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237 results

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    • PreppyRemove filter
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    • Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
      Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
      Opens in a new window or tab
      Pre-Owned
      $21.59
      Was: $26.9920% off
      or Best Offer
      +$29.68 delivery
      Sponsored
    • Tommy Hilfiger Boy's Drawstring Waist Blue White Seersucker Shorts Size Medium
      Tommy Hilfiger Boy's Drawstring Waist Blue White Seersucker Shorts Size Medium
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$5.80 delivery
      Free returns
      Sponsored
    • Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" Waist
      Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" Waist
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.84 delivery
      Free returns
      Sponsored
    • Boden 13Y Utility Adventure Sport Short Boy Blue Zipper Pockets Preppy Canvas
      Boden 13Y Utility Adventure Sport Short Boy Blue Zipper Pockets Preppy Canvas
      Opens in a new window or tab
      Pre-Owned
      $9.99
      Buy It Now
      +$5.00 delivery
      Sponsored
    • Vintage Polo Ralph Lauren Boys Cargo Shorts Size 18 Blue Chino
      Find similar itemsSee all the items on eBay that match this style
      Vintage Polo Ralph Lauren Boys Cargo Shorts Size 18 Blue Chino
      Opens in a new window or tab
      Pre-Owned
      $13.99
      Buy It Now
      +$7.69 delivery
      Sponsored
    • Aftco Original Fishing Shorts Boys Light Blue Cargo Pockets Nylon  5.5" Size 26
      Aftco Original Fishing Shorts Boys Light Blue Cargo Pockets Nylon 5.5" Size 26
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$5.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      Opens in a new window or tab
      Brand New
      $14.99
      List price: $30.9952% off
      Buy It Now
      Free delivery in 2-4 days
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      Save up to 30% when you buy more
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    • Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
      Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
      Opens in a new window or tab
      Brand New
      $28.60
      Buy It Now
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      Save up to 9% when you buy more
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    • Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
      Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
      Opens in a new window or tab
      Brand New
      $26.74
      Buy It Now
      Free delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active Shorts
      Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active Shorts
      Opens in a new window or tab
      Brand New
      $24.99
      Buy It Now
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      Save up to 30% when you buy more
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    • Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      Opens in a new window or tab
      Pre-Owned
      $9.74
      Was: $12.9925% off
      or Best Offer
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWT
      Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWT
      Opens in a new window or tab
      Brand New
      $23.99
      Was: $29.9920% off
      or Best Offer
      +$7.25 delivery
      Last one
      Sponsored
    • NWOT Tommy Hilfiger Boys Chino Shorts Size 18 School Uniform Beige Twill Blend
      NWOT Tommy Hilfiger Boys Chino Shorts Size 18 School Uniform Beige Twill Blend
      Opens in a new window or tab
      New (Other)
      $18.99
      or Best Offer
      +$5.00 delivery in 2-3 days
      Sponsored
    • Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy Boys
      Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy Boys
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$8.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *
      Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$7.99 delivery
      Free returns
      30% off 2+ with coupon
      Sponsored
      Top Rated Plus
    • Vintage Polo Ralph Lauren Shorts Youth 18 XL Green Cargo Utility Kids Boys
      Vintage Polo Ralph Lauren Shorts Youth 18 XL Green Cargo Utility Kids Boys
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Buy It Now
      +$8.50 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Nike Youth Boys Golf Shorts Sz M Black Stretch Chino Performance 10” Preppy
      Nike Youth Boys Golf Shorts Sz M Black Stretch Chino Performance 10” Preppy
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.50 delivery
      Free returns
      Sponsored
    • Boys Levis 511 Blue Jean Denim Shorts Size 10 Dark/Medium Wash
      Boys Levis 511 Blue Jean Denim Shorts Size 10 Dark/Medium Wash
      Opens in a new window or tab
      Pre-Owned
      $7.95
      or Best Offer
      +$5.62 delivery
      Sponsored
    • Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUC
      Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUC
      Opens in a new window or tab
      Pre-Owned
      $8.00
      0 bids · Time left5d 10h
      $16.00
      Buy It Now
      +$5.99 delivery
      Sponsored
    • Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINT
      Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINT
      Opens in a new window or tab
      Pre-Owned
      $19.20
      Was: $24.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • From our popular brands

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        • Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
          Gap
          Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
          Opens in a new window or tab
          Pre-Owned
          $21.59
          +$29.68 delivery
        • NWOT Gap Kids Boys Stretch Twill Shorts Navy Blue Sz M (8) 98%cotton 2% spandex
          Gap
          NWOT Gap Kids Boys Stretch Twill Shorts Navy Blue Sz M (8) 98%cotton 2% spandex
          Opens in a new window or tab
          New (Other)
          $12.95
          +$6.95 delivery
        • Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
          Nike
          Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
          Opens in a new window or tab
          Pre-Owned
          $12.60
          +$6.55 delivery
        • Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
          Wrangler
          Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
          Opens in a new window or tab
          Brand New
          $15.95
          +$6.25 delivery
        • Nike Youth Boys Golf Shorts Sz M Black Stretch Chino Performance 10” Preppy
          Nike
          Nike Youth Boys Golf Shorts Sz M Black Stretch Chino Performance 10” Preppy
          Opens in a new window or tab
