Best Seller
Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 50)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 50)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 48)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 48)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Best Seller
Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 68)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 68)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 46)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 46)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99 $44.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 40)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 40)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Carbon (Size 48)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Carbon (Size 48)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Brooks Brothers Men's 8" Pleat Front Stretch Advantage Chino Shorts | Grey | Size 32

Brooks Brothers Men's 8" Pleat Front Stretch Advantage Chino Shorts | Grey | Size 32

We've redesigned our best-selling Advantage Chino® Shorts with an innovative new flexible waistband and a touch of stretch throughout for all-day comfort. Crafted from classic stretch cotton twill, these essential chinos are treated with a special... more

$98.50

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Brooks Brothers Men's 8" Pleat Front Stretch Advantage Chino Shorts | Grey | Size 33

Brooks Brothers Men's 8" Pleat Front Stretch Advantage Chino Shorts | Grey | Size 33

We've redesigned our best-selling Advantage Chino® Shorts with an innovative new flexible waistband and a touch of stretch throughout for all-day comfort. Crafted from classic stretch cotton twill, these essential chinos are treated with a special... more

$98.50

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Brooks Brothers Men's Big & Tall Pleat Front Stretch Advantage Chino Shorts | Black | Size 54

Brooks Brothers Men's Big & Tall Pleat Front Stretch Advantage Chino Shorts | Black | Size 54

We've redesigned our best-selling Advantage Chino® Shorts with an innovative new flexible waistband and a touch of stretch throughout for all-day comfort. Crafted from classic stretch cotton twill, these essential chinos are treated with a special... more

$118.00 $34.99

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Nautica Men's Miami Vice X Nautica 8.5" Pleated Linen Short Sail White, 38W

Nautica Men's Miami Vice X Nautica 8.5" Pleated Linen Short Sail White, 38W

A pleated front, classic fit, and cuffed hem make this Miami Vice x Nautica stretch-cotton-linen short sharp and comfortable for all-day wear. more

$89.50

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Nautica Men's Miami Vice X Nautica 8.5" Pleated Linen Short Sail White, 42W

Nautica Men's Miami Vice X Nautica 8.5" Pleated Linen Short Sail White, 42W

A pleated front, classic fit, and cuffed hem make this Miami Vice x Nautica stretch-cotton-linen short sharp and comfortable for all-day wear. more

$89.50

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Nautica Men's Miami Vice X Nautica 8.5" Pleated Linen Short Ocean Depth Heather, 36W

Nautica Men's Miami Vice X Nautica 8.5" Pleated Linen Short Ocean Depth Heather, 36W

A pleated front, classic fit, and cuffed hem make this Miami Vice x Nautica stretch-cotton-linen short sharp and comfortable for all-day wear. more

$89.50

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 40)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 40)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Carbon (Size 62)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Carbon (Size 62)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 48)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 48)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 40)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 40)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99 $44.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 58)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 58)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 48)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 48)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 44)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 44)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 46)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 46)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 44)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 44)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 54)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 54)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99 $44.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Carbon (Size 48)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Carbon (Size 48)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 56)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 56)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 38)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 38)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 50)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 50)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 50)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 50)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 42)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 42)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 58)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 58)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 58)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 58)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 42)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 42)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 60)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 60)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 64)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 64)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 52)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 52)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 40)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 40)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 62)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 62)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 42)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Dark Khaki (Size 42)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 50)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Black (Size 50)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 46)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 46)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 52)

Men's Big & Tall Wrinkle-Free Expandable Waist Pleat Front Shorts by KingSize in Navy (Size 52)

Our Wrinkle-Free Expandable Waist Pleat Front Shorts are generously roomy through seat and thigh and sit naturally at the waist. These cotton-twill shorts are cut from a wrinkle-free fabric that's sure to have you looking and feeling your best all day... more

$73.99

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