Different Types of Men’s Shorts and How to Wear Them
Shorts are one of those things that seem simple until it’s time to pick the right pair. Some work for the gym, others belong at the beach, and a few can actually be dressed up. The trick is knowing which ones fit the occasion and how to wear them without looking like you just threw on the first thing you found in your closet.
Essential Takeaways:
- Different shorts serve different purposes—match the type to the occasion. From chino and tailored shorts for polished settings to athletic and swim shorts for casual and active days, knowing when and where to wear each style ensures you look put-together instead of mismatched.
- Fit and fabric are key to pulling off any shorts look. No matter the style, a slim, well-proportioned fit and the right fabric—like breathable linen, classic chino cotton, or clean denim—can elevate your outfit and make your shorts look intentional, not lazy.
A well-fitted pair of shorts can make a big difference in how put-together you look. The key is understanding the different types of shorts and figuring out which ones fit your style, body type, and plans for the day.
- Chino Shorts: The Everyday Essential
- Denim Shorts: A Casual Staple
- Athletic Shorts: Function Over Style (Mostly)
- Cargo Shorts: A Comeback Done Right
- Tailored Shorts: When You Need to Look Sharp
- Linen Shorts: Summer’s Best Friend
- Bermuda Shorts: Classic and Polished
- Swim Shorts: Not Just for the Water
- The Right Fit and Fabric Make All the Difference
Chino Shorts: The Everyday Essential
A good pair of chino shorts can take you just about anywhere. They’re structured enough to look polished but still relaxed enough for everyday wear. The lightweight cotton fabric makes them breathable, and they usually come in neutral colors like khaki, navy, or olive, which makes pairing them with different outfits effortless.
How to Wear Them
Chino shorts work well with a button-down shirt for a slightly dressed-up feel, but they also pair easily with a fitted polo or a casual tee. The fit should be slim but not tight, and the length should hit just above the knee. Too long, and they start looking dated. Too short, and you’re heading into resort-wear territory.
Denim Shorts: A Casual Staple
Denim shorts can be tricky. Get the right fit, and they have a rugged, effortless appeal. Get them wrong, and it looks like you haven’t updated your wardrobe since the 90s. A slim or straight cut works best, avoiding anything too baggy or distressed.
How to Wear Them
Stick to simple combinations. A plain t-shirt or a lightweight sweater works well, especially when paired with sneakers or casual loafers. Avoid anything overly faded or with heavy distressing, clean, well-fitted denim shorts always look better than a pair that looks like it’s been through a shredder.
Athletic Shorts: Function Over Style (Mostly)
Athletic shorts are all about comfort and performance. Whether they’re mesh, jersey, or a modern moisture-wicking fabric, these are built for movement. They work at the gym, on a run, or while lounging at home.
How to Wear Them
Outside of workouts, it’s best to keep athletic shorts as casual as possible. A fitted tee or a hoodie keeps things balanced, and choosing a neutral color (black, gray, navy) prevents them from looking too sporty. If they’re going past the knee, it’s time to find a shorter pair.
Cargo Shorts: A Comeback Done Right
Cargo shorts have a bad reputation, mostly because of the oversized, pocket-heavy versions that dominated early 2000s fashion. The modern take keeps the pockets but slims down the fit, making them far more wearable.
How to Wear Them
Fitted cargo shorts pair best with a simple polo or a lightweight button-up. Avoid chunky sneakers or oversized tops, keeping the rest of the outfit clean and minimal helps balance out the utilitarian style. Stick to neutral tones like olive, tan, or black for a more modern feel.
Tailored Shorts: When You Need to Look Sharp
Tailored shorts sit between casual and formal. The clean lines and structured fit make them perfect for occasions that call for something a little more refined. Think date nights, rooftop bars, or even casual office settings if the dress code allows.
How to Wear Them
These pair effortlessly with stretch shirts for a crisp, put-together look. Loafers or sleek sneakers complete the outfit without making it feel too dressy. The key is in the fit - slim, well-proportioned, and stopping just above the knee.
Linen Shorts: Summer’s Best Friend
When the heat is unbearable, linen shorts are the answer. They’re lightweight, breathable, and have a natural texture that makes them look relaxed but stylish.
How to Wear Them
A linen button-down keeps the look effortless and summer-ready. If it’s a beach day, swap out the button-down for a well-fitted tee or a tank. Since linen wrinkles easily, going for a slightly looser fit works best, it keeps the fabric from creasing too much while still looking refined.
Bermuda Shorts: Classic and Polished
Bermuda shorts offer a bit more length, usually landing just above or at the knee. They have a classic appeal and can be worn in slightly dressier settings.
How to Wear Them
A fitted polo or a tucked-in short-sleeve button-up works well, creating a clean, structured outfit. Since these shorts have a bit more length, choosing a slim fit keeps them from looking too bulky. Loafers or boat shoes complete the look, making it perfect for summer evenings or outdoor gatherings.
Swim Shorts: Not Just for the Water
A well-designed pair of swim shorts can double as casual wear, especially when they have a tailored fit and a refined look. A good pair of designer swim trunks with subtle patterns or solid colors work just as well on the street as they do by the pool.
How to Wear Them
Throw on a lightweight button-up or a casual tee, and they’re ready for a beachside lunch or a quick stop at the bar. Stick to a shorter length, baggy, knee-length swim trunks belong in the past.
The Right Fit and Fabric Make All the Difference
Shorts should feel effortless, not like an afterthought. Fit, fabric, and function matter. A slim, tailored silhouette works better than anything oversized, and choosing the right material, whether it’s structured chino, soft linen, or versatile denim, makes a difference in how they look and feel.
For days when shorts aren’t enough, swapping them out for stretch pants keeps the same comfort but adds a polished edge. Knowing which types of shorts fit your style and when to wear them makes getting dressed a whole lot easier.