This post may contain affiliate links. At no cost to you, we may earn a commission. See our full disclosure for more info.

Can You Wear Boots with Shorts, Guys?

As the warm weather rolls in, you might find yourself wondering what’s the best way to style your shorts. Can you wear boots with shorts? The answer is yes, but there’s a right way to do it. Guys, believe it or not, you can totally rock this combo, making it a versatile and fashionable choice for the season.

When it comes to pairing boots with shorts, the key is to match the right types of boots and shorts together, keeping in mind the overall vibe you’re aiming for – be it smart, classy, or casual. With proper guidance and a keen sense of style, you’ll be turning heads and enjoying the breezy comfort of shorts while still rocking your favorite boots.

Key Takeaways

  • Boots can be stylishly worn with shorts when paired correctly.
  • Consider the types of boots and shorts that best match your desired style.
  • Celebrities and influencers have showcased successful examples of this fashion combo.

Can You Wear Boots with Shorts: A Style Combo

Hey, guess what? You can definitely wear boots with shorts! It’s a cool and trendy style combination that works for both casual and dressed-up occasions. Just follow a few simple tips to make sure your outfit looks on-point.

First, choose the right boots. You don’t want to wear heavy work boots or anything with a super thick sole. Instead, opt for boots that are comfortable and match well with your shorts. Ankle boots, Chelsea boots, or even cowboy boots can work really well with shorts.

When pairing your boots with shorts, consider the length and style of your shorts. Generally, slim-fit or tailored shorts look great with boots. Jean shorts or chino shorts can be perfect choices that can be dressed up or down, depending on the event.

To strike a good balance between your boots and shorts, think about the color and material of both items. You want to create a cohesive look, so try matching leather boots with leather shorts, or denim shorts with a pair of suede boots. Also, keep an eye on the color palette – a safe bet is to stick with neutral tones like brown, black, and beige.

Don’t forget to accessorize to add some character to your outfit! A cool belt or some interesting socks can really make your boots-with-shorts combo stand out.

Lastly, remember that confidence is key. Rock that boots-with-shorts outfit with pride, and you’ll pull off this stylish look with ease. Now go ahead and experiment with different combinations – you’ve got this!

Dos and Don’ts for Wearing Boots with Shorts

Here are some dos and don’ts for wearing boots with shorts that will help you look great. Remember to have fun with it!


  • Choose the right boots: When wearing boots with shorts, make sure you pick the right style. Ankle, lace-up, or chunky boots can look great with shorts. Just avoid wearing work boots or chunky ones that might not match well.
  • Pick the right shorts: Denim shorts, high-waisted shorts, or linen shorts can look great with boots. Make sure you feel comfortable in your outfit.
  • Show off your legs: Boots with shorts can emphasize your legs, so go ahead and feel confident wearing this combination.
  • Play with proportions: Mixing the length of your shorts and the height of your boots can create different looks. Experiment with different combinations and find what works best for you!


  • Wear heavy boots: Avoid heavy boots like work boots with shorts, as it won’t look stylish and might come off as uncomfortable.
  • Overdo it: Be careful not to wear too many bold patterns or colors, as it can look chaotic. Stick to one statement piece and keep the rest of your outfit more neutral.
  • Be afraid to try different styles: Don’t be stuck to one type of boot or shorts – explore different styles to see what suits you best!
  • Forget about comfort: Make sure your boots are comfy to walk in. It’s important to feel at ease while looking fashionable!

Happy styling! And remember, wear your boots and shorts combination with confidence.

Choosing the Right Boots

When it comes to pairing boots with shorts, there are a few key styles to consider for the optimal look. By choosing the right type of boots, you can achieve a stylish and comfortable outfit. In this section, you’ll find information about ankle boots, combat boots, desert boots, and Chelsea boots, to help you make the best choice for your outfit.

