The Ultimate Guide To Wearing Men's Boots With Jeans (2024)

Unleash your style this season with our ultimate guide on pairing boots with jeans! Discover four unique, head-turning combinations that will elevate your wardrobe and confidence

With the cool and rainy season comes the time for boots. Are you wondering how you can best combine boots with jeans? We show you four extravagant combo possibilities you might not have had on your mind.

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Men's Two-Material Dress Boots with Jeans

Do you think you don't have the courage to wear such fancy boots? Dare to, because dressed and well-styled, they are definitely an it-piece. These boots have been designed by one of our customers and are as unique as all our made-to-measure boots. The facing is made of blue suede, an exquisite and resistant leather - that even Elvis sang about. The vamp is complemented by white calfskin leather, which is very soft and comfortable with beautiful broguing details. The laces and heel cap provide a slash of color with a bold red. Combine these extravagant boots with indigo-colored slim-fit jeans and a white shirt or a red sweater.

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DESIGN DRESS BOOTS

Men's Tweed Dress Boots and Jeans

This is not your everyday pair of dress boots, but it's definitely an eye-catcher. Tweed is always fashionable and pairs perfectly with jeans of any washing. The semi-broguing underlines the vintage flair, but the red laces give an unexpected twist to the look. Go for a tracker sole and be at the forefront of fashion with these boots.

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DESIGN CAP TOE BOOTS

Men's Chukka Boots and Jeans

Do you have chukka boots on your screen? They are loved by celebrities and style icons, just pay attention to their footwear and you will see. Chukkas are very classic and super versatile boots you should own. Although they are mainly worn casually, you can also style them for a formal look as long as the materials are consistent and the colors are muted, like here in our example. We love them on stylish casual looks with jeans. At Hockerty, you can design them with mixed materials and colors. Check out our 3D shoe designer and play around with all the options.

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DESIGN BROWN CHUKKA BOOTS

Men's Chelsea Boots with Jeans

Our last example is super classic and perfectly suitable for those who prefer their shoes to be simple. Nevertheless, Chelsea's are super trendy and here to stay. Of course, you can go for a very traditional and understated design and choose materials in restrained and muted colors like brown or black. OR, you can go all out and select a contrasting color for the elastic gusset. No matter what design you choose, you can be sure that jeans will always match.

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DESIGN BROWN CHELSEA BOOTS

Types of Jeans to Wear with Boots

Well, the question is not only how to combine jeans and boots but also how to wear the jeans with them. As the name suggests, bootcut jeans are made to be worn with boots. The legs are slightly flared at the bottom so they can be worn well over boots. But also straight cut jeansand even tighter cut jeans like skinny and slim are suitable in combination with boots. Here the focus is clearly on the styling! Our blog post on how to cuff jeans explains how you can fold your jeans boot-ready.

We hope you got inspired to try new boot styles! So you don't only get through winter with warm feet but also with boots that leave an admiring impression. Click through our 3D boot designer for more ideas and design the boots that truly reflect your personality.

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Boots, Jeans, and Occasions: What to Wear When

  • Casual Outings: For casual occasions like hanging out with friends or a day in the city, opt for a comfortable pair of Chelsea or Chukka boots paired with relaxed-fit jeans.

  • Business Casual: Dress boots or sleek Chelsea boots, when combined with dark wash straight-cut jeans, can look refined and professional for a business casual setting.

  • Date Night: Go for a polished look with a pair of slim jeans, tweed dress boots, and a nice jacket or blazer on top.

  • Adventure Trips: If you're heading outdoors or on an adventure trip, rugged boots with durable jeans are a must-have.

White Jeans and Boots: The Contrast of Purity and Elegance

A Bold Statement: White jeans, often perceived as audacious, can be transformed into an epitome of class when paired rightly.

