7 Men’s Short Shorts: Dare to Bare for a Bold Fit


The Fashionisto


Updated June 11, 2024

short shorts for menPin
Embrace the men’s short shorts trend with these popular styles.

Men’s short shorts, once a relic of the past, are back in vogue, boldly redefining the fashion landscape with their daring, thigh-baring silhouette. As the short inseam returns triumphantly, a fearless trend emerges, rewriting summer style rules.

Men’s Short Shorts

As temperatures soar, these stylish shorts boldly refresh men’s fashion, championing a modern attitude. From timeless chinos to cutting-edge performance wear, these picks will leave you (mostly) covered and fully ready for your next shorts outfit.

Abercrombie & Fitch Shorts: Compact & Feature-Rich

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Reimagine casual with Abercrombie & Fitch’s A&F All-Day shorts. Photo: Abercrombie & Fitch

Abercrombie & Fitch’s A&F All-Day shorts are popular with their tailored fit and 5″ inseam. These shorts are crafted to keep you looking sharp while offering practical features like moisture-wicking properties and a hidden cellphone pocket.

The elastic comfort stretch waistband ensures ease of wear throughout the day. These shorts blend retro style with modern performance, perfect for casual outings and active endeavors.

Flint and Tinder Shorts: Performance & Style

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Discover versatile sophistication with Flint and Tinder’s 365 shorts. Photo: Huckberry

Flint and Tinder’s 365 shorts are a masterclass in combining the cut of a chino with the stretch of a performance short. Featuring a 5″ inseam, these shorts are crafted from a blend of 98% cotton and 2% spandex, offering just the right amount of stretch for optimal movement.

Preshrunk to maintain their fit, these shorts are perfect for a wide range of activities, from casual outings to more polished settings. Flint and Tinder’s commitment to quality and style shines through in every stitch of these versatile shorts.

Bonobos: The Chino Short 2.0

Bonobos 5" inseam The Chino Short 2.0Pin
Step up your summer style with Bonobos’ The Chino Short 2.0. Photo: Bonobos

Bonobos’ The Chino Short 2.0 is a game-changer for men’s shorts. These shorts feature a 5″ inseam and a non-iron, 4-way stretch fabric that offers exceptional mobility. The curved waistband ensures a perfect fit, while the contrast pocket liner adds a distinctive flair.

Made from a blend of 92% cotton and 8% spandex, these shorts are designed to wick moisture, keeping you dry and comfortable throughout the day. Ideal for everything from casual outings to more polished settings, pair these shorts with a simple white tee and stylish sneakers for a contemporary, effortless look.

J.Crew Shorts: Tailored for Impact

J.Crew 5" stretch chino shortsPin
Elevate your style with J.Crew’s 5″ stretch chino shorts, a top-rated customer favorite. Photo: J.Crew

J.Crew’s 5″ stretch chino shorts are quintessential if you have a penchant for short shorts. These shorts are crafted from 98% cotton and 2% elastane and perfectly balance structure and flexibility.

Their tailored fit and crisp design make them suitable for various occasions, from casual weekends to semi-formal gatherings. Pair them with a white button-down shirt for a classic, polished look that effortlessly bridges the gap between casual and refined.

Bearbottom: Short on Length, Long on Style

Bearbottom 5.5" inseam stretch chino shorts Pin
Upgrade your look with Bearbottom’s stretch chino shorts for a refined yet relaxed vibe. Photo: Bearbottom

Bearbottom’s stretch chino shorts offer a 5.5″ inseam and a sleek, elastic waistband. These shorts, crafted from a cotton-spandex blend, deliver a subtle stretch that ensures freedom of movement, making them perfect for everyday wear.

Pair these versatile shorts with a brown or khaki t-shirt for a stylish, coordinated outfit. With their clean lines and retro style, Bearbottom’s shorts are a must-have.

Todd Snyder Shorts: Refined Leisure

Todd Snyder 5" inseam linen Beachcomber shortsPin
Embrace effortless summer refinement with Todd Snyder’s 5″ linen Beachcomber shorts. Photo: Todd Snyder

Todd Snyder’s 5″ linen Beachcomber shorts epitomize relaxed sophistication. Designed with an elastic waist, interior drawcord, and belt loops, these shorts offer a tailored look without sacrificing ease of wear.

The zip-up fly adds a touch of refinement, while the 100% linen fabric ensures they remain breezy and light, perfect for beach days or casual city strolls. Pair them with a simple tank top and an open button-down shirt for a laid-back, stylish ensemble that captures the essence of summer.

Chubbies: Short & Sweet Style

Chubbies 5.5" Inseam The Armadas Shorts Pin
Revitalize your summer wardrobe with Chubbies shorts for a fresh, breezy style. Photo: Chubbies

For summer casual wear, nothing exudes effortless cool like a pair of shorts from Chubbies. With their 5.5″ inseam and elastic waistband, the Armadas offer ease for those relaxed days.

Crafted from a high-performance stretch textile, these shorts adapt seamlessly to your movements, making them ideal for leisure activities and sports. Pair them with a designer t-shirt for a stylish, laid-back look perfect for any casual outing.

Also available in a daring 4″ inseam, these shorts invite you to flaunt your fashion-forward side.

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