Dan vs Wes: Leather Jacket Layering

February 17th, 2015

Wes was riding high after all the love he got on our “Suit Off” at Liberty Fairs NYC.

So for our next round we’re going mano-a-mano in leather jackets.

Comment on who rocked it best!


    mensstylewesleather (2 of 7)

    All black in snowy NYC, wearing a perfect blend of vintage and bespoke.

    I really love how Wes has blended his urban style with a more traditional tailored aesthetic. This look, for example, has just the right amount of “street”.

    mensstylewesleather (3 of 7)   mensstylewesleather (6 of 7) mensstylewesleather (7 of 7)



    A good leather jacket, like “the piece“, should be slim enough to fit under a bigger outerwear item, like a cashmere overcoat or this badass parka by my fellow Canadians Canada Goose x Wings & Horns.

    mensstylelayering-10 mensstylelayering-11 mensstylelayering-12

    Thanks, as always, for reading.

    Yours in style,

    Dan Trepanier

    Shop Custom Menswear Made in America


    Take me to the Shop

    • Zulhilmi Rahman

      I have to go with Dan here.
      You need to really pay attention to the details on how he took his monochromatic looks to another level.

      Notice the pleated pants and the grey v neck sweater, and the combination with a wingtip boots and parka strikes a nice balance and looks very harmonious.

      That jacket has been around since ages and I still remember that Dan was once written a post about he bought it on sale.

      Wes, in my opinion, looks like he’s trying too hard to look cool.
      It’s winter and the snow is everywhere, throw in some nice boots for starters.

      Missing the scarf, perhaps?
      Seriously, I think he’ll look better with a nice neckwear and the shirt tucked in.

    • Caboom

      Footwear in both looks is fire!

    • Kevin

      Wes FTW

    • http://www.tsbmen.com/ Westley Dimagiba

      It’s nice to know you guys are concerned for me because it’s cold out… but I uber everywhere (jk… kind of)

    • http://mensstylepro.com/ Sabir M. Peele

      Wes gets the win because the layering is a bit more dynamic (reverse layering). Dan’s approaching to using the leather jacket as blazer alternative is a smart look.

      – Sabir

    • AdamE

      I wanted to give it to Dan, by the virtue of Wes’ air tie look, but Wes still crushed it. I think it would have been a tight battle if Dan had ditched the parka…

    • Vic

      Wes all the way! Sorry Dan.

    • James Wong

      Perhaps you could use these “Who wore it best” posts as an opportunity for your audience to get involved and post a photo of them wearing the piece also?

    • https://twitter.com/#!/wonkinakilt Joe Colucci

      Man, two great looks, each with one major flaw – Wes’s pants seem out of place, and Dan’s parka is totally pedestrian.

    • JoeFromTexas

      Growing up in a predominantly Mexican-American neighborhood in Texas, we used to wear flannel shirts, or Dickies work shirts, buttoned up to the top and untucked. It was a definitely a look that repped the barrio, and some (incorrectly) conflated that with being a cholo/gangster. Now it’s called an “air tie” and is all the rage. Life’s funny that way. Rock that ish Wes, I’m loving it.

      • http://www.tsbmen.com/ Westley Dimagiba

        don’t worry I’m not going to stop.

    • Jon

      IMHO anytime a man has fur on his collar, he just looks like Huggybear.

      Wes wins.

    • Khalid

      Hmm… I’m going to vote for Towni, just because I suspect he’s up to something too scandalous to show here.

      • http://www.tsbmen.com/ Westley Dimagiba


        but that’s none of my business.

        • James

          Will readers ever get an explanation for Towni getting ousted?

    • Jeanscuffed

      I’m definitely going with Wes on this one. Easy “W” for him. Dan I’m not saying that you’re losing your edge but….Wes is coming for you lol.
      I actually like both outfits but I leaned a little bit towards Wes because of the street aspects of his outfit. I dig the unbalanced proportions of the long shirt going past the jacket and with the oxford not buttoned to show the white underneath with the “air tie”….sick shit!
      Dan I’m always going to be a fan of “The Piece”, but I don’t think I can jive with it being covered by another article of clothing. Let that b*tch shine lol. Also, Dan is that your trousers from your new line coming soon? They look to be of awesome quality. I can’t wait!

      • JoeFromTexas

        Covering up “The Piece” because it’s cold is like covering up John Lobb’s with Duck Boots because it’s raining.

      • TO

        I think they are the trousers from his New York Fashion Institute final project.

    • E. Christian

      I like Dan’s outfit a lot better without the parka covering up The Piece, but I still have to give this one to Wes. The Johnny Cash, all-black outfit looks straight murderous, and it takes some serious manhood to beat out The Piece in a contest based around leather jackets.

    • http://ledebonnaire.tumblr.com/ Juan Zara

      I wish I could see Dan’s outfit a little better, I can’t quite decide whether I like the closed leather jacket layered under the parka, as I’m unfamiliar with the look (and think it would be uncomfortable somehow). Love everything else, and sans the parka it’s definitely something I’d wear every day.

      Wes’s outfit: love the individual pieces, but the execution… not so much.
      I’ve said this before and I think this is crucial in putting an outfit together: the whole shirt-longer-than-jacket thing throws off proportions.
      Also, as Cam said, it seems a little unlikely to be running around in just a leather jacket and oxford-cloth shirt in January.
      With the shirt tucked, a thin engine-turned belt, charcoal sweater and a nice scarf (blackwatch maybe?) it would be perfect. That Perfecto sure is a beauty!

    • cam

      dan. wes doesn’t look like he’s dressed for the elements which should be the main objective for any outfit.

    • TimL

      Can’t choose on any of them since I don’t see anything standing out, both look plain…. but I just can’t take Wes seriously with those floods…. come on man, those pants are way too short

      • http://www.tsbmen.com/ Westley Dimagiba

        too short you say… oh.

    • TO

      Dan because Wes must be freezing his ass off with no gloves on in NYC. Do you guys know what kind of leather each of your jackets are? Are they lambskin or cow hide? I’m trying to up my knowledge in this area. I’m guessing yours is lined too right Wes? If so what’s the material there

      • http://www.tsbmen.com/ Westley Dimagiba

        whenever I wear this jacket during the colder months, I layer up accordingly but without all the bulk bc it is a favorite piece of mine.

        not pictured are uniqlo heat tech tights as well one under my shirt.

    • Benny

      That look doesn’t work Dan, imo. Wes would’ve been better off with some slim dark jeans, still a good look though.

    • http://www.twitter.com/iPodschun Derric

      Dan get my vote. I still don’t see myself coming around on the air tie.

    • Alex

      Wes. Nothing wrong with dan, but no risk there.

    • Bryan S

      Wes, this wasn’t really a fight.

    • Dan F

      Are you kidding me ppl…Dan hands down, monochrome as hell

    • Eric

      Dan brought a knife to a gun fight.

      • Jeanscuffed

        I would say he brought a toothpick to a fire fight

    • Mike

      Wes without doubt. Pant length and shoes seal it.

    • Miguel

      I’m going with Wes on this one.

    • Eric

      Wes wins easy. I can’t get behind the jacket over another jacket move.

    • JoeFromTexas

      Wes murdered this one (in spite of the random white triangle of undershirt). LA making you soft Dan!

    • http://norskegentlemen.com/ NorskeGentlemen.com


    • Ali Naaseh

      Wes wins, because Dan looks like he’s wearing the same thing that every LaGuardia baggage handler wears, just better fitting and more expensive.

    • csr

      wes hands down