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Year round Business Denim Other Clean white slim Jeans $151
Year round Business Denim Other Clean white straight Jeans $149
Year round Business Denim Other Uniform white 5 pocket slim Jeans $150
Year round Business Denim Other White straight Jeans $150
Year round Business Denim Other Uniform white buttoned straight Jeans $149
Year round Business Denim Other Uniform white denim bootcut Jeans $151
Year round Business Denim Other White cropped skinny Jeans $149
Year round Business Denim Other White slim Jeans $149
  • Chelsea Boots: Opt for a tan or chestnut Chelsea boot. The earthly tone juxtaposed against pristine white creates a visually captivating contrast.

  • Styling Tip: Complement white jeans with a navy blue blazer or a pastel shirt to balance the brightness and accentuate the boots.

Black Jeans and Boots: The Seamless Symphony of Timeless Allure

Sleek and Timeless: Black jeans are a quintessential component of a man's closet, offering the liberty to oscillate between relaxed and polished looks.

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Year round Business Denim Limited edition Washed black slim Jeans $160
Year round Business Denim Limited edition Washed black skinny Jeans $159
Year round Business Denim Limited edition True black 5 pocket skinny Jeans $149
Year round Business Denim Limited edition Vintage washed black slim Jeans $170
Year round Business Denim Limited edition True black skinny Jeans $149
Year round Business Denim Limited edition True black slim Jeans $159
Year round Business Denim Limited edition Uniform washed black straight Jeans $149
Year round Business Denim Limited edition Uniform true black slim Jeans $149
  • Lace-Up Boots: A polished pair of black lace-up boots seamlessly blends with black jeans, resulting in an elongated and sophisticated silhouette.

  • Styling Tip: Embrace a monochrome aesthetic with black jeans, perhaps a charcoal turtleneck, allowing the texture and design of the boots to shine.

Bootcut Jeans and Boots: The Classic Dance of Flare and Footwear

Classic Harmony: The very essence of bootcut jeans is to accommodate and showcase boots, exuding an air of classic charm.

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Year round Business Denim Limited edition Business clean mid blue denim bootcut Jeans $149
Year round Business Denim Limited edition Dark blue 5 pocket bootcut Jeans $149
Year round Business Denim Limited edition Uniform washed black denim bootcut Jeans $149
Year round Heritage Denim Limited edition Worker bootcut Jeans $149
Year round Casual Denim Basic Uniform Beige denim bootcut Jeans $129
Year round Casual Denim Basic Casual aged light grey bootcut Jeans $152
Year round Business Denim Limited edition Business aged 5 pocket bootcut Jeans $169
Year round Business Denim Other Uniform white denim bootcut Jeans $151
  • Cowboy Boots: Embrace the timeless Western appeal with cowboy boots, perfectly veiled by the flare of the bootcut jeans.

  • Styling Tip: Given the relaxed nature of bootcut jeans, opt for a fitted blazer or waistcoat to maintain a structured and proportional appearance.

Grey Jeans and Boots: The Subtle Harmony of Neutrals and Nuances

Understated Elegance: Grey jeans, being a neutral canvas, present endless opportunities for refined experimentation.

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  • Chukka Boots: A rich brown Chukka boot, be it leather or suede, injects warmth and texture, setting off the grey hue impeccably.

  • Styling Tip: Pair grey jeans with jewel-toned shirts, such as emerald or burgundy, to breathe life and vibrancy into the ensemble.

Ripped Jeans and Boots: The Artful Balance of Edginess and Tradition

Refined Ruggedness: Though inherently edgy, ripped jeans can be molded to resonate with a polished aura, especially with the right footwear.

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  • Combat Boots: These boots, particularly in a dark hue, elevate the distressed look of ripped jeans, offering a controlled rugged appeal.

  • Styling Tip: Given the statement nature of ripped jeans, a crisp white shirt or a neutral-toned turtleneck harmonizes the outfit, retaining focus on the jeans and boots.

How to Accessorize Your Jeans and Boots Look

Consider enhancing your boot-jean look with:

  • Belts: A leather belt that matches the color of your boots can tie the whole look together.

  • Socks: Don't shy away from showing a hint of colorful or patterned socks, especially if you're cuffing your jeans.

