How to Wear Boots With Shorts

Do you want to add a fashion-forward edge to your outfit? Do you ever feel like you want to bring a little something extra to your stylish looks? One way to do that is by effectively pairing boots with shorts. Feel free to push the boundaries of traditional warm-weather attire by pairing boots with shorts!

How to Wear Boots With Shorts

While it may not be the most obvious combination, this style can add an exciting flair and create eye-catching ensembles! This unexpected look can give any ensemble a distinctly bold and confident vibe. From chunky combat boots cowboy boots, and Chelsea styles, many boot variations look amazing when paired with shorts.

So don’t shy away from this trend—read on for our helpful tips on how to wear boots with shorts! In this blog post, we look at ways of ensuring your boots and shorts pairings always hit the mark. We’ll discuss how to choose the right boot for accompanying different fabric materials and styles of shorts and give examples of how best to rock the combo during all seasons. Let’s get started!

Necessary Items for Wearing Boots With Shorts

Before we dive into the different ways to style this combination, let’s ensure you have all the necessary items in your wardrobe. To rock boots with shorts effortlessly, here are a few things you must have:

  • Boots: As the main item in this look, boots come in various styles and materials. The most popular options include chunky combat boots, ankle boots, cowboy boots, and Chelsea boots. Choose the style that suits your personal taste and comfort level.
  • Shorts: When wearing shorts with boots, you can choose denim shorts, leather shorts, or silk shorts for a more elevated look. Ensure you have a few pairs of well-fitted shorts to create different looks.
  • Tops: Since boots and shorts make for an edgy look, it’s always best to balance it with a more feminine top. Opt for flowy blouses, crop tops, or a basic t-shirt, depending on the occasion and style.
  • Accessories: Depending on the overall vibe you want to achieve, you can add various accessories to your outfit. A statement belt, a chic scarf, or a trendy hat can elevate your ensemble and make it more interesting.

Now that we have all the necessary items let’s move on to how to style them differently!

10 Steps on How to Wear Boots With Shorts

Step 1: Casual Chic

Pair your chunky combat boots with loose-fitting denim shorts and a basic white t-shirt for a laid-back and effortless look. Add accessories like a statement belt and a fedora hat for an added touch of style.

Pair Your Chunky Combat Boots

Step 2: Western Vibes

To achieve a western-inspired look, opt for cowboy boots and pair them with high-waisted denim shorts. Tuck in a plaid shirt and add a bandana around your neck for an extra style element.

Step 3: Summer Ready

Who said you can’t wear boots in the summer? Pair your ankle boots with flowy silk shorts and a breezy off-the-shoulder blouse to create a summery look. Add some dainty jewelry to complete the look.

Step 4: Fashion Forward

Pair your black leather shorts with combat boots and a statement blouse for a more fashion-forward look. Throw on a blazer for an extra touch of sophistication.

Step 5: Monochrome Magic

Create a sleek and stylish look by pairing black ankle boots with denim shorts. Add a pop of color with a bright top or accessories to break up the monochromatic outfit.

Step 6: Elevated Casual

For a casual yet elevated look, pair your Chelsea boots with high-waisted denim shorts and a classic white button-up shirt. Add a structured blazer for a more put-together look.

Step 7: Girly Edge

If you want to add some edge to your girly outfits, pair lace shorts with chunky combat boots and a flowy blouse. This combination is perfect for creating an edgy and feminine look.

Step 8: Athleisure Style

Pair your biker shorts with chunky sneakers or combat boots for a sporty and trendy look. Add an oversized graphic t-shirt and a fanny pack to complete the athleisure vibe.

Step 9: Transitional Weather

When transitioning between seasons, pair your knee-high boots with denim shorts and a cozy knit sweater for a chic yet weather-appropriate look.

Step 10: Night Out

Pair your leather shorts with thigh-high boots and a sequin top for a bold and glamorous look for a night out. Add some statement accessories to complete the ensemble.

