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Outfit Inspiration: The Moccasin

Updated on August 6, 2024 by TMM Staff · Outfit Ideas

A morning walk in the park. A night out with the boys. Heck, even on a first date – the moccasin works in a wide spectrum of casual attire.

Photo by Alina Skazka / Pexels.com

To stand out from the sea of white sneakers, boat shoes, and slippers (oh my),, consider these elevated slip-ons. Don’t confuse them with loafers. Moccasins are casual (i.e., no suits/wool trousers) and usually come in suede or leather.

In the summer heat? Choose suede; it’s lighter than leather and cleaner than canvas. Naturally, it pairs well with summer fabrics (denim included) and looks best with shorts and cropped pants.

With only one pair of moccasins, I show you just how versatile they are. Check out these five stylish outfits. 

Outfit 1: Everyday Casual

This outfit features basic shorts, a T-shirt, and is accessorized with a Tag Heuer Aquaracer. It’s ideal for the weekend or if you’re a college student booking it from class to class.

Blue Shorts, White T-Shirt, Light washed denim jacket and Tag Heuer Aquaracer

Pop on a light-wash trucker jacket to go with the ultra-casual vibes or for a summer-to-fall transitional outfit. 

Shop This Look

Shirt (Similar): Lululemon

Denim Jacket: Lee

Shorts (Similar): State & Liberty

Watch: Tag Heuer

Shoes (Similar): BLKBRD Shoemaker

Outfit 2: Fall Super Casual

Some days are for comfort only. We completely understand. We have days where we’re too lazy to button up a shirt for 20 seconds. We consider those days tee and jean days.

: Dark Wash Jeans, Purple T-Shirt, Hoodie and Tag Heuer Aquaracer

Fall weather is unpredictable, so keep a hoodie in tow to keep you covered when the temperatures dip unexpectedly. 

Shop This Look

Shirt (Similar): Pact

Sweatshirt (Solid Alternative): Lululemon

Jeans (Similar): Paul Fredrick

Watch: Tag Heuer

Moccasins (Similar): BLKBRD Shoemaker

Outfit 3: Denim-on-Denim

One of our favorite ensembles: A clean V-neck tee paired with a rugged denim jacket makes for a masculine outfit. 

We love a good denim-on-denim outfit, but we highly recommend choosing a jacket and jeans with different washes. It’s all about coordinating your jacket and jeans, not matching the washes exactly.

Dark Wash Jeans, Purple T-Shirt, Dark Wash Denim Jacket and Vintage Omega

This outfit is where the devil is in the details. Notice how these trouser-style jeans are a departure from a classic five-pocket pair? Or how the two-tone watch creates a bit of d epth and dimension? Paying attention to the details in your ensemble shows that you took the time to consider your look. 

Shop This Look

Shirt (Similar): Pact

Jacket (Similar): Levis

Jeans (Similar): Paul Fredrick

Watch (Similar): Omega

Shoes (Similar): BLKBRD Shoemaker

Outfit 4: Smart Casual Style

Moccasins also fare well in smart casual style attire. In fact, it’s almost the ideal shoe for this style genre.

Pleated Chinos, Grey Polo, Safari Jacket and Seiko

Consider this look a few steps up in formality from the previous ultra-casual outfit. We kept everything neutral tones to let the rich color of the olive field jacket stand out.

Shop This Outfit

Polo Shirt: UniQlo

Jacket (Similar): J. Crew

Pants (Similar): Huckberry

Watch: Seiko

Shoes (Similar): BLKBRD Shoemaker

Outfit 5: Casual Fridays at Work

We think the most dressed-up moccasins can go is on dress-down Fridays. But it works so well.

Pleated Chinos, White Dress Shirt and Tag Heuer Aquaracer

When it’s time to clock out, wear a simple white dress shirt with rolled sleeves and chinos to ensure you are bar-appropriate for happy hour.

Shop This Look

Shirt (Similar): State & Liberty

Pants (Similar): Everlane

Watch: Tag Heuer

Shoes (Similar): BLKBRD Shoemaker

Wrapping Things Up

Moccasins are arguably a versatile choice of footwear in the summer — maybe even more so than white sneakers. We’ll let you be the judge of that.

You can dress them down and wear them on casual Fridays at work. Pair them with no-show socks to keep your feet dry while attaining a cleaner silhouette. It’s truly a versatile alternative to your casual kicks.

We’re curious: do you own a pair of moccasins? How do you wear them? Let us know in the comments below.

Outfit Ideas

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About TMM Staff

The Modest Man staff writers are experts in men's lifestyle who love teaching guys how to live their best lives.

If an article is published under TMM Staff, that means multiple writers worked on it. For example, sometimes several of us have experience with a certain brand, so we collaborate to publish a more thorough review.

Or, if an article was originally written by one person, but then it was updated by someone else, we'll re-publish it under TMM Staff.

Remember: all of our articles (including those below) are written by real people with decades of combined experience in men's fashion and lifestyle topics.

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