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Stretch Shorts Worth a Place in the Rotation

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Stretch Shorts Worth a Place in the Rotation

Most men have a pair of shorts they reach for in warm weather without thinking too hard about them. That instinct is right. The problem is usually that the shorts they own are either too baggy, too stiff, or so obviously athletic that they read as gym kit the second they leave the house. Stretch shorts solve that problem when they are cut properly. The fabric moves with you, holds its shape through a full day, and looks deliberate rather than like you gave up on getting dressed. We have been particularly interested in options with a tailored enough silhouette to work with a linen shirt or a polo, not just a workout tee. Inseam length matters more than most men realize. Too short and it reads wrong for anything outside the gym. Too long and the whole thing loses its point. The ones here get the balance right and earn a permanent spot in the rotation.

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  • 35 products Showing 16–30 of 35 results

  • Men’s Court Dri-FIT Advantage Inch Tennis Shorts – Oil Green
    Buy from Tennis Express

    Men’s Court Dri-FIT Advantage Inch Tennis Shorts – Oil Green

    $45.50
  • Men’s Court Dri-FIT Advantage Inch Tennis Shorts – S Burgundy Crush
    Buy from Tennis Express

    Men’s Court Dri-FIT Advantage Inch Tennis Shorts – S Burgundy Crush

    $45.50
  • Men’s Golf Dress Shorts Inch
    Buy from Willit Sports

    Men’s Golf Dress Shorts Inch

    $42.99
  • Men’s Golf Dress Shorts Inch – Khaki Inch
    Buy from Willit Sports

    Men’s Golf Dress Shorts Inch – Khaki Inch

    $42.99
  • Men’s Golf Dress Shorts Inch – Light Gray Inch
    Buy from Willit Sports

    Men’s Golf Dress Shorts Inch – Light Gray Inch

    $42.99
  • Men’s Golf Dress Shorts Inch – Navy Inch
    Buy from Willit Sports

    Men’s Golf Dress Shorts Inch – Navy Inch

    $42.99
  • Orlebar Brown Bulldog Stretch Cotton Shorts Sea Mist
    Buy from Shopbop

    Orlebar Brown Bulldog Stretch Cotton Shorts Sea Mist

    $345.00
  • Pima Cotton Stretch Jersey Walking Shorts
    Buy from EILEEN FISHER

    Pima Cotton Stretch Jersey Walking Shorts

    $53.40
  • Plus Size Lace Trim Scoop Neck Cami and Printed Shorts Pajama Set
    Buy from Unique Kulture Affiliate Program

    Plus Size Lace Trim Scoop Neck Cami and Printed Shorts Pajama Set

    $35.71
  • Pt Torino Men’s Midnight Blue Stretch Cotton Bermuda Shorts – IT
    Buy from IFCHIC

    Pt Torino Men’s Midnight Blue Stretch Cotton Bermuda Shorts – IT

    $191.25
  • Rhythm Classic Cord Jam Shorts Vintage White
    Buy from Shopbop

    Rhythm Classic Cord Jam Shorts Vintage White

    $60.00
  • Single Pleated Bermuda Shorts
    Buy from W Concept (US)

    Single Pleated Bermuda Shorts

    $148.00
  • Skims Lace-trim Stretch-jersey boy Shorts – Black – M M
    Buy from Harvey Nichols US

    Skims Lace-trim Stretch-jersey boy Shorts – Black – M M

    $33.49
  • Solstice Bike Shorts
    Buy from Natori

    Solstice Bike Shorts

    $48.00
  • Spanx Thinstincts . Mid-thigh Shorts – Beige
    Buy from Harvey Nichols US

    Spanx Thinstincts . Mid-thigh Shorts – Beige

    $75.99
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