Ankle Boots

Ankle boots are a versatile, casual choice that complements many shorts styles. These boots typically reach just above your ankle, making them a comfortable option for warmer weather. To create a balanced look, try pairing ankle boots with fitted denim or tailored shorts. Opt for neutral colors or earthy tones to seamlessly match with your shorts.

Combat Boots

Combat boots offer a bold, edgy look that works well with shorts if you’re going for a casual yet trendy style. These boots often feature laces and a chunky sole, making them ideal for pairing with cargo shorts or distressed denim. When wearing combat boots, choose a pair that complements your shorts and doesn’t overpower your outfit – think about sticking to muted colors like black, gray, or brown.

Desert Boots

Desert boots, also known as chukka boots, are a popular choice for dressing up casual shorts. These boots strike the perfect balance between casual and smart, making them suitable for a variety of occasions. Desert boots typically have a suede or leather upper and a crepe sole, which pairs well with tailored shorts or chinos. To keep your look polished, choose desert boots in versatile colors like tan, beige, or navy.

Chelsea Boots

Chelsea boots are a classic choice for adding a touch of sophistication to your outfit. These boots feature a smooth, slip-on design, usually with an elastic panel on the sides for easy wear. Chelsea boots work well with tailored shorts or slim-fit denim, giving you a modern and fashionable look. Consider opting for leather Chelsea boots in neutral colors like black, brown, or gray to ensure a versatile outfit.

Remember, selecting the best boots for your shorts can greatly enhance your overall look. Consider factors like color, style, and comfort when making your choice and always stick to a pair that complements your unique style.

Shorts Selection for a Boots Combo

When you want to rock shorts with boots, it’s important to pick the right combo that will complement your style. In this section, we will discuss three types of shorts perfect for pairing with boots: Denim Shorts, Chino Shorts, and Cargo Shorts.

Denim Shorts

Denim shorts are a classic choice for pairing with boots. They provide a casual, laid-back look that’s perfect for any casual outing. Choose shorts that end above the knee to maintain balance and proportion in your outfit. Pair your denim shorts with a solid-colored t-shirt or button-up shirt for a stylish combo.

Top Tips:

  • Choose shorts with a comfortable fit, not too tight or loose.
  • Experiment with different washes and finishes for variety.
  • Opt for distressed denim to add some edge to your look.

Chino Shorts

Chino shorts offer a slightly more polished option for wearing with boots. They’re versatile and can be dressed up or down depending on the occasion. Choose chino shorts in a slim or tailored fit that end just above the knee. Pair them with a casual shirt or even a lightweight blazer for a smart-casual look.

Top Tips:

  • Look for shorts in neutral colors, such as khaki, navy, or olive.
  • Avoid pairing chino shorts with chunky or overly rugged boots.
  • Opt for a clean, streamlined look with minimal accessories.

Cargo Shorts

Cargo shorts are known for their functional pockets, offering both style and utility. They’re a great choice for pairing with boots if you’re going for an adventurous, outdoorsy vibe. Choose cargo shorts made of durable materials, like cotton or cargo blends, that end just above the knee.

Top Tips:

  • Stick with functional and practical pockets – avoid overly large or decorative pockets.
  • Choose cargo shorts in earthy tones, like brown, green, or beige.
  • Pair them with hiking or rugged-looking boots to complete the look.

Occasions to Rock Boots and Shorts

Casual Outings

Boots and shorts can be a comfortable and stylish choice for casual outings, such as meeting friends for coffee or going shopping. Choose a pair of boots that are not too heavy and match well with your shorts. For example, ankle boots or chukka boots would be a great option. Pair them with denim or chino shorts that hit an inch or two above your knees, ensuring your legs don’t look disproportionate.

Festivals and Concerts

Music festivals and concerts are perfect occasions for you to wear boots with shorts. This combination allows you to enjoy the outdoor atmosphere while keeping your feet protected and comfortable. Cowboy boots or combat boots can add a unique touch to your outfit. Just make sure to wear lightweight shoes with good breathability, so your feet won’t sweat. Remember to opt for shorts made of breathable material like cotton or linen to ensure you stay cool throughout the event.

