You guys remember that I partnered with Timberland to show off my favorite fall essentials in the November issue of Esquire.
Well, I wanted to share a few equally stylish outtakes with you. A little “behind the scenes” fashion action, as it were. My good friend CB (a well-dressed dude in his own right) played model for me all over Soho way back in August – so long ago now! – pretending cool weather had arrived…when in fact the temperature hovered around the 80s that day.
Revisiting the heritage brand for the shoot, it was great to see all that Timberland has to offer today for both men and women – way more than the ubiquitous 6″ yellow boot we remember from our youth (I had it, you had it, we all had it). From slim-fitting trenches to great-looking leather boots, the brand is definitely moving in a more refined, style-conscious direction these days.
We shot a few looks you didn’t see in the magazine, and this was my other favorite of the day – a beltless trench over dark jeans and a light blue OCBD.
A khaki-colored jacket like this is such a great fall option for a guy. It’s not quite an overcoat, not quite a mac. Which is why it works so well both over work clothes and weekend clothes.
One of the biggest “easy wins” for guys when it comes to their closet is to invest in really great outerwear, because it makes the rest of your outfit look at least 7x more expensive. It’s a mathematical fact.
And despite the bad rep Seinfeld gave the style, the beltless trench is surprisingly modern-looking, and definitely super stylish.
Sure, you can wear this coat to work and feel like a total smokeshow in tailored business casual. That always looks good. But if you need to dash to the store on a Saturday morning, you can throw the same jacket over a white v-neck tee, sweats and a pair of not-too-scuffed up sneakers and be out the door in two minutes flat. Easy.
Get the look(s):
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