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Men have it hard in the fashion department. Dress codes at work can limit men to suits or button-ups. When you get off work, most stores only stock beige, white and gray, so it’s hard to be adventurous. And when you do go outside the mold, you’re taking a social risk. We get it, but there’s a way for the shorts-skeptical to feel confident while showing off your legs.
There’s nothing wrong about feeling insecure, seriously. We all feel insecure about parts of our bodies. A Yahoo poll found that 70% of men feel self-conscious about their bodies.
And if you look online, it’s hard to feel confident about wearing shorts. Manosphere doctrine will tell you that shorts are unprofessional, feminine, childish or unflattering. None of this is true, and what’s even wrong with being feminine? The pressure to look a certain way affects men and women, but the only way men can get away with wearing more is by breaking the mold.
Wearing something you’re not used to wearing will feel strange. You’ll think everyone is staring at you and judging you. But fashion changes. There was a time when men wore crop tops and short shorts, and no one found it strange. That doesn’t mean you have to, but you can ease into wearing cropped shorts that sit just above the knees.
The right shorts to start with will depend on your height. An 8 to 9-inch inseam is usually a good place to start because a man of average height, 5’6” to 5’10”, will find them comfortable.
The next thing to decide is how tight you want your shorts to be. Hiking or basketball shorts are on the looser side and more lightweight and durable. Cotton or polyester shorts are good for everyday wear and can be tight or loose. Jean shorts are often very tight and restrict your movements. Learning about your frame can help you find the right fit for your shape.
Consider the color when buying shorts, too. Neutral shades will stand out less and can help you build confidence. You can also start by wearing shorts in places where shorts are considered commonplace, like at the pool. It helps if you have something to do at the pool, too. No one is going to look twice at a guy wearing shorts doing multiple freestyle laps in the pool.
If you’re curious how to buy shorts for the summer, you can start by looking at these options.

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These 100% polyester athletic shorts feature an 8-inch inseam for more coverage, better mobility and quality performance during workouts or sports. Lightweight, moisture-wicking and wrinkle-resistant, they include two convenient pockets and an adjustable drawstring waistband for a custom fit. Comes in multiple colors, but you can start with black or gray.

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Designed for an active lifestyle, these polyester men’s gym shorts have a 10-inch inseam and are ideal for sports, like running or daily training. A moisture-wicking, quick-drying fabric provides lightweight softness and flexibility for the most comfort during workouts. It also has dual side pockets and an enclosed elastic waistband for an inner drawcord. You can pick a five- or more-pack in multiple colors, including red, blue, teal, black, gray and army green.

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Crafted from 100% cotton twill with a soft, sanded finish, these 10-inch-inseam cargo shorts have a classic, casual style built for everyday wear. Sitting comfortably at the waist, the design has a roomy fit through the hip and thigh, complete with a button-and-zipper closure. There’s ample storage from front slant pockets, back flap pockets and double-flap side cargo pockets. Machine wash warm and tumble dry low for hassle-free upkeep.

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Offering a flexible blend of 92% polyester and 8% elastane, these 5-, 7-, or 9-inch shorts deliver all-day comfort with multi-directional stretch and moisture-wicking technology. Built with a mid-rise fit, they sport a zipper-fly button closure, an expandable waistband, two slash pockets and a secure side-zip pocket. Designed to handle everything from casual workdays to golf.

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An athletic flex waistband and comfort-stretch fabric allow these 10.5-inch relaxed-fit cargo shorts to hit right at the knee while moving effortlessly with you. Built from a durable blend of cotton, nylon and spandex, they feature a smooth zipper closure along with seven functional pockets to accommodate cell phones and everyday essentials. These shorts are easy to clean in the machine and come in multiple colors, including black and green army print.

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Built from a durable polyester-spandex blend, these versatile active shorts feature UPF 50+ sun protection, 4-way stretch, and side ventilation holes to maximize airflow. Three deep zipper pockets safely store your phone and keys, while a drawstring waistband and reflective safety strips enhance both fit and visibility. If you’re feeling bold, you can choose some great colors, like pink, orange and sky blue. You can wash these shorts in a machine on cold.

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The six spacious pockets, including the dual cargo flaps, slash pockets and rear storage, give these 95% cotton and 5% elastane chino shorts great daily functionality. The soft, high-stretch twill fabric combines a classic straight-leg silhouette with an adjustable drawstring waist for a flexible, comfortable fit. They’re great for everything from work to weekend outings.
Wearing shorts for the first time, or the first time in a while, can feel intimidating. But with the right shorts, you can feel confident in yourself and tan your legs at the same time. Try out longer shorts first, then work your way up to shorter varieties. If you’re having trouble getting used to your new style, try wearing shorts at the pool or while working out.