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  • 488 Items
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Tommy Bahama Big & Tall Flat-Front Straight Fit Stretch Sateen 10#double; & 11#double; Inseam Boracay ShortsBig & Tall Flat-Front Straight Fit Stretch Sateen 10#double; & 11#double; Inseam Boracay Shorts
See all 6 colors >

Tommy BahamaBig & Tall Flat-Front Straight Fit Stretch Sateen 10" & 11" Inseam Boracay Shorts

Rated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 stars(14)
Chubbies All Days Heathered Everywear Performance 6#double; Inseam ShortsAll Days Heathered Everywear Performance 6#double; Inseam Shorts

ChubbiesAll Days Heathered Everywear Performance 6" Inseam Shorts

Chubbies Everywear Performance 8#double; Inseam ShortsEverywear Performance 8#double; Inseam Shorts

ChubbiesEverywear Performance 8" Inseam Shorts

Chubbies Ice Caps 6#double; Inseam Everywear Stretch ShortsIce Caps 6#double; Inseam Everywear Stretch Shorts

ChubbiesIce Caps 6" Inseam Everywear Stretch Shorts

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(4)
Chubbies New Avenues Lined Everywhere Performance 6#double; Inseam ShortsNew Avenues Lined Everywhere Performance 6#double; Inseam Shorts

ChubbiesNew Avenues Lined Everywhere Performance 6" Inseam Shorts

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)
Chubbies Steel Grays Movementum 5.5#double; ShortsSteel Grays Movementum 5.5#double; Shorts

ChubbiesSteel Grays Movementum 5.5" Shorts

Chubbies Forest Everywear Performance 8#double; Inseam ShortsForest Everywear Performance 8#double; Inseam Shorts

ChubbiesForest Everywear Performance 8" Inseam Shorts

Mizzen+Main Helmsman Performance Stretch 7#double; Inseam ShortsHelmsman Performance Stretch 7#double; Inseam Shorts

Mizzen+MainHelmsman Performance Stretch 7" Inseam Shorts

Big & Tall Flat-Front Straight Fit Stretch Sateen 10#double; & 11#double; Inseam Boracay Shorts
See all 6 colors >

PLACEHOLDERBig & Tall Flat-Front Straight Fit Stretch Sateen 10" & 11" Inseam Boracay Shorts

Rated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 stars(14)

ChubbiesGrayt Unknowns Everywear Performance 8" Shorts

HurleyBrisbane 2.0 11.5" Inseam Walk Shorts

Rated 4.17 out of 5 starsRated 4.17 out of 5 starsRated 4.17 out of 5 starsRated 4.17 out of 5 starsRated 4.17 out of 5 stars(6)
See all 6 colors >

PLACEHOLDERBig & Tall Flat-Front Straight Fit Stretch Sateen 10" & 11" Inseam Boracay Shorts

Rated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 stars(14)

Chubbies4-Way Stretch Capes Lightweight 5.5" Shorts

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VolcomFrickin Modern Stretch Chino 21" Outseam Shorts

Rated 3.67 out of 5 starsRated 3.67 out of 5 starsRated 3.67 out of 5 starsRated 3.67 out of 5 starsRated 3.67 out of 5 stars(3)
See all 6 colors >

PLACEHOLDERBig & Tall Flat-Front Straight Fit Stretch Sateen 10" & 11" Inseam Boracay Shorts

Rated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 stars(14)

VolcomMix Frickin Cross Shred 20" Outseam Shorts

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Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(5)

QuiksilverUnion Heather Amphibian 20" Outseam Hybrid Shorts

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PLACEHOLDERBig & Tall Flat-Front Straight Fit Stretch Sateen 10" & 11" Inseam Boracay Shorts

Rated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 starsRated 4.79 out of 5 stars(14)

ChubbiesKhakinators 8" Solid Performance Shorts

ChubbiesThe Peach Fuzzes 6" Heather Everywhere Performance Shorts

LacosteBig & Tall 9" Inseam Shorts

ChubbiesEverywear Performance 6" Shorts

Mizzen+MainHelmsan Performance Stretch 7" Inseam Shorts

ChubbiesThe Midnights 8" Shorts

Silver Jeans Co.Big Guy Relaxed Loose Fit Denim Shorts

VolcomFrickin Cross Shred Static 20" Outseam Shorts

Rated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 starsRated 4.6 out of 5 stars(5)

ChubbiesThe World's Greatest 6" Inseam Stretch Shorts

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(4)

ChubbiesVannas Everywear Performance 8" Shorts

ChubbiesFrequent Floaters 8" Everywhere Performance Shorts

RHONECamo Pursuit Unlined 7" Inseam Shorts

Tommy BahamaBoracay Cargo Stretch 10" Inseam Shorts

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(7)