Beach Adventures

Believe it or not, boots and shorts can also be a suitable option for beach excursions. When you’re exploring beach areas with rugged terrain or rocky shores, wearing lightweight and waterproof hiking boots can provide the necessary support and protection for your feet. Pair them with quick-drying shorts, but remember that very short shorts may look too casual for this setting. Stick to lengths that are an inch or two above your knees, and enjoy your beach adventure with confidence and style.

Top Celebrities and Influencers Who’ve Nailed the Look

Hey there! If you’re wondering whether you can wear boots with shorts, as a guy, the answer is definitely yes. Several celebrities and influencers have shown us how it’s done, and we’re going to share their style inspiration with you.

Zayn Malik is a great example of how to pull off the boots and shorts combo. He has been spotted rocking this look with a simple T-shirt and textured ankle boots. To get this style, opt for neutral or earth-toned shorts and pair with a solid color tee.

Zac Efron also nailed the look with a versatile approach. He pairs his shorts with desert boots or chukka-style boots. This style works perfectly for a casual day out or even a summer day at the beach.

Remember David Beckham? Of course, you do! Beckham has sported the boots and shorts trend many times. He likes to keep it classic and polished, often choosing a crisp white shirt, tailored shorts, and sleek leather boots.

Want some influencer inspiration as well? Check out these style icons:

  • Alex Costa: His Instagram feed shows him pairing suede Chelsea boots with denim shorts, creating a dapper yet casual vibe.
  • Adam Gallagher: He often styles his outfits with ankle boots and tailored shorts for a more refined and sophisticated look.

Here’s a simple tip to follow when pairing boots with shorts for guys:

  • Balance the look by choosing the right length of shorts and keeping the overall color palette simple and cohesive.

Now that you have all this inspiration, go ahead and experiment with the boots and shorts combo! Remember to have fun with the style, and don’t be afraid to express your unique personality.

Frequently Asked Questions

Is it fine to pair Chelsea boots with shorts for men?

Yes, you can pair Chelsea boots with shorts for a stylish look. Stick to lighter colorways and materials like suede for a casual and versatile outfit. Just make sure your shorts are tailored and not too baggy.

Can tall boots work well with shorts?

Tall boots can work with shorts, but it’s important to find the right combination. Avoid pairing tall boots with very short or tight shorts. Instead, opt for longer shorts that provide a balanced look.

What are some outfits for guys wearing combat boots and shorts?

For a casual outfit, pair combat boots with denim or cargo shorts. Choose a simple t-shirt to keep the focus on the boots and shorts. If you want a more edgy look, add accessories like a leather jacket or bandana.

Is it socially acceptable for men to wear cowboy boots with shorts?

Yes, men can wear cowboy boots with shorts. To pull off this look, pair cowboy boots with denim cutoffs or classic khaki shorts. Complete the outfit with a button-up shirt or casual tee. Just remember to keep the rest of your outfit simple to balance the cowboy boots.

How do men style boots in summer?

To style boots in summer, opt for lighter materials like suede and choose boots in lighter colorways. Pair them with breathable and lightweight shorts, like linen or cotton. Complete the look with a light shirt or polo to keep cool and stylish.

What are some shorts and boots outfit ideas for men?

  1. Suede Chelsea boots with khaki shorts: Pair tan suede Chelsea boots with tailored khaki shorts for a stylish summer look. Add a casual button-up shirt or polo to complete the outfit.
  2. Combat boots with cargo shorts: Choose black or brown combat boots and pair them with cargo shorts for a rugged, casual look. Add a simple t-shirt or henley for a comfortable outfit.
  3. Cowboy boots with denim cutoffs: For a country-inspired look, rock cowboy boots with denim cutoffs. Keep it simple with a plain tee or button-up shirt.
  4. Chukka boots with linen shorts: Pair suede chukka boots with lightweight linen shorts for a comfortable and fashionable summer outfit. Add a light dress shirt or polo to finish the look.

Similar Posts