Tommy John | The Most Comfortable Underwear On The Planet

The Ultimate Summer Shorts Guide: How to Choose the Perfect Pair for Men and Women

The Ultimate Summer Shorts Guide: How to Choose the Perfect Pair for Men and Women

By Tommy John | The Most Comfortable Underwear On The Planet | Published: 2026-07-13

Category: How-to Guides

Discover how to choose the perfect shorts for summer with our comprehensive guide. From casual to athletic styles, find the best shorts for men and women that combine comfort, fit, and durability.

Summer is here, and that means it's time to swap out your jeans and leggings for a pair of breathable, stylish shorts. Whether you're hitting the beach, lounging at home, or heading out for a casual brunch, the right pair of shorts can make all the difference in your comfort and confidence. But with so many options—from athletic shorts to casual chino styles—how do you choose the perfect pair?

In this ultimate summer shorts guide, we'll break down everything you need to know about selecting the best shorts for men and women. We'll cover key factors like fabric, fit, length, and occasion, and we'll highlight some of Tommy John's top-rated shorts that combine innovative fabrics with modern design. By the end, you'll be ready to build a summer wardrobe that keeps you cool, comfortable, and stylish all season long.

Why Fabric Matters: The Key to Summer Comfort

When it comes to summer shorts, fabric is your first line of defense against heat and humidity. Natural fibers like cotton are breathable and soft, but they can trap moisture and become heavy when you sweat. Synthetic blends, on the other hand, often wick moisture away and dry quickly, making them ideal for active days. Look for shorts made from a blend of cotton and performance fibers—like Tommy John's signature Second Skin fabric—which offers the best of both worlds: softness and moisture management.

For lounging or casual wear, a lightweight jersey or knit fabric is a great choice. The Tommy John Varsity Stripe Short, for example, is crafted from a soft, breathable cotton blend that feels like your favorite sweatshirt but in a shorter silhouette. If you plan to swim or spend time near water, consider quick-dry options like the Classic Swim Short (2-Pack), which features a mesh lining and water-resistant fabric. Always check the care label—many performance shorts are machine washable and retain their shape wash after wash.

  • Choose breathable fabrics like cotton blends for everyday wear.
  • Opt for moisture-wicking synthetics for athletic or hot-weather activities.
  • Quick-dry materials are essential for swim and water sports.

Finding the Right Fit: Length, Rise, and Cut

The fit of your shorts can dramatically affect your overall look and comfort. For men, shorts that hit just above the knee (around a 7- to 9-inch inseam) are universally flattering and versatile. Longer shorts (10+ inches) can feel dated, while shorter styles (5 inches or less) are trendy but may not suit every body type. For women, the ideal length depends on your height and personal style—mid-thigh to just above the knee is a safe bet for most casual occasions.

Rise is another important factor. High-rise shorts, like the Women's One-Size High Rise Brief (though technically underwear, the concept applies to outer shorts too), offer tummy control and a vintage-inspired silhouette. Mid-rise options are the most common and work well for tucking in tops. Low-rise shorts are less common now but can be flattering on athletic builds. Tommy John's shorts are designed with a tailored fit that isn't too tight or too loose, ensuring you look polished without sacrificing movement.

  • Men: 7- to 9-inch inseam for a classic look.
  • Women: Mid-thigh to just above knee for versatility.
  • High-rise styles offer extra coverage and support.

Best Shorts for Men: From Casual to Athletic

Men's summer shorts come in a variety of styles, each suited for different activities. For everyday casual wear, chino shorts are a wardrobe staple—they're dressy enough for a dinner out but relaxed enough for a backyard barbecue. Look for pairs with a bit of stretch for added comfort. If you're into sports or workouts, athletic shorts with a built-in liner (like compression shorts) provide support and prevent chafing. Tommy John's performance shorts often feature a hidden waistband pocket for your phone or keys.

For lounging or travel, knit shorts are unbeatable. The Tommy John Varsity Stripe Crewneck Sweatshirt is a great top to pair with similar knit shorts for a coordinated look. And don't forget about swim shorts—the Classic Swim Short (2-Pack) comes in versatile colors and has a quick-dry lining, making it perfect for beach days or poolside lounging. When choosing men's shorts, prioritize functionality: pockets, a secure waistband, and easy-care fabric will serve you well all summer.

  • Chino shorts: smart-casual and versatile.
  • Athletic shorts: moisture-wicking and supportive.
  • Swim shorts: quick-dry and lined for comfort.

Best Shorts for Women: Style Meets Comfort

Women's shorts have evolved far beyond denim cutoffs. Today, you'll find everything from tailored Bermuda shorts to sporty running shorts. For a chic yet comfortable look, consider linen or cotton-blend shorts that hit just above the knee. They pair beautifully with a tank top or a lightweight sweater. If you're active, high-waisted athletic shorts with a wide waistband offer tummy control and stay put during movement. Tommy John's women's shorts are designed with the same attention to fit and fabric as their underwear, ensuring all-day comfort.

For downtime, nothing beats a soft, stretchy pair of lounge shorts. The Women's Downtime Pajama Top & Pant Set includes shorts that are perfect for lazy weekends or sleeping. If you prefer a sportier vibe, look for shorts with mesh panels or side slits for ventilation. And don't overlook the importance of pockets—deep, secure pockets are a game-changer for carrying your phone and keys without a bag. Tommy John's women's shorts often feature hidden pockets that blend seamlessly into the design.

  • Bermuda shorts: polished and modest.
  • High-waisted athletic shorts: supportive and stylish.
  • Look for deep pockets and breathable fabrics.

How to Style Your Summer Shorts for Any Occasion

Styling shorts is all about balance. For a casual daytime look, pair your shorts with a simple t-shirt or tank top and sneakers. Add a denim jacket or a lightweight cardigan for cooler evenings. If you're heading to a summer party or a date, elevate your shorts with a linen button-down shirt or a polo. Loafers or espadrilles can dress up even the most casual shorts. For women, a flowy blouse tucked into high-waisted shorts creates a flattering silhouette.

Accessories also matter. A stylish belt can define your waist and add a pop of color. Sunglasses, a straw hat, and a crossbody bag complete the summer vibe. For men, a watch and a pair of clean sneakers go a long way. Remember, the goal is to look put-together without trying too hard. Tommy John's shorts are designed to be versatile—you can wear them from the gym to the grocery store without missing a beat. Layering with a lightweight hoodie, like the Luxe Traveler Knit Hoodie, adds a cool, relaxed edge.

  • Pair with t-shirts or tanks for a casual look.
  • Dress up with linen shirts or polos.
  • Use accessories like belts, hats, and sunglasses.

Choosing the perfect pair of summer shorts doesn't have to be complicated. By focusing on fabric, fit, and occasion, you can build a versatile collection that keeps you comfortable and stylish from June to August. Whether you need athletic shorts for a run, swim shorts for the beach, or casual shorts for a backyard barbecue, Tommy John has you covered. Explore the full range of summer shorts today and find your new favorite pair for the season.

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