Mack Weldon
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Best for Work
Gap 9” Hybrid Shorts
$54.95
From a day at the office, to your evening cookout, these polished shorts are the perfect length for sharp style with a slim shape to wear just about anywhere. With the added comfort of GapFlex technology, you won’t have to forgo comfort for killer style. Plus, the hidden cellphone pocket is just an added bonus.
Best for Boating
J.Crew Dock Shorts
$49.50
Looking for a comfortable-yet-cool summer short for a day by the sea? This relaxed style stays polished with a 6” inseam that hits the perfect length between your thigh and knee. With stretch fabric and a comfortable drawstring waistband, you’ll feel as good as you look in these seriously flattering shorts.
Best for Hiking
Hill City Easy Trail Short
$68.00
Hit the trail in these lightweight, flattering shorts that have quick-drying fabric to keep you comfortable during the hottest days of summer. The streamlined pockets reduce bulk, making this pair extremely functional and stylish.
Best for Workouts
Mack Weldon Active Short
$78.00
Warmer weather means more opportunities to up your fitness game in fresh air. These shorts are lightweight, water-repelling, and have built-in stretch for movement with ease. The zip pockets, and laser-cut panels are cool details that come in handy for any guy on-the-go to look and feel cool, too.
Best for Weekends With the Guys
Chubbies Blue Atoll Shorts
$49.50
Guys of a shorter height can opt for a 5.5” inseam to give the illusion of longer legs. While these shorts might appear to be just another average pair of chino shorts, they’re actually woven with spandex to provide maximum movement and have an elastic waistband that won’t accentuate any unwanted love handles.
Best for the Beach
Orlebar Brown Standard Mid-Length Swim Shorts
$195.00
These Orlebar Brown trunks are cut at a mid-rise length that makes them suitable for guys of all different heights. Though it’s technically a swimsuit, the minimalist design makes these flattering shorts equally suitable for hitting the beach or city streets.
Ted Stafford is the Fashion Director of Men’s Health.
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