Men’s Fall Fashion: The 2025 Hit List

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I’m about to say something controversial, but there’s a chance you actually have enough clothes. So many, in fact, that when you go to open your closet on a brisk September morning, you don’t even know where to start with pulling together a stylish men’s fall fashion look. But, don’t fret. Because I have discovered a solution.

Sprinkle in a few fresh items each season to make getting dressed easier, and even more fun.

Why? Because you get excited to plan outfits around these new “hero” pieces of your wardrobe.

So, I made you a list.

Below, you’ll find the top three men’s fall fashion staples to add to your closet in 2025in descending order of the impact they’ll make to your cool weather wardrobe. Even better? They’re all available on Huckberry.

And yes, of course you’ll find outfit ideas for how to wear them, too. You know I’ve got you…

Men’s Fall Fashion Staple #1
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Maybe when pulling your cold weather pieces out of storage, you find your favorite plaid shirt just a little too frayed. Or a buffalo sauce stain attained during last year’s college football season has set in an unfortunately visible place on your tried and true crewneck sweatshirt.

Whatever the reason, when it comes to men’s fall fashion, a sweater vest is the stylish upgrade your light layer rotation has been missing.

Find one you love and actually want to leave the house wearing, and you’ll be shocked you lived this long without one.

This Corridor sweater vest is that sweater vest.

How to wear it:

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Shop the outfit:

SG SAYS: A crewneck, long-sleeve sweater will always have a place in your fall wardrobe, but this a sleeveless version adds a fresh vibe to your cool weather closet.

Plus, it gives you options. A tee underneath for early fall, and long sleeves later on.

An understated accessory like a chain necklace that sits right below the collarbone elevates the overall outfit for a fall look that really pops.

Men’s Fall Fashion Staple #2
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Pants are an easy place to get lazy with your fall style.

Should I wear jeans today? Or…jeans?

So, make the move now to do something different this season. Add a pair of workwear pants to your weekly rotation, like this pair from Proof.

How to wear them:

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SG SAYS: Wear your workwear pants with a textured sweater vest and slip-ons for a casual office.

On the weekends, swap in a tee to make the look lean more off-duty.

Men’s Fall Fashion Staple #3
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Is it possible your best boots have seen their best days?

If the leather is pulling away from the sole in a way that even your cobbler says can’t be fixed, consider tapping in these Quoddy lug sole chukka boots for fall 2025.

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Shop the outfit:

SG SAYS: This shoe blends your go-to lace-ups with a boat shoe vibe for an easy-to-slip-on shoe that works with sweats to chinos and every casual pant in between.


More Men’s Fall Fashion Stories from SG HQ


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