How to Style Shorts: Your Ultimate Guide to Looking Chic

Learn how to rock your shorts.
Shorts are a wardrobe staple, especially when the weather heats up. But knowing how to style shorts so that they look both chic and comfortable can be a bit of a challenge. Whether you’re heading to a casual brunch, a day at the beach, or even a night out, the right pair of shorts can be versatile and stylish with just a few key styling tips. In this guide, we’ll explore different ways to style shorts, discuss the best types of shorts for various body types, and provide outfit inspiration for every occasion.

Finding the Perfect Pair of Shorts

Understanding Your Body Type

Before diving into how to style shorts, it’s important to understand your body type. How to style shorts? The right pair of shorts can accentuate your best features and make you feel confident. Here’s a quick breakdown:

  • Pear-shaped body: Opt for high-waisted shorts that cinch at the waist and flare out slightly. This style balances out your proportions by highlighting your waist and giving a little extra room around the hips.
  • Hourglass figure: Go for fitted shorts that emphasize your curves. A pair with a belt or drawstring can help define your waist even more.
  • Athletic build: Look for shorts with details like pleats, pockets, or ruffles that add volume and create the illusion of curves.
  • Apple-shaped body: Choose mid-rise shorts that sit just below the belly button. A-line or flowy shorts can help create a more defined waistline.

Choosing the Right Fabric

How to style shorts? The fabric of your shorts plays a huge role in both comfort and style. Here are some common materials and when to wear them:

Learn how to rock your shorts.

  • Denim: A classic choice for a casual look. Denim shorts are durable and versatile, making them perfect for day-to-day wear.
  • Cotton: Lightweight and breathable, cotton shorts are great for hot summer days. They’re also easy to dress up or down.
  • Linen: Ideal for an effortless, breezy look. Linen shorts are perfect for beach days or outdoor events.
  • Twill: A more structured option that’s great for a polished, put-together look.

Casual Daytime Looks

Classic Denim Shorts

Denim shorts are a wardrobe must-have for a reason. They’re easy to style and work well with just about any casual outfit. For a laid-back daytime look, pair your denim shorts with a simple t-shirt or tank top. Add a pair of white sneakers or flat sandals, and you’re ready to go.

To elevate the look, consider adding a lightweight cardigan or kimono. This not only adds a layer of interest but also provides a bit of coverage if the temperature drops. A crossbody bag and some sunglasses complete this easy, stylish look.

High-Waisted Shorts with a Crop Top

High-waisted shorts have made a big comeback in recent years, and they’re perfect for creating a chic, casual outfit. Pair them with a crop top for a fun, youthful vibe. This combination is particularly flattering because it highlights your waist and elongates your legs.

If you’re not comfortable showing too much skin, you can opt for a longer crop top that just meets the top of your shorts. Throw on some espadrilles or slip-on sneakers, and you’ve got a great look for running errands or grabbing coffee with friends.

Linen Shorts with a Button-Down Shirt

Linen shorts are ideal for staying cool while looking effortlessly stylish. For a casual yet polished look, pair your linen shorts with a button-down shirt. You can either tuck the shirt in for a more structured look or leave it untucked for something more relaxed.

Add a pair of strappy sandals and a wide-brimmed hat for a chic, summer-ready outfit. This look is perfect for brunch, a day of shopping, or any outdoor event where you want to stay comfortable yet stylish.

Dressing Up Shorts for a Night Out

Tailored Shorts with a Blouse

Shorts aren’t just for casual outings; they can also be dressed up for a night out. Tailored shorts are a great option for this. They’re more structured and often come in materials like twill or silk blends that give them a more polished look.

Pair your tailored shorts with a silky blouse or a dressy top. Add some heeled sandals or ankle boots, and finish the look with statement jewelry. This outfit is perfect for a dinner date or a night out with friends.

Leather Shorts with a Blazer

For a more edgy, sophisticated look, consider leather shorts. Leather adds a bit of luxury and edge to your outfit, making it perfect for evening wear. Pair your leather shorts with a fitted blazer and a tucked-in top.

Complete the look with some pointed-toe heels and a clutch bag. This outfit is ideal for an upscale event or a night at a trendy bar. The combination of the structured blazer and the edgy leather shorts creates a balanced, fashion-forward look.

