    • Pink oxford shirt by Thom Browne

    4. Pinstripe Cut-Offs


    “The minute I saw this jacket at the GANT Michael Bastian presentation, I had to own it.  For me, it’s the perfect summer jacket that will go with everything – a pair of jeans, chinos, shorts, seersucker, just about anything, except another madras plaid.”

    Bonus Tip: Navy and madras just works. This look is similar to the 2nd, but flipped.

    Bonus Tip II: All things in proportion: like pinstripe wool trousers cut just-right into shorts, and a smaller, sleeker bow tie.

    • Plaid jacket by GANT Michael Bastian
    • Sunglasses by GANT Michael Bastian
    • Navy suede brogue shoes by Church’s
    • Brown leather belt with washed brass plaque by Rugby Ralph Lauren
    • Navy pinstripe shorts (repurposed suit pants) by J.Crew
    • Navy/Red rep stripe bow tie by Polo Ralph Lauren
    • Blue oxford cloth shirt by Thom Browne

    5. Shark Attack


    “For me this is the perfect thing to wear to a summer evening wedding.  It’s dressed up with a sense of humor [I hope].”

    Bonus Tip: The sharp lines and monochromatic palette make this look badass, perfectly complimented by the whimsical cropped trousers.

    Thanks for reading, and special thanks to Nick for participating!

    Yours in style,

    Articles of Style


    Photography by Brent Eysler. 

    • http://undefined Nathan Wind

      Wooster loves cigarettes!!!

    • Matt

      So I guess I’m the only one who thinks Wooster is a joke? He’s just playing dress-up and putting together weird things. I’m not impressed by that. His details impress me, but not the overall looks.

      • Matt

        Smart marketer? Yes. Style icon? No.

        • WhyUMad

          you went all the way to this post after street style just to hate? How does the Wooster taste? no pun intended.

      • Jason

        You’re not the only one. Why is this guy on here? This is a perfect example of why taking risks and breaking rules does not always equal a good looking outfit.

        • Jason

          Okay I spoke too soon. 1/5 was awful, as was the pic in the email, but 2, 3, and 4 weren’t bad.

    • Ace F.

      This guy definitely has the “Dont mess with me” look and still maintains the “class”.

    • Anonymous

      awesome dude

    • Ahmad Hardy

      Thanks for the great info, it will really help with a few decisions I have to make down the road.

    • Anonymous

      how tall is nick wooster

      • Nicky…

        He is about 5’4 on a good day.
        Dude is serioulsy short and seriously played out.

    • Joey Dee

      Madras and Navy Cut-Off; this is my favorite, along with his haircut, so polished punk.

    • EB

      Thanks Dan. Another great article!
      Love Nick Wooster. Here is some of my favorite pictures of him:

    • Maurice


      You mentioned that Nick Wooster is one of your style icons. In addition to Nick, who else do you look up for inspiration?


    • DCRob

      Good shit! Making Esquire pages with your Nick Wooster post!

      • DCRob

        Ps: Next line; make a 36R for crying out loud, j/k, but make at least 1 for me. haha

    • Mountain Dandy

      I am loving these guys with style that have a little edge to them.

    • Jonathan

      did you ask him wear he got his mustache from?

    • john

      You should do more features like this. Maybe future ones with Thom Browne, Michael Bastian, Simon Spurr etc. You could make this work no doubt.

    • Anonymous

      I like his style

      • Marco Krupott

        me too

        • Krupottt

          damn, you got me

    • April

      I looooooooooove Nick!

    • Kip

      I’ve always loved being on the street and suddenly seeing Nick coming & going. The season doesn’t matter; he will always impress you with what he has put together. Several times I’ve wanted to smack my own head when I have seen him in pieces that I own and never thought to mix as he does.

      Dan, this was a great catch.

    • TO

      The second last shot is so awesome and then BAM next shot Wooster pulls a lit cigarette out of his pocket- now that’s why he’s considered so badass hahaa

    • Jeff

      Is this a subliminal advertisement paid for by all the tobacco companies?

    • B

      How tall is Nick Wooster?

