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Wardrobe Staple: The Denim Trucker Jacket

September 13th, 2012

It’s Fall again! A style lover’s favorite season. Soon we can stop dreaming about layers of cashmeres, flannels and tweeds.

Don’t be too eager and break out the heavy outerwear right away, though. Start transitioning your wardrobe slowly as the temperature drops using light jackets and thin layering pieces.

Now’s the perfect time for an early Fall staple: the denim jacket.

Here are three of my favorites.

    1. Ditch the Blazer

    Ditch the suit jacket or sports coat for a cooler, sportier alternative.

    A crisp trucker in dark indigo is perfect for commuting to the office on a casual Friday.

    This time of year, warm during the day and cool at night, calls for a foundation of lightweight pieces (poplin shirt and hopsack trousers) combined with slightly more Fall appropriate pieces like the denim jacket and wool tie.

    A good menswear outfit is rooted in classic, versatile pieces – making it easy to swap out items to change the look.

    For example, swap the shirt/tie for a white tee and the lace-ups for low-top sneakers…now it’s a whole new casual look.

    • Black/Grey shades by Matsuda Eyewear
    • Indigo denim jacket by Levis
    • Blue stripe shirt by Ralph Lauren Polo
    • Navy/Grey/Black Wool Striped Tie by JCrew
    • Silver 2″ tie bar by Tiffany & Co
    • Black alligator belt and silver buckle by Ralph Lauren Purple Label
    • Black leather/suede spectator wingtip shoes by Barker Black
    • Watch by Montblanc Timewalker Automatic
    • Black alligator watch band by Montblanc

    2. All Black Everything

    For me, some days just call for all black…usually if I’m grinding on a project, or planning to be out late.

    It’s funny to say, but it’s true, wearing all black can ad a hint of rebellion, which can be translated into confidence. I remember our basketball team used to wear all black sneakers on the court because it was “intimidating”…same idea I guess.


    For a tonal look, ad depth and texture by mixing various fabrics and finishes. For example: the jacket is waxed, the jeans are matte, the henley is a silk blend with sheen, the loafers are polished leather, the belt and watch strap are alligator, etc.

    If you don’t have a pair of go-to penny loafers, get some.

    You will find yourself wearing them with everything.

    • Gold Plated hand-engraved shades by Matsuda
    • Black Waxed Denim Jacket by Helmut Lang
    • Black cotton henley by Burberry London
    • Black denim jeans by Rag & Bone
    • Black leather penny loafers by Bass Weejun
    • Watch by Montblanc Timewalker Automatic
    • Black alligator watch band by Montblanc
    • Necklaces from NYC Street Artist

    3. Tailored Casual

    A beat-up vintage jacket can contrast the stuffiness of a cleaner preppy look. It ads a little character and charm,

    The fit of the jacket is very important, especially if it’s vintage. It should be slim through the body and sleeves, hugging the body and hitting just past the waistband.

    In my opinion, the seasonal color palette of a man’s wardrobe should subtly reflect that of nature.

    Come Fall, start thinking about deeper tones like earthy greens, rich browns, deep blues…

    These are the same loafers as the pair in look 2, just brown.

    For the price, durability and versatility, Weejuns are among the best values in footwear.

    Thanks for reading.

    Yours in style,

    Dan Trepanier

    Photography by Alex Crawford.

    • changingman

      I love denim jackets but have been scared to buy one for fear of looking like an 80’s throwback. Thanks for the ideas. Next spring I’ll look into buying one.

    • http://mensstylepoint.com Kevin Gray

      Love the new layout! These looks are all fresh. Where are the socks from in look 3?

    • Mandžukić

      Firstly, congrats on the layout, the new site looks great! I was wondering what alterations (if any) you made to your denim jackets?

      • http://thestyleblogger.com Dan Trepanier

        No alts to any of these ones. They fit well off-the-rack…I sized down on the vintage one.


    • Bhupy

      Probably my first comment on TSB.

      Only came in to say that I love beard!

      -fellow bearded man

      p.s. love the new site

    • Jimi Brady

      I love the new site, Dan, and this article is a great way to christen it. Beards are cool, too – keep it through Fall if you can. :P

      – Jimi

    • Mondomuzic

      SB aka Suaveignon Blanc!

    • Chad B

      Nice site ….
      And yes this is the season!!!! Cant wait to get it in!!

    • Dave

      I definitely like the new website and all of the new features. Looking forward to checking it out a little more.

    • youngyak

      Like the new website and Dan’s new beard!

    • Johnson

      Good day TSB,

      This is going at a tangent but, I would like to find out what theme you were using on WordPress before the current migration? I tried sending you a message from your contact page and it comes back as failed everytime.

      Kind regards

    • Kien

      Hi Dan, well done on the new site! To help us can you still list the sizing of the items featured (eg Levis jacket size Medium) like it was on the old site? This would be very usefull.

