5 Days, 5 Ways: The Waxed Trucker Jacket
Essential Fall Outerwear
flint and tinder waxed trucker jacket

By Gabi Meyers | Last Updated: Oct 4 2021

We’re gathered here today to bid adieu to the sweat-stained tees of summer, and au revoir to anything that doesn’t feel like getting wrapped up in a hug. 

It’s officially fall, and I, personally, am here for it. Every outfit looks better with an extra layer on top—don’t @ me, warm weather lovers!—so the breezy days of autumn are a sartorial blessing. 

Late fall’s cooler weather means guys can go a little heavier on the jackets—think leather, suede, denim, and waxed canvas.

What is a waxed jacket?

These stiffer, sturdier fabrics visually smooth out bumps and create sharper angles than the flim-flam outerwear of spring, so every guy gets 20% better looking, especially with the backdrop of warm-toned foliage.

Naturally you’re asking which silhouette is my favorite, and I of course have an answer.

The trucker jacket is a standard issue for every guy’s wardrobe. Casual but never sloppy, truckers look good in every fabric under the sun, so there is a perfect match for every man.

The one our team is currently crushing on?

Flint and Tinder’s Flannel-Lined Waxed Trucker Jacket

Flint and Tinder Waxed Trucker Jacket

Nothing in your wardrobe could be more fall than flannel, the quintessential fabric of pumpkin picking and apple cider sipping.

It’s also made with waxed sailcloth, which means if you get caught in a downpour, you won’t smell like a wet dog. 

Oh, and it comes in nine (count ’em, nine!) colors, so you can definitely find one that is the perfect shade for your wardrobe.

This is the kind of jacket you buy now and keep forever. It truly just gets better with age.

Flint and Tinder Flannel-lined Waxed Trucker Jacket, Huckberry waxed trucker jacket review

Now, because this series is called 5 Days, 5 Ways, not 9 Days, 9 Ways, I had to choose just a few to feature. But rest assured, you could wear the looks here with any color jacket you like.

Below, check out five ways to wear the Flint and Tinder waxed trucker jacket:

…before your S.O. tries to steal it, that is.

Monday
waxed trucker jacket outfit

Shop the outfit:

jacket in “Coal”

Wear it Well: Jacket Season <3’s Sweater Weather!

Layer up and add dark denim and Chelsea boots to keep the look crisp as the leaf pile you’re about to jump in.

RELATED: See how to wear Chelsea boots

As the weather cools down, an oxford shirt peeking out from under the sweater can add an extra layer of warmth and style.

Tuesday
mens waxed trucker jacket outfit

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jacket in “Havana”

Wear it Well: The structured fit of the trucker makes an orange sweatshirt and cargo pants look cool, not sloppy.

Accessorize with bright pops of color to brighten even the grayest days.

Love this outfit so much you want to wear it out one night? Upgrade the look with brown leather lace-up boots and a minimal wallet instead of the hip bag.

Wednesday
men's waxed trucker jacket outfit

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jacket in Navy

Wear it Well: Hump Day is the perfect day to infuse a little Western wear in your wardrobe. Throw on a denim shirt with fancy snaps, but make the look modern, not old-fashioned with black, minimal pieces.

For date night, ditch the backpack and add black leather Chelsea boots to elevate the vibe.

Thursday
Flint & Tinder waxed trucker jacket

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jacket in Forest

Wear it Well: Enchanté! A heavyweight Mariner striped shirt gives this Americana-inspired jacket a European flair.

Add a bandana, cords, and leather chukkas for a melting pot look of textures and styles.

While this sepia-toned look elicits a kind of retro vibe, you could easily change it up by swapping in dark denim or a more traditional navy and white Breton shirt.

Friday
Flint and Tinder men's waxed flannel-lined trucker jacket

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jacket in Moss

Wear it Well: Dial up the cozy factor by doubling down on flannel. Then, add some textured drawstring pants for a look that’s comfortable enough for a road trip but still looks good once you reach your destination.

If it’s still too warm for the flannel where you are, go with just the t-shirt for now. And yes, I wholeheartedly recommend swapping in a pair of Birkenstock clogs if you want a slip-on not lace-ups.


We’re teaming up with Huckberry this fall to help guys upgrade their cool weather wardrobe. Thanks for supporting the brands that make Style Girlfriend possible!