  • Jackets & Coats: Depending on the season, complement your boot and jeans combo with jackets or blazers, or coats to add depth to your ensemble.

Brogue Men's Chelsea Boots in green suede $241
Brogue Chelsea Boots in blue suede $241
Chelsea Boots in brown leather $241
Men's Chelsea Boots in blue suede $229
Chelsea Boots in brown waxed leather $244
Brogue Men's Chelsea Boots in green suede $237

Dressing for the Occasion: Boots, Jeans, and Event Appropriateness

When it comes to men's fashion, the versatility of boots and jeans is unparalleled. However, not every boots-and-jeans combination suits every occasion. Let's break down how to style this classic pair for various events:

  1. Casual Gatherings:

    • Jeans: Opt for a relaxed-fit or straight-cut jeans. Distressed jeans can add a laid-back vibe.
    • Boots: Desert boots or casual chukkas pair perfectly. Color choice can be adventurous - think tan, beige, or navy.
    • Key Tip: Keep it comfortable and personal. Accessorize with a casual belt and a stylish yet functional watch.
  2. Business Casual Offices:

    • Jeans: Dark wash, slim-fit jeans are your go-to. They offer a sleeker, more professional look.
    • Boots: Lean towards polished dress boots or refined Chelsea boots in classic colors like black or brown.
    • Important: Ensure your jeans are well-fitted and free from rips or excessive fading.
  3. Date Nights:

    • Jeans: Slim-fit or skinny jeans work best. They should complement your body type without being too tight.
    • Boots: Suede or leather Chelsea boots can add a touch of sophistication. Experiment with darker shades like charcoal or burgundy.
    • Remember: Balance is key. Pair with a stylish shirt and a blazer if the venue calls for it.
  4. Outdoor Activities:

    • Jeans: Durable straight-leg jeans are ideal. They should offer comfort and flexibility.
    • Boots: Rugged, lace-up boots are practical yet stylish. Look for features like waterproof materials and good grip.
    • Advice: Prioritize functionality but don't compromise on style. Earth tones work well for outdoor settings.

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Footwear Alternatives: When Boots Don't Fit the Bill

Sometimes, boots might not be the right choice. Here are some footwear alternatives that still complement jeans perfectly:

  1. Sneakers:

    • Perfect For: Casual outings, running errands, or a relaxed day out.
    • Styling Tip: Pair classic white or black sneakers with slim or straight-cut jeans. Add a casual T-shirt or a polo for an effortless look.
  2. Loafers:

    • Ideal Occasions: Semi-formal events, office wear, or smart-casual gatherings.
    • Combination Advice: Match loafers with dark-wash, well-fitted jeans. A crisp button-down shirt completes the ensemble.
  3. Boat Shoes:

    • Suited To: Summer outings, beach trips, or casual brunches.
    • Style Suggestion: Opt for light-colored jeans, preferably in a relaxed fit. Combine with a linen shirt for a breezy, laid-back appearance.
  4. Brogues:

    • Best For: Business casual settings or smart-casual events.
    • How to Wear: Choose slim-fit jeans with minimal distressing. Pair with a tailored blazer for a sharp look.

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Do's and Don'ts for Styling Boots and Jeans

Do's:

  • Do choose the right cut of jeans according to your body type and the occasion.
  • Do consider the color and material of your boots; they should complement the jeans and the setting.
  • Do pay attention to the details: a well-chosen belt, watch, or sunglasses can elevate your outfit.
  • Do cuff your jeans when appropriate; it can add a stylish flair and showcase your boots better.

Don'ts:

  • Don't wear overly distressed jeans for formal or semi-formal settings.
  • Don't overlook the importance of fit; too baggy or too tight can disrupt the outfit's balance.
  • Don't be afraid to experiment, but avoid clashing colors and overly bold patterns that don’t harmonize.
  • Don't forget about comfort; your boots and jeans should not only look good but also feel good.

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FAQ: Men's Jeans and Boots Styling

Q: Can men wear straight-leg jeans with boots?
A: Absolutely! Straight-leg jeans offer a timeless silhouette that complements various boot styles. They sit comfortably over the boots without looking too baggy or too tight, creating a balanced and stylish look suitable for both casual and semi-formal settings.