      • Marco Penis

        I’m really good at judging height. He is 5′ 9″. Take my word for it.

      • Huh?!?

        Very important question, the answer will make a WORLD of difference!

    • Anonymous

      Personally, I never think adult males look appropriate in short pants. No matter how much they try to dress up the top half of themselves.

    • Gabe

      The features just get better and better. Keep em’ coming. Wooster is an inspiration to try new (ballsier) things. Great post.

      • Mirele

        Posted on It has always been my beeilf that good writing like this takes research and talent. It’s very apparent you have done your homework. Great job!

    • Mr. Andy


    • Laurence

      SB What are the size of the cuff on the last pant?

      • SB

        I’m eye-balling here, but I’d say 2-2.25″


        • Laurence

          Much appreciated homey…

    • Kerry Graham

      I’ve followed Nick’s stuff for a while. He pulls off some of the most amazing looks. I wish I had his and Dan’s talent for putting together great outfits.
      Great article!

    • Alex Wilson

      Nick Wooster smokes whenever and wherever he wants.

      • Plouffe Magoof

        even if he wants to smoke under water?

    • Coro

      Wooster has crazy swag.. Great article

    • VB

      As I am turning 40 next month, I look the the “Wooster” as proof that one can stay cool, current and stylish without looking foolish!

    • Al

      This guy RUNS the men’s style game! What a feature!

    • DCRob

      My style inspiration. Nick is the boss of the industry. Much respect, Dan.

    • Akshay

      I don’t think I necessarily like or agree with a lot of Nick Wooster’s choices, but one thing is clear: the man has an incredible presence. He just pulls it off, and has confidence & attitude to boot.

    • Bosun

      His fashion sense is very unique and interesting, cool. I am also a fan of your slippers in picture 5.

    • Mojo

      Excellent feature, some cool looks! I was wondering how tall Nick is? I always find it difficult to find sports coats that fit, they are always too long in the sleeve. All the ones here have working sleeves, even one that has been converted! Is Nick just lucky to find brands that fit him right, or were these tailored to fit? Thanks for the brilliant content.

    • Miguel Ramalhão

      Nick Wooster … Rocks… I love his style…

    • dish

      I don’t know if I like the shorts and blazer look, but Nick Wooster’s style is undeniably unique and interesting. By any chance, do you know what kind of watches he was wearing?

    • Vinogram


    • Jonathan Charles

      Not sure I’d wear any of the looks, but he’s definitely rocking them! Probably a bit ‘out there’ for me ATM.

    • Emanuel Iuhas

      OMG!!!Such a…gorgeous/courageous/fabulous/etc etc man!
      His style is like the “Wish list” for Christmas!
      I love you man,congrats & thanks!!!

      Emanuel Iuhas
      Visual Merchandiser/Fashion blogger

    • Min Kim

      A picture tells more than thousands words.
      Loved this new posting!

    • Zachary Gray

      This is great. That man’s style is endless. So is his closet!

      -Zach (

    • john

      Awesome. Simply awesome. Nick Wooster is the man. Look 1 is killer. This guy knows how to dress.

      Another great post. Keep up the good work.

    • Anonymous

      I’m not really a fan of the thom browne look, but this is definitely cool

    • Al

      Get the Burkman Bros to do a spread on here, and you would have captured all my style idols: Wooster, Crangi, and the Burkman Bros. Bravo.

    • Anonymous

      Love his tops, but the bottom pieces always seem to throw me off. But that’s just my personal opinion.

    • mick swagger


      This is the reason I frequent you blog.
      Great interview and very insightful!


    • Maurice

      Another interesting and insightful post. I always wondered who Nick was and what he was about. Now I know! Thanks.

    • Salomon

      Nick is an awesome style inspiration. Makes you just step out of your box. Great post Dan, and great job on seeking out Mr Wooster for the website.

    • Jeff

      Great feature TSB team! Wooster, like you, Dan, is a wonderful example of mixing traditional and non traditional menswear pieces to create a personalized look. I didn’t know Wooster was such a Thom Brown fan either!

      Great work as always.