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25 Coolest Men’s Shorts That Will Get You Through Summer In Style

Time for some proper leg action.

Tom Ford famously said that a man should never wear shorts. But, as men’s wear continues to contradict itself (think the return of old, bespoke tailoring and the rise in sports-inspired casual wear), we are equally seeing a return of the casual fashion bottoms made notorious by Nineties dads and mullet-rife trailer parks. We recently looked at board shorts and today it’s all about the most stylish men’s shorts.

What Makes A Good Pair Of Shorts

Just like any well made suit or dress shirt, shorts also have their own grading system to looking sharp, albeit a bit more casual. The three main criteria are simple: fit, material, length and patterns. Nail these and you’ll have one of the best looking summer outfits whether you shirt it or not.

Length

Below knee, above knee and short-shorts. These are the three main length categories of shorts for men these days (unless you’re into reggae you shouldn’t be rocking three-quarter shorts). Choose lengths according to the rest of your outfit. Tees and singlets go with shorter shorts whilst below knee and above knee shorts pair well with casual dress shirts and polos.

Fit

Would you wear a pair of shoes that don’t fit? The same answer applies to your shorts. Whilst casual trends champion the idea that if a pair of shorts are baggy and comfortable then they’re perfect, there’s more to it than that. For styling purposes a baggy pair of cargos from 2003 just won’t cut it. What you need is decent tapering along the leg length which makes the wearer appear taller. There’s rules though and that’s not to go too tight otherwise you’re in hot pants territory. The public need not see the contour of your frank and beans. Fitment around your waist should also be comfortable without being tight. If you can wedge your index finger between the waistband and your waist, you’re on a winner.

Material

Cotton, polyester, denim…shorts come in a plethora of material variations so choosing the right one is essential depending on the occasion. Cotton is usually the go-to item for more smart casual looks whilst polyester covers the athleisure segment and denim the casual/street style. There are also linen shorts these days and these are perfect for the days where the mercury is proper high.

Prints & Patterns

The rules are simple for prints and patterns – make sure there’s contrast between your top and bottom. Whether that be through colour blocking or contrasting patterns is entirely up to you. Just be weary of vertical lines as it can accentuate unflattering body lines if you don’t have the physique of Thor.

Bonobos Stretch Washed Chino Shorts
Bonobos Stretch Washed Chino Shorts $95
G-Star Raw 3301 12 Length Shorts
G-Star Raw 3301 12″ Length Shorts $100
Bonobos Limited Edition Shorts
Bonobos Limited Edition Shorts $108.85
J.Crew 9" Stretch Short
J.Crew 9″ Stretch Short $116.14
Lululemon Commission Short Warpstreme Slim 9″ $122.80
Rhone 9″ Commuter Short $123
Jigsaw Garment Dye Cotton Linen Short
Jigsaw Garment Dye Cotton Linen Short $128
Todd Snyder 9 Stretch Chino Surplus Short in Peach
Todd Snyder 9″ Stretch Chino Surplus Short in Peach $137
Outerknown Paz Shorts
Outerknown Paz Shorts $137
Barbour Flag Short
Barbour Flag Short $147
Reigning Champ Sweat Short
Reigning Champ Sweat Short $180
Polo Ralph Lauren Camo Cargo Short Surplus Camo
Polo Ralph Lauren Camo Cargo Short Surplus Camo $188
Reiss Jester Seersucker Striped Shorts White Blue
Reiss Jester Seersucker Striped Shorts White Blue $195
Saturdays NYC Spring 19 Gurkha Pleated Short Black
Saturdays NYC Spring 19 Gurkha Pleated Short Black $203
Orlebar Brown Norwich Linen Light Bahama Blue Tailored Fit Short
Orlebar Brown Norwich Linen Light Bahama Blue Tailored Fit Short $295
MSGM Orchard Print Shorts $314
John Elliott Tie Dye Basketball Short Ocean & Lavender
John Elliott Tie Dye Basketball Short Ocean & Lavender $445
Paul Smith Printed Cotton Blend Satin Shorts
Paul Smith Printed Cotton Blend Satin Shorts $452
Rubinacci Manny Pleated Cotton Twill Bermuda Shorts
Rubinacci Manny Pleated Cotton Twill Bermuda Shorts $468
Alexander McQueen Skull Swim Short
Alexander McQueen Skull Swim Short $480
Stella McCartney Black Pleated Shorts $516
Craig Green Rope Cotton Shorts
Craig Green Rope Cotton Shorts $555
Thom Browne Engineered Stripe Sweat Short
Thom Browne Engineered Stripe Sweat Short $710
Rhude Wide Leg Nylon Mesh Drawstring Shorts
Rhude Wide Leg Nylon Mesh Drawstring Shorts $753
Valentino Camouflage Print Fleece Back Jersey Drawstring Shorts
Valentino Camouflage Print Fleece Back Jersey Drawstring Shorts $987

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