Q: Should men cuff jeans with boots?
A: Cuffing jeans with boots is popular among many men. It adds a touch of detail, showcases the boot more prominently, and can also provide a contrasting visual break between the jeans and the boot. However, whether to cuff or not depends on personal preference and the specific look one is trying to achieve. If in doubt, try both and see which resonates best with your personal style.

Q: Can guys wear skinny jeans with boots?
A: Yes, skinny jeans can be paired effectively with boots. The close fit of skinny jeans can highlight the design and form of the boots. However, it's essential to ensure the jean's hem sits appropriately, either tucking into the boot or resting just above it. Boots with a slimmer profile, like Chelsea or Chukka boots, often work best with skinny jeans.

Q: How should jeans fit over cowboy boots?
A: When wearing jeans with cowboy boots, it's best to opt for a bootcut or straight-leg jeans. These cuts allow the jeans to drape naturally over the boot without bunching up or hiding the boot's design. The hem should rest on the boot, ensuring that the decorative shaft of the cowboy boot is slightly visible when standing.

Q: Is it acceptable to wear distressed jeans with formal boots?
A: Fashion is subjective and ever-evolving, and while traditionalists might shy away from pairing distressed jeans with formal boots, contemporary style often embraces such juxtapositions. Pairing distressed jeans with formal boots can create a dynamic contrast and make a bold style statement. However, it's essential to ensure the rest of the outfit complements this choice to maintain cohesion in the overall look.

Q: Are there specific boot colors men should pair with darker jeans?
A: Darker jeans are versatile and can be paired with a wide range of boot colors. However, for a refined look, classic brown, black, or burgundy boots work exceptionally well with darker jeans. For a more adventurous style, consider contrasting colors like tan or gray.

Q: Can tall boots work for men when paired with jeans?
A: Yes, tall boots can indeed work for men, especially during colder seasons. It's essential, though, to ensure the jeans fit correctly over the boots. Slimmer jeans can be tucked into the boots, while straight-leg jeans can rest just over the boot's top.

Q: Is it appropriate to wear boots and jeans in summer?
A: While boots are traditionally associated with colder seasons, lightweight boots such as desert boots, Chukkas, or breathable leather boots can be comfortably worn in summer. Pair them with lighter-colored jeans or lighter-weight denim for a season-appropriate look.

Q: How do I care for my boots when regularly wearing them with jeans?
A: Regularly check for color transfer from jeans, especially if the jeans are new or dark-colored. Use a soft cloth to wipe your boots down after each wear. Consider using a leather conditioner for leather boots to keep them moisturized and a suede protector for suede boots to maintain their appearance.

Q: Are ankle boots a good match with cuffed jeans for men?
A: Definitely! Ankle boots and cuffed jeans create a contemporary look, allowing a slight glimpse of the ankle or sock. It adds a touch of detail and works especially well for semi-casual outings or a stylish weekend look.

Q: How do I ensure my jeans don't bunch up when wearing with boots?
A: The key lies in selecting the right jeans cut and ensuring they're of the correct length. Straight-leg or slim-fit jeans are less likely to bunch up. If they're too long, consider cuffing them or getting them tailored to the right length for a seamless fit.

Remember, the key to styling jeans with boots is to understand the aesthetic you're aiming for and ensure each piece complements the other. Embrace experimentation and wear your chosen combo with confidence!

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Alessandra Holzer Since childhood, Alessandra's fascination with fabric textures led her to specialize in textile engineering. Her personal appreciation for jeans, both common and unique, deepened her love for denim and casual wear, driven by her technical expertise and commitment to sustainable fashion. With a keen sense of fashion and the ability to recommend the perfect pair of jeans for every body type and style, Alessandra, our jeans guru, will guide you through the world of denim and casual wear, ensuring you feel comfortable and stylish simultaneously.

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The Ultimate Guide To Wearing Men's Boots With Jeans (2024)
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