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The Tailored Shorts Worth Knowing About

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The Tailored Shorts Worth Knowing About

Most men own shorts that belong on a beach and nowhere else. That's fine for the beach. It's a problem everywhere else summer asks something of you. A rooftop dinner, a weekend away somewhere with a bit of style to it, a lunch that's too warm for trousers but too considered for whatever faded swimwear you've been holding onto since 2016. Tailored shorts solve this without making you feel overdressed or like you're trying to look European. The key is in the cut and the fabric. Too long and they read as awkward. Too short and you're in different territory entirely. The sweet spot sits just above the knee in a fabric with enough structure to hold a crease but enough weight to move properly in heat. Linen, cotton twill, a good wool blend for cooler evenings. We've pulled together the pairs that understand the assignment and wear well with a leather loafer or a clean white sneaker equally.

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  • 35 products Showing 16–30 of 35 results

  • Men Monte Carlo Woven Shorts Off-whiteBlack Shorts Off-whiteBlack
    Buy from SHIEKH

    Men Monte Carlo Woven Shorts Off-whiteBlack Shorts Off-whiteBlack

    $34.99
  • Men’s % Cotton Belted Cargo Shorts – Assorted Colors and Sizes – Black
    Buy from Daily Sale, Inc.

    Men’s % Cotton Belted Cargo Shorts – Assorted Colors and Sizes – Black

    $12.00
  • Men’s Big & Tall Hawaiian Patchwork Coconut Tree Print Shirt Shorts Set Set-Black-
    Buy from BIGGMANS Clothing (US)

    Men’s Big & Tall Hawaiian Patchwork Coconut Tree Print Shirt Shorts Set Set-Black-

    $58.00
  • Men’s Big & Tall Hawaiian Patchwork Coconut Tree Print Shirt Shorts Set Shirt-Black-
    Buy from BIGGMANS Clothing (US)

    Men’s Big & Tall Hawaiian Patchwork Coconut Tree Print Shirt Shorts Set Shirt-Black-

    $33.00
  • Men’s Big & Tall Hawaiian Patchwork Coconut Tree Print Shirt Shorts Set Shorts-Black-
    Buy from BIGGMANS Clothing (US)

    Men’s Big & Tall Hawaiian Patchwork Coconut Tree Print Shirt Shorts Set Shorts-Black-

    $36.00
  • Men’s Core Performance Technical Inch Tennis Shorts Aphylla
    Buy from Tennis Express

    Men’s Core Performance Technical Inch Tennis Shorts Aphylla

    $75.00
  • Men’s Melbourne Dri-Fit Slam Inch Tennis Shorts – White
    Buy from Tennis Express

    Men’s Melbourne Dri-Fit Slam Inch Tennis Shorts – White

    $58.97
  • Men’s Plus Size Drawstring Active Shorts
    Buy from Unique Kulture Affiliate Program

    Men’s Plus Size Drawstring Active Shorts

    $22.00
  • Men’s Solid Color Striped Lapel Short Sleeve Shorts Casual Set X
    Buy from Manly

    Men’s Solid Color Striped Lapel Short Sleeve Shorts Casual Set X

    $57.95
  • Men’s Solid Color Striped Lapel Short Sleeve Shorts Casual Set X
    Buy from Manly

    Men’s Solid Color Striped Lapel Short Sleeve Shorts Casual Set X

    $57.95
  • Men’s Solid Color Striped Lapel Short Sleeve Shorts Casual Set X
    Buy from Manly

    Men’s Solid Color Striped Lapel Short Sleeve Shorts Casual Set X

    $57.95
  • Menseventwear Casual Piece Men’s Suit Flat Linen Notch Lapel Tuxedos Blazer+Shorts
    Buy from menseventwear

    Menseventwear Casual Piece Men’s Suit Flat Linen Notch Lapel Tuxedos Blazer+Shorts

    $99.00
  • Menseventwear Casual Piece Men’s Suit Flat Linen Notch Lapel Tuxedos Blazer+Shorts
    Buy from menseventwear

    Menseventwear Casual Piece Men’s Suit Flat Linen Notch Lapel Tuxedos Blazer+Shorts

    $99.00
  • Menseventwear Casual Piece Men’s Suit Flat Linen V Neck Tuxedos Blazer+Shorts
    Buy from menseventwear

    Menseventwear Casual Piece Men’s Suit Flat Linen V Neck Tuxedos Blazer+Shorts

    $99.00
  • Menseventwear Casual Piece Men’s Suit Flat Linen V Neck Tuxedos Blazer+Shorts
    Buy from menseventwear

    Menseventwear Casual Piece Men’s Suit Flat Linen V Neck Tuxedos Blazer+Shorts

    $99.00
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