Sequined Shorts for a Glamorous Night

If you’re heading to a party or a special event, sequined shorts can make a bold statement. Keep the rest of your outfit simple to let the shorts shine. A solid-colored top, preferably in black or white, works best.

Pair your sequined shorts with high heels and minimal accessories to avoid looking over-the-top. This look is perfect for holiday parties, New Year’s Eve, or any event where you want to stand out.

Learn how to rock your shorts.

Beach and Vacation Styles

Flowy Shorts with a Bikini Top

For a beach day or tropical vacation, flowy shorts are a comfortable and stylish choice. Pair them with a bikini top or a crop top for a laid-back, beach-ready outfit. The flowy material will keep you cool, and the relaxed fit is perfect for lounging by the water.

Add a pair of flip-flops, a sun hat, and some oversized sunglasses, and you’re all set for a day in the sun. This outfit is also great for pool parties or casual beachside dining.

Printed Shorts with a Simple Tank

Printed shorts are a fun way to add some personality to your summer wardrobe. Whether you choose florals, stripes, or a tropical print, these shorts are sure to make a statement. Pair them with a simple tank top or camisole to keep the focus on the shorts.

Finish the look with some flat sandals or espadrilles, and you’ve got a perfect outfit for sightseeing, shopping, or enjoying a casual meal on vacation.

Romper-Style Shorts

Rompers, which combine shorts and a top in one piece, are a stylish and convenient option for vacation. They’re easy to wear and can be dressed up or down depending on the occasion. For a day of exploring, choose a romper with a fun print and pair it with comfortable walking shoes.

If you’re heading out for dinner or drinks, opt for a romper in a solid color or a more luxurious fabric, and add some heeled sandals or wedges. A statement necklace or earrings can help elevate the look.

Work-Appropriate Shorts Outfits

Bermuda Shorts with a Blazer

If your workplace has a more relaxed dress code, Bermuda shorts can be a great option for summer. These longer shorts offer more coverage and can look quite professional when styled correctly. Pair them with a fitted blazer and a blouse or a button-down shirt.

Add some loafers or low heels to complete the look. This outfit is perfect for a casual Friday at the office or any day when you want to stay cool without sacrificing style.

Chino Shorts with a Polo Shirt

Chino shorts are another great option for a work-appropriate outfit. They’re more structured than denim or linen shorts, making them suitable for a business-casual setting. Pair your chino shorts with a polo shirt or a crisp button-down.

Finish the look with some loafers or ballet flats and minimal jewelry. This outfit is ideal for a day at the office or a business casual event.

Paperbag Waist Shorts with a Blouse

Paperbag waist shorts are a stylish and professional choice for the office. The high waist and belted detail add a touch of sophistication to your outfit. Pair them with a tucked-in blouse or a fitted top.

Add some heeled sandals or pointed-toe flats to complete the look. This outfit is perfect for a meeting, a presentation, or any day when you want to feel confident and put-together at work.

Seasonal Styling Tips

Spring and Summer

During the warmer months, opt for lighter fabrics like cotton, linen, and denim. These materials will keep you cool and comfortable. Bright colors, pastels, and floral prints are all great choices for spring and summer.

Pair your shorts with tank tops, t-shirts, or lightweight blouses. Add some sandals, espadrilles, or sneakers for a complete look. Don’t forget to accessorize with sunglasses, hats, and lightweight scarves.

Fall and Winter

Styling shorts for fall and winter may seem tricky, but it’s definitely possible. Look for shorts in heavier fabrics like wool or leather. Pair them with tights or leggings for added warmth.

Learn how to rock your shorts.

Top your outfit with a cozy sweater or a long-sleeve shirt, and add some ankle boots or knee-high boots. Layering is key during the colder months, so don’t be afraid to add a scarf, a coat, or a cardigan to your outfit.

Embrace the Versatility of Shorts

Styling shorts doesn’t have to be complicated. Whether you’re dressing up for a night out, heading to the beach, or keeping it casual for a day of running errands, the right pair of shorts can be a versatile and stylish addition to your wardrobe. By understanding your body type, choosing the right fabric, and accessorizing thoughtfully, you can create a variety of outfits that not only look great but also make you feel confident and comfortable.

Remember, the key to mastering how to style shorts is to experiment with different looks until you find what works best for you. Don’t be afraid to mix and match styles, fabrics, and accessories to create outfits that reflect your personal style. And most importantly, have fun with it—shorts are a playful and practical option that can be worn in countless ways.