ChubbiesBarracudas Everywear Performance 6" Shorts

Lucky BrandFlat Front Camouflage Printed 9" Twill Shorts

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

HurleyMid-Rise Phantom 20" Outseam Hybrid Shorts

Rated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 stars(4)

Liverpool Los AngelesTrouser 8" Inseam Twill Shorts

ChubbiesInformation Super Highways Ultimate Training Technical Performance Lined 5.5 Inseam Shorts

Callaway9" Flat Front Swing Tech Golf Shorts

Armani ExchangePalm Print 9" Inseam Shorts

BrixtonEveryday Corduroy 7" Inseam Shorts

Levi'sLevi's® 412 Slim Fit 9" Inseam Mid Rise Denim Shorts

ChubbiesMovementum 5.5" Inseam Shorts

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

ChubbiesThe Forests Everywear 6" Inseam Stretch Shorts

Levi'sLevi's® 412 Slim Shorts

Rated 3.33 out of 5 starsRated 3.33 out of 5 starsRated 3.33 out of 5 starsRated 3.33 out of 5 starsRated 3.33 out of 5 stars(3)

ChubbiesExploding Nachos Ultimate Training Technical Performance Lined 5.5" Inseam Shorts

Tommy BahamaBig & Tall Boracay 10" And 11" Inseam Cargo Shorts

Internet Exclusive
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(2)

Levi'sLevi's® Big & Tall Duck Camo 10" Inseam Carrier Cargo Shorts

WranglerWrangler® Five-Pocket 10" Inseam Knee Denim Shorts

Rated 4.57 out of 5 starsRated 4.57 out of 5 starsRated 4.57 out of 5 starsRated 4.57 out of 5 starsRated 4.57 out of 5 stars(53)

The North FaceEvolution EMB Shorts

Internet Exclusive

FahertyCabana Towel Terry 7.5" Inseam Sweatshorts

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Levi'sLevi's® Standard Taper Flat-Front 9" Inseam Chino Shorts

Rated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 stars(5)

ColumbiaPFG Terminal Tackle 10" Inseam Shorts

Rated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 starsRated 4.8 out of 5 stars(181)

WranglerWrangler® Five-Pocket 10" Inseam Denim Shorts

Rated 4.57 out of 5 starsRated 4.57 out of 5 starsRated 4.57 out of 5 starsRated 4.57 out of 5 starsRated 4.57 out of 5 stars(53)

VolcomCashed In Cargo Hybrid 20" Outseam Shorts

Internet Exclusive

Hugo BossBOSS Slim Fit Performance Stretch Commuter 10.5" Inseam Shorts

Internet Exclusive

Devil-Dog DungareesPerformance Stretch 7" Inseam Chino Shorts

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(8)

ChubbiesThe Secret Agents 5.5" Inseam Compression Lined Shorts

Rated 4.89 out of 5 starsRated 4.89 out of 5 starsRated 4.89 out of 5 starsRated 4.89 out of 5 starsRated 4.89 out of 5 stars(9)

Devil-Dog DungareesMen's 9" Inseam Performance Stretch Chino Short

Rated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 starsRated 4.9 out of 5 stars(10)

Johnston & MurphyGarment-Dye 9" Inseam Stretch Chino Shorts

Internet Exclusive
Rated 4.53 out of 5 starsRated 4.53 out of 5 starsRated 4.53 out of 5 starsRated 4.53 out of 5 starsRated 4.53 out of 5 stars(78)

Johnston & MurphyXCFlex Performance Stretch Heathered Knit 9" Inseam Shorts

Internet Exclusive
Only size 34 available
Rated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 starsRated 4.55 out of 5 stars(11)

Tommy BahamaIsla Sands Stripe Single Pleat 9" Inseam Shorts

Internet Exclusive

Levi'sLevi's® Tie Dye 10" Inseam Sweatshorts

Internet Exclusive

Devil-Dog Dungarees6" Inseam Hybrid Shorts

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

BillabongDe La Cruz Submersible 18" Outseam Shorts

Devil-Dog DungareesSateen Twill 9" Inseam Chino Shorts

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

O'NeillReserve Heather 19" Outseam Shorts

ChubbiesAltitudes 5.5" Inseam Stretch Shorts

Internet Exclusive

FahertyCabana Towel Terry Foliage Print 7.5" Inseam Sweatshorts

Internet Exclusive

Levi'sLevi's® 412 Slim Fit 9" Inseam Shorts

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

TimberlandVolley Comfort 8" Inseam Shorts

Internet Exclusive
Only size S available

WranglerWrangler® Free To Stretch™ 10 1/2" Inseam Carpenter Shorts

Rated 3.46 out of 5 starsRated 3.46 out of 5 starsRated 3.46 out of 5 starsRated 3.46 out of 5 starsRated 3.46 out of 5 stars(24)