    • https://www.facebook.com/hunter.brodt?ref=tn_tnmn Hunter

      Oh and Dan, I’m loving the new site. It was amazing before (hard for a 19 year old to find influences in Boise, Idaho) but the layout is just so clean now.

    • http://mligon08.blogspot.com Michael

      I like the new site and logo although I kinda miss having all the “looks” on one page rather than having to click “next look”. Also, regarding the ‘vintage’ Denim jacket – is it a true vintage jacket ie. a dead-stock model from the past or at the very least thrifted or is it just a new jacket with a vintage-wash as the ”Shop The Look’ link indicates? I just think if your going to use the term vintage, the item should truly be vintage.

      • http://thestyleblogger.com Dan Trepanier

        Thanks Michael.

        The jacket is vintage, as described on the site. I bought it 5 years ago and worn it hard since. I think it was made in the 70s.

        The Shopping Links are only related items available to achieve look, not necessarily the exact same ones (especially in the case of vintage pieces, for obvious reasons).

        Thanks for reading!

    • cam

      hey dan, congrats on the new site. really like some of the new content. i do miss the archives by the months and years (probably b/c i had every post locked in my memory HA). my only real negative is that its a little busy. maybe too much text? for instance, on the left where you have “Featured” maybe instead of listing everything, you could click “Featured” and then it would display everything featured and then click it again and it would disappear. same thing with “Shop This Look”. i would also bring back your banner at the very top with the pics in grayscale. that shit was hot! keep it up!

      • http://thestyleblogger.com Dan Trepanier

        Thanks for the feedback Cam. Glad you are enjoying the new site.

        All the best.

    • Ali

      Step 1 shouldn’t be “Ditch the Jacket,”
      it should be “Ditch the BEARD”

      • http://thestyleblogger.com Dan Trepanier

        Thanks for your input Ali. I like the beard a lot.

        • cuponoodles

          The beard is atrocious. Really.

          Like Look #3 a lot, though.

        • Daniel

          One of my favorite things about this blog is how gracefully you deal with negative feedback. It shows how comfortable you are with yourself. Really impressive!

        • Ali

          A year later, I redact my statement about the beard. It’s grown on me.

    • Dylan

      Dan, are you still going to include the item by item description as you did in previous posts on the old site?

    • Carlo-Antonio

      Love the site re-design and the beard! Wish I could grow one of those :D. Looks 1 and 2 are my favorite.

    • EL

      Super! I have this jacket from Levi’s and I’ve already been incorporating it into my transitional wardrobe from summer to fall. The cuts on it are so precise and gives a great trim silhouette, no bulk.

      I love this look and I even added in a slim-fit, charcoal grey waistcoat to dapper it up even more.

      The new site is great. Can’t wait to see what’s in store moving ahead!

    • rk

      Nevermind, I was having issues with the site loading on opera (actually just having issues with opera), I can see the featured items now.

      In that case, amazing fits as always and ROCK ON! haha


    • rk

      Hi Dan,

      Those are some beautiful sunglasses you’re rocking in looks two and three, mind sharing what brand/model so I can do soem perusing of my own? Either I’m missing something, or you guys have stopped posting the actual detailed info on the fits; really miss that, always inspired me to check out some new brands, etc.

    • Singh

      Love the last look – serious, playful, autumnal. Also love that Dan is never too ‘cool’ to smile.

    • Chris

      Great post regarding denim jacket substituting the blazer as we transition to Fall…always informative and on pt….continue the great work; new layout for the site is great!

      • http://thestyleblogger.com dan

        Thanks Chris! We’re still working out some of the kinks…I couldn’t wait to put it out

    • Jake

      one second, can we talk about this beard?!

      • http://thestyleblogger.com dan

        My favorite Fall accessory!

    • Alan

      First impression: not *too sure* about the new look. I mean the website, though the same applies to the seemingly Daniel Bryan inspired goat-beard ;-) . I liked the all-black ensemble though, a nice departure from TSB.

      Serious question about fit – should you be able to button the jacket?

      • http://thestyleblogger.com dan

        …give it some time.

        And yes absolutely, you should be able to button it, although it should be slim enough that it’s a little snug.

    • http://www.briimages.com Brian

      The new website looks great Dan! Just one thing, could you maybe go back to posting where the clothes are from? Unless I’m missing that somewhere.

      • http://thestyleblogger.com alex

        Hey Brian, glad you like the new site! There is a column on the left side of the outfit pages that says “featured.” You’ll find the brands of all the clothing there. -Alex C.

        • Ben

          Does this mean that you’ll stop featuring vintage pieces or other clothes where you’re not going to be able to “shop this look”?

          • http://thestyleblogger.com alex

            Ben, absolutely not. Our goal is to try to inspire your personal style, not to get you to buy stuff. The shop this look feature was created as a response to the countless emails and comments we received asking where to buy cheaper alternatives to clothing featured in the post. We’ll definitely keep the vintage coming.

            • http://thestyleblogger.com dan

              Not to mention our new Store will include a vintage department…part of “phase 2” of our website build out…

    • Anonymous

      Like the new website