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5 Rules On Wearing Dress Shoes With Jeans

Do you ever find yourself wondering if it's even possible to wear dress shoes with jeans? I’m here to tell you that it is.

wearing dress shoes with jeans

The key to pulling off this look seamlessly is abiding by a few rules. The 5 dress shoe and jean rules to be exact.

So what are these style rules?

  1. Wear the right jeans
  2. Choose the right dress shoes
  3. Balance the other elements
  4. Use the right combinations
  5. Know the occasion

Dress Shoes With Jeans Tip #1: Wear The Right Type of Jeans

Straight vs Slim vs Skinny Jeans Silhouette
Not all jeans are created equal…choose dark-colored, straight or slim-fitted denim for this look.

There are a million types of jeans out there. Well, maybe not that many – but a lot.

While all jeans are casual there are some kinds that are dressier than others. Opt for the dressier variety.

Distressed jeans, jeans with holes, and jeans with a lighter wash are all ultra-casual and will NEVER go well with dress shoes.

Instead, opt for denim that fits well in the waist and the hips. Watch the length of the jeans and see to it that they are not too long and drag.

Find jeans that have a more tapered fit at the bottom. Boot cut jeans will not work with dress shoes.

Never go with a baggy fit but opt for a slim or regular cut.

What about skinny jeans? Avoid these. Skinny jeans are way too tight around the legs, and the dress shoes will look more like clown shoes.

skinny jeans
While being acceptable with casual types of shoes, combining skinny jeans with dress shoes is a bad idea.

As for color you will not go wrong with dark indigo jeans or even a black pair.

It may surprise you but colored denim – provided it is the right fit and length – can work with black or dark brown dress shoes.

The main thing to make sure of is that there is enough contrast between the shoes and the jeans so they do not appear to match exactly.

Dress Shoes With Jeans Tip #2: Find The Best Dress Shoes To Wear With Jeans

brown dress shoes with jeans
Avoid Wholecuts or Oxfords, they're too formal for jeans. Instead, opt for the Derby and slip-on styles shown above.

It’s not just the jeans that play a part in making sure that your whole ensemble works.

It is equally important to be mindful of the dress shoes that you choose.

When picking out dress shoes select a pair that leans more on the casual side.

Oxford shoes are great dress shoes but they are on the more formal end of the spectrum and will therefore not work with jeans.

A better style to go with is the Blucher, Derby, or loafer shoe style.

The shape, construction and vamp placement of these shoes lend a more casual vibe than compared to Oxfords.

Bluchers use open-laced construction, as opposed to the closed-lacing in Oxfords. The vamp is sewn over the shoe rather than under it, making for a slighter bulkier look.

Derby shoes are similar to Bluchers in their open-laced style. The Derby uses two elongated quarters sewn together at the heel The Blucher uses two small leather pieces sewn to the vamp.

Loafers are regarded as ideal summer shoes despite their Norwegian origins. They blend in seamlessly with jeans. Black loafers are still considered casual so wear them with confidence.

Other options for shoes like monk straps, desert boots, chukkas and slip-ons will work beautifully when paired with jeans.

Dress Shoes With Jeans Tip #3: Balance Other Elements of Your Outfit

4 Men's Dress Shirts
Dress shirts perfectly complement jeans and dress shoes.

Even though you’re wearing jeans – the fact you've chosen dress shoes as your foundation means you need to elevate the whole look.

A T-shirt or sweatshirt just isn't going to cut it. Balance out the look with a well-fitted collared button-down or dress shirt.

Keep your accessories simple.

Consider completing your ensemble with a hat if you are confident that you can pull that off, and if wearing the above-mentioned dress shirt consider a wool or woven necktie.

Every element in your ensemble should match your chosen dress shoe.

Tip: If you are a larger man be aware that dress shoes can make your feet appear smaller. Tread carefully combining dress shoes and jeans if you have a larger midsection.

A beautifully cut sports jacket is a great option if you are looking for flattering clothes for big stomachs. This can bring balance back into the outfit and prevent you from appearing disproportionate.

Dress Shoes With Jeans Tip #4: Use The Right Combinations

By bringing dress shoes into the equation, you have to keep your other leathers in mind.

The basic rule of thumb is to match your leathers such as a leather watch strap.

match leather color in man's outfit

That being said, they don't need to match exactly. The closer you get them, the better.

You can make your life easier by nailing the most visible piece of leather most men wear apart from shoes: the belt. Businesses like Anson offer interchangeable micro-adjustable holeless belts in premium full-grain leather. Even a small number of swappable buckles and belts can compound to give you a great number of options for any occasion.


Example: Pairing brown shoes with a cordovan belt wouldn't work. The reddish hue in the cordovan would clash too much. However, you would get away with matching the shoes to a chocolate leather belt (even though chocolate is lighter).

What about suede?

Though it is leather, the rough texture in suede offers more wiggle room. You could wear suede dress shoes with a leather belt sporting more contrast between them.

Can you wear black dress shoes with jeans?