Devil-Dog Dungarees8" Inseam Hybrid Shorts

Internet Exclusive

ChubbiesTahoe Lined 6" Inseam Shorts

ChubbiesThe Mericas 5.5" Inseam Shorts

Rated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 stars(5)

Devil-Dog DungareesPerformance Stretch 7" Inseam Chino Short

Internet Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

Rip CurlBoardwalk Phase 21" Outseam Shorts

Internet Exclusive

Lucky BrandClover-Embroidered 9" Inseam Stretch Twill Shorts

The North FaceAction 2.0 Shorts

Internet Exclusive
Rated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 starsRated 4.69 out of 5 stars(52)

Tommy BahamaMidnight Check Single Pleat 9" Inseam Shorts

Internet Exclusive

MaviNoah Twill 9" Inseam Shorts

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Robert GrahamHighland Woven 9" Inseam Shorts

MaviNoah 9" Inseam Black Luxe Twill Shorts

ChubbiesWorlds Grayest Everywear Lined 6" Inseam Performance Shorts

Liverpool Los Angeles7" Internal Drawstring Shorts

Internet Exclusive

Levi'sLevi's® 511 Slim Cut-Off 12" Inseam Jean Shorts

Internet Exclusive
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(2)

Devil-Dog Dungarees8" Inseam Hybrid Shorts

MaviNoah Luxe Twill 9" Inseam Shorts

Internet Exclusive

Robert GrahamFornillo 7" Inseam Shorts

Levi'sLevi's® 501 Original Fit 9" Inseam Stretch Jean Shorts

Rated 4.33 out of 5 starsRated 4.33 out of 5 starsRated 4.33 out of 5 starsRated 4.33 out of 5 starsRated 4.33 out of 5 stars(39)

Levi'sLevi's® 511 Slim Fit 12" Inseam Cut Off Jean Shorts

Rated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 starsRated 4.73 out of 5 stars(74)

Levi'sLevi's® 511 Slim Fit Cut Off 12" Inseam Jean Shorts

Rated 4.46 out of 5 starsRated 4.46 out of 5 starsRated 4.46 out of 5 starsRated 4.46 out of 5 starsRated 4.46 out of 5 stars(89)
See all 8 colors >

Tommy BahamaIslandZone Barbados Pro 9" Inseam Shorts

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Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(5)
See all 16 colors >

Roundtree & YorkeThe Cloud Short 5" Straight Fit Flat Front Stretch Washed Chino Shorts

Permanently Reduced
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Dillard's Exclusive
Rated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 starsRated 4.88 out of 5 stars(8)
See all 6 colors >

TravisMathewTech Chino 8" Inseam Shorts

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Rated 4.97 out of 5 starsRated 4.97 out of 5 starsRated 4.97 out of 5 starsRated 4.97 out of 5 starsRated 4.97 out of 5 stars(33)
See all 11 colors >

CremieuxBlue Label Soho Tailored Fit Garment-Dyed 6" Inseam Shorts

Permanently Reduced
Orig.
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Dillard's Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)
See all 6 colors >

Vineyard VinesOn The Go Performance Stretch 7" Inseam Shorts

Permanently Reduced
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See all 6 colors >

CremieuxBlue Label Madison Classic Summer Weight Comfort Stretch 8" Inseam Shorts

Permanently Reduced
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Dillard's Exclusive
Rated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 stars(3)
See all 18 colors >

Roundtree & YorkeThe Cloud Collection 7" Flat Front Washed Chino Shorts

Permanently Reduced
Orig.
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Dillard's Exclusive
Rated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 starsRated 4.67 out of 5 stars(9)

Polo Ralph LaurenGellar Relaxed Fit Camo Cargo 10.5" Inseam Shorts

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Rated 4.51 out of 5 starsRated 4.51 out of 5 starsRated 4.51 out of 5 starsRated 4.51 out of 5 starsRated 4.51 out of 5 stars(37)
See all 10 colors >

CremieuxBlue Label Madison Classic Fit Garment-Dyed 8" Inseam Shorts

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Dillard's Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)
Roundtree & Yorke Classic Fit 13#double; Inseam Cargo ShortsClassic Fit 13#double; Inseam Cargo Shorts
See all 8 colors >

Roundtree & YorkeClassic Fit 13" Inseam Cargo Shorts

Permanently Reduced
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Dillard's Exclusive
Rated 4.78 out of 5 starsRated 4.78 out of 5 starsRated 4.78 out of 5 starsRated 4.78 out of 5 starsRated 4.78 out of 5 stars(18)
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