Leather Shorts With Thigh High Boots

As you can see, there are endless ways to wear boots with shorts. With these tips, you can easily incorporate this trendy combination into your wardrobe and create stylish outfits for different occasions. The key is to balance the edginess of boots with softer, more feminine pieces and accessories.

8 Care Tips for Your Boots

To ensure your boots last for years to come, here are some tips on how to take care of them:

1. Wipe Off Any Dirt or Debris

After each wear, use a damp cloth to wipe off any dirt or debris from your boots. This will prevent them from building up and causing damage.

2. Let Them Air Dry

Avoid using a hairdryer or any source of heat to dry your boots. Instead, let them air dry naturally to avoid damaging the material.

3. Protect Them from Rain and Snow

To avoid water damage, use a waterproof spray on your boots before wearing them in rainy or snowy weather.

4. Use Conditioner for Leather Boots

If you have leather boots, invest in a good quality conditioner to keep the material soft and supple. This will prevent them from cracking or drying out over time.

5. Store Properly

Store your boots in a cool and dry place to avoid mold or mildew growth when not in use. You can also stuff them with newspaper to help retain their shape.

6. Rotate Your Shoes

To prevent excessive wear and tear, rotate between different pairs of boots to give them a break and extend their lifespan.

7. Avoid Direct Sunlight

Direct sunlight can fade the color of your boots, so it’s best to avoid leaving them in direct sunlight for extended periods.

8. Get Them Professionally Cleaned

If your boots are made from delicate materials or have tough stains, it’s best to take them to a professional cleaner rather than attempting to clean them yourself.

By following these care tips, you can ensure your boots stay in excellent condition and continue to elevate your outfits for years to come. Experiment with different styles and create unique looks with this versatile footwear option.  So don’t be afraid to rock those boots with shorts and make a fashion statement! 

Your Boots Stay in Excellent Condition

Frequently Asked Question

Can I Wear Boots With Any Type of Shorts?

Yes, you can! Various types of shorts work well with boots, from denim and leather to silk and lace. Just make sure the proportions and overall style of your outfit are balanced.

What Type of Boots Should I Wear With Shorts?

It depends on the look you want to achieve. Combat boots, cowboy boots, ankle boots, and thigh-high boots are great pairing with shorts. Choose a style that complements your outfit and personal style.

Can I Wear Boots With Shorts in the Summer?

Absolutely! As mentioned earlier, you can create a summer-ready look by pairing ankle boots with flowy shorts and a breezy top. Just make sure the materials of your boots are breathable to keep your feet cool.  As long as you feel comfortable and confident in your outfit, there’s no reason not to wear boots with shorts in the summer.

Do I Need Special Socks for Wearing Boots With Shorts?

Not necessarily. However, if you are wearing knee-high boots with shorts, it’s a good idea to wear longer socks or tights to prevent your skin from showing. For other types of boots, you can opt for low-cut socks or even go sockless, depending on the weather and your preference.

Wear Longer Socks

How Do I Know If My Boots and Shorts Outfit Looks Good?

Fashion is all about personal style and experimentation, so there’s no right or wrong answer. However, you can use the tips and outfit ideas mentioned in this document as a guide to create stylish and balanced looks.


Boots and shorts may seem odd, but they can create chic and edgy looks for various occasions when styled correctly. From summer outfits to night-out ensembles, there are endless ways to incorporate this trend into your wardrobe.

Just remember how to wear boots with shorts, balance the edginess of boots with softer pieces, and take care of them properly to ensure they last for years. So, don’t be afraid to step out of your fashion comfort zone and try this trendy combination!

Photo of author

Matt Clark

Hi, this is Matt, and I am a leathercraft hobbyist. I have been working with leather for quite a bit of time. When I was a teenager, my father taught me the basics of leathercraft. Along the way I have learned a lot of things about leather work leather items, restoring leather, and creating leather accessories. I started this blog to share my knowledge of leatherworking with others and help people learn about this amazing craft. I also wanted to create a community of like-minded people who could share ideas and support each other in their leatherworking journey.

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