Black is hailed as a fundamentally formal color. Even then, it's possible so long as the leather doesn't shine. Broguing or other decorations would help to enhance this look.

Dress Shoes With Jeans Tip #5: Know The Occasion

A Guide To Social Dress Codes For Men
Discover my full guide on dress codes for men.

You face a challenge with this look – is it formal, or casual?

You can wear them to most business-casual occasions. The combo can easily be upgraded with a sports jacket that will bring it to the next level.

Then again, keep in mind that jeans are casual. You cannot wear this combination to any event requiring formal or black-tie wear. Never wear dress shoes and jeans to a wedding. It is not a suit, despite how good it looks.

Is It OK To Wear Dress Shoes With Jeans? Summary

The answer is yes, you can. There are a few things to consider, though…

The whole ensemble has to match the caliber of the shoes. Your jeans can't be raggedy or have tears – they need to be well-fitted and clean.

Your shoes can't be too formal for the occasion. That means Oxfords are out. Finally, you have to match your leathers.

Follow these rules, gents, and you'll rock this look.

FAQs: Rules On Wearing Dress Shoes With Jeans

What color dress shoes go best with jeans?

Brown and burgundy dress shoes are often a good match for jeans. They bring a casual yet sophisticated look. Black dress shoes can also work, especially for darker jeans and more formal occasions.

What style of dress shoes should I wear with jeans?

Loafers, brogues, derby shoes, and oxfords are all types of dress shoes that pair well with jeans. The choice depends on how formal or casual you

Can I wear dress shoes with ripped jeans?

It's typically best to avoid wearing dress shoes with ripped jeans as they are two extremes on the fashion scale. The formality of dress shoes usually doesn't align with the casual, worn-in style of ripped jeans.

Should the color of my dress shoes match the color of my belt?

Yes, it is a traditional rule in men's fashion that the color of your dress shoes should match the color of your belt. This helps create a unified, coordinated appearance.

What type of jeans go best with dress shoes?

Dark, well-fitted, straight or slim-fit jeans typically pair best with dress shoes. Avoid loose or baggy styles as they can detract from the sophistication that the dress shoes add.

Are there specific occasions where wearing dress shoes with jeans would be appropriate?

Wearing dress shoes with jeans is usually suitable for smart casual or business casual events. This can range from casual Fridays at the office, dinners out, dates, or parties.

Can I wear dress shoes with jeans for a business casual look?

Yes, pairing dress shoes with jeans can create an effective business casual look. Choose a clean, well-fitted pair of jeans and formal dress shoes for this style.

What socks should I wear when pairing dress shoes with jeans?

When wearing dress shoes, it's often best to stick with dress socks. The color of the socks should ideally match your shoes or jeans to maintain a coordinated look.

Can I wear dress shoes with light-colored jeans?

While it's typically easier to pair dress shoes with darker jeans, you can still wear them with lighter jeans. The key is to ensure your shoes aren't overly formal and that the rest of your outfit aligns with a more casual aesthetic.

Can I wear dress shoes with jeans in any season?

Yes, this combination can work in any season. However, be aware that weather conditions like rain or snow can damage some types of dress shoes, especially those made of sensitive materials like suede.

Can I wear monk strap dress shoes with jeans?

Absolutely. Monk strap shoes are versatile and can add a bit of flair to your jeans outfit, making them a great choice for a smart casual look.

How do I choose the right dress shoes for my jeans outfit?

Consider the cut and color of your jeans, the occasion, and the rest of your outfit. For a harmonious look, your shoes should not only match your jeans but also complement the style and color of your shirt, jacket, and accessories.

Can I wear Chelsea boots as dress shoes with jeans?

Yes, Chelsea boots are a great choice as they combine the sophistication of dress shoes with a slightly more casual feel, making them perfect to pair with jeans.

Is it okay to wear patent leather dress shoes with jeans?

Generally, patent leather shoes might be too formal to pair with jeans. They are typically reserved for more formal attire.

Should my jeans cover the top of my dress shoes?

Ideally, your jeans should rest lightly on the top of your shoes. Too much break (material bunching up over the shoe) can look sloppy, while no break (jeans not reaching the top of the shoes) can look overly formal or ill-fitted.

Can I cuff my jeans when wearing them with dress shoes?

Yes, cuffing your jeans can add a stylish touch to your outfit. It can also help ensure your jeans are at the correct length to meet your dress shoes appropriately.

Can I wear wingtip shoes with jeans?

Wingtip shoes can definitely be worn with jeans for a look that is both smart and slightly vintage. They add a distinctive touch to the outfit.

What is the key to pulling off the dress shoes and jeans look?

The key is balance. The formality of your shoes should match the formality of your jeans and the rest of your outfit. Moreover, your jeans and shoes should both fit you well and be suitable for the occasion and setting.

What to read next? Find out 10 essential shoes every man should own.

Click below to watch the video – Wear Dress Shoes With Jeans & Look Amazing:

The post 5 Rules On Wearing Dress Shoes With Jeans appeared first on Real Men Real Style.

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