Wondering What Shoes to Wear With Skinny Jeans? Here are 7 On-Trend Men’s Styles

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Skinny jeans have a major benefit over other cuts of jeans: they’re the perfect style to show off your latest shoes or sneakers. The cuffed fit means you don’t get material bunching up and covering your foot as you might with looser styles. This means you can show your shoes off in all their glory.

When deciding what shoes to wear with skinny jeans men have plenty of options. Indigo and black skinny jeans are typically quite smart and go well with boots and shoes. Lighter shades of denim really come into their own when paired with casual shoes or sneakers.

The season also plays a bit part in the style you wear.

During fall and winter, I tend to pair my skinny jeans with leather shoes and boots. These keep your feet warm and dry and they go great with other cold-weather favorites such as sweaters and coats.

In the warmer months, canvas shoes and minimalist sneakers look great. My trusty Old Skool Vans are the pair that sees the most light, but there are plenty of other styles you could go for.

In this article, we’ll look at five shoes styles that guys can wear with skinny jeans.

What Shoes to Wear With Skinny Jeans for Men

1. Smart Shoes

Skinny Jeans Smart Shoes
Photo by Zahir Namane on Unsplash

Dress up your skinny jeans by pairing them with smart shoes. Brown is a classic color that always looks good, while black can help your outfit really stand out. While most shoes will do the job, consider going for a rounder, chunkier pair for an up-to-date look. Keep your shoes polished and in tip-top condition. You could even consider a patent pair for a look that will really stand out. Avoid pointy toes unless you want to look like you’re in a noughties indie band, which—to be fair—perhaps you do.

2. Canvas Shoes

skinny Jeans Canvas Shoes
Photo by Brooke Cagle on Unsplash

Canvas shoes and skinny jeans is perhaps the ultimate combination. Canvas sneakers are much more casual than shoes, but still have a minimalist, slimmed-down silhouette. Vans Old Skool(pictured) are probably my favorite canvas shoes to wear with skinny jeans, while high-top converse are another classic. In reality, most brands nowadays make canvas shoes so it shouldn’t be hard to find a pair you like.

3. Chelsea Boots

Skinny Jeans Chelsea Boots
Photo by Joanna Nix-Walkup on Unsplash

If you really want to make a statement, paring Chelsea boots with skinny jeans is definitely the way to go. A black pair will go amazingly well with black or indigo jeans, while brown leather or even suede is a good alternative option. Classic Chelsea boots will always look great, but you can up the stakes a little this year by choosing some with an angular sole or even going for Cuban-style boots with a higher heel.

4. Dessert Boots

Skinny Jeans Desert Boots

Dessert boots are more casual than Chelseas, but still look great with skinny jeans. You can get them in a variety of colors. I have a black leather pair and a slightly more casual grey suede pair. These are super comfy shoes that you could wear all day long.

5. Minimalist Sneakers

Skinny Jeans Minimalist Sneakers
Photo by George Van Gosh on Unsplash

At the moment it feels like sneakers can of two ways: super loud and over the top, or really pared back and minimal. I like to pair my skinny jeans with more minimal styles. Think all white or white with beige soles. A thinner, sleeker profile will complement the slimmer fit of the jeans and help avoid your feet looking too big and bulky.

6. Work Boots

Work Boots Skinny Jeans
Photo by Nathan Dumlao on Unsplash

Work boots go great with skinny jeans. Pair black boots with darker jeans or brown ones with lighter colors. Add a heavy denim jacket or winter coat depending on how warm the weather is. If you’re feeling really brave, tuck the boots into your jeans or roll the cuffs up to really show off your boots.

7. Loafers (and Boat Shoes)

Skinny Jeans Loafers
Photo by Benjamin Rascoe on Unsplash

If Chelsea boots are the smart shoes to wear with skinny jeans in winter, then loafers are the ones for summer. Make sure your jeans are cut just above the ankle and wear the loafers without socks for a modern fit. Boat shoes are a similar style that, while not quite as popular as they were a few years ago, still look great with skinny jeans.


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