          Pre-Owned
          $9.99
          +$6.50 delivery
    • New Old Navy boys youth active go dry cool shorts XL 14/16
      New Old Navy boys youth active go dry cool shorts XL 14/16
      Opens in a new window or tab
      Brand New
      $7.99
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      +$5.84 delivery
      Sponsored
    • Boys Children Cargo Shorts Bermuda Hawaii Short Capri Pants 30079
      Boys Children Cargo Shorts Bermuda Hawaii Short Capri Pants 30079
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      $30.02 to $35.25
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    • Vineyard Vines Shorts Boys 18 Navy Blue Chino Preppy Beach Casual Whale
      Vineyard Vines Shorts Boys 18 Navy Blue Chino Preppy Beach Casual Whale
      Opens in a new window or tab
      Pre-Owned
      $15.19
      Was: $16.8810% off
      or Best Offer
      +$6.50 delivery
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    • NWOT Gap Kids Boys Stretch Twill Shorts Navy Blue Sz M (8) 98%cotton 2% spandex
      NWOT Gap Kids Boys Stretch Twill Shorts Navy Blue Sz M (8) 98%cotton 2% spandex
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      $12.95
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    • Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
      Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
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      $12.60
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    • Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-Button
      Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-Button
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      Pre-Owned
      $12.00
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      +$5.62 delivery
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    • Vineyard Vines Chino Shorts Boy’s Sz. 18 Red Cotton Spandex YGI R5-136
      Vineyard Vines Chino Shorts Boy’s Sz. 18 Red Cotton Spandex YGI R5-136
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      $27.99
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    • NWT POLO RALPH LAUREN Sullivan Slim Fit Stretch Blue Denim Jean Shorts Boys 18
      NWT POLO RALPH LAUREN Sullivan Slim Fit Stretch Blue Denim Jean Shorts Boys 18
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      $26.10
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    • Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
      Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
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      Pre-Owned
      $24.95
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      +$6.75 delivery
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    • Chaps Bermuda Shorts Boys 18 Blue Plaid
      Chaps Bermuda Shorts Boys 18 Blue Plaid
      Opens in a new window or tab
      Pre-Owned
      $10.00
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    • Polo Ralph Lauren Boys Cotton Ripstop Cargo Shorts Size 18 Shorts Gray 30x11
      Polo Ralph Lauren Boys Cotton Ripstop Cargo Shorts Size 18 Shorts Gray 30x11
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      $16.19
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      +$7.35 delivery
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    • True Religion Boys Bermuda Jean Shorts Size 18 Blue Denim Relaxed Distressed
      True Religion Boys Bermuda Jean Shorts Size 18 Blue Denim Relaxed Distressed
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      +$9.99 delivery
      Free returns
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    • Boys OLD NAVY BLUE Shorts 18 Cotton XXL Drawstring Active Breathe Pockets
      Boys OLD NAVY BLUE Shorts 18 Cotton XXL Drawstring Active Breathe Pockets
      Opens in a new window or tab
      Pre-Owned
      $6.60
      Was: $6.955% off
      or Best Offer
      +$5.80 delivery
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    • Boden Shorts Boys 11Y Youth Rainbow Stripe Linen Shorts Beach Pastel NEW
      Boden Shorts Boys 11Y Youth Rainbow Stripe Linen Shorts Beach Pastel NEW
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      +$9.80 delivery in 2-4 days
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    • ABERCROMBIE KIDS Green Linen Blend SHORTS Boy’s Size 17/18 Drawstring & Pockets
      ABERCROMBIE KIDS Green Linen Blend SHORTS Boy’s Size 17/18 Drawstring & Pockets
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      Pre-Owned
      $10.00
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    • Brooks Brothers Boys' Nautical Chino Shorts In Navy, Embroidered Size: 18
      Brooks Brothers Boys' Nautical Chino Shorts In Navy, Embroidered Size: 18
      Opens in a new window or tab
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      $14.40
      Was: $18.0020% off
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    • Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
      Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
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      $11.49
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      +$6.55 delivery
      Free returns
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    • Polo Ralph Lauren Linen Blend Preppy Pink Flat Front Little Boy Shorts - Size 3
      Polo Ralph Lauren Linen Blend Preppy Pink Flat Front Little Boy Shorts - Size 3
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    • Under Armour Loose Fit Shorts Lot Of 2 Boys Youth M Stretch Logo Heatgear Preppy
      Under Armour Loose Fit Shorts Lot Of 2 Boys Youth M Stretch Logo Heatgear Preppy
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    • VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton Canvas
      VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton Canvas
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    • Ralph Lauren Polo Classic Minimalist White Chino Bermuda 100% Cotton Shorts 18
      Ralph Lauren Polo Classic Minimalist White Chino Bermuda 100% Cotton Shorts 18
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    • Brooks Brother Shorts Boys 18 Blue Fleece Preppy Casual Golf Chinos NWT
      Brooks Brother Shorts Boys 18 Blue Fleece Preppy Casual Golf Chinos NWT
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    • Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
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    • Under Armour Shorts Kids Boys Size 18 Black Golf Stretch HeatGear UPF 50 New
      Under Armour Shorts Kids Boys Size 18 Black Golf Stretch HeatGear UPF 50 New
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    • New Polo Ralph Lauren Boys Sullivan Slim Denim Shorts In Red Color Size 3
      New Polo Ralph Lauren Boys Sullivan Slim Denim Shorts In Red Color Size 3
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    • Old Navy Kid Boys Knee Length Uniform Shorts 2-Pack Shore Enough Size 18 Plus
      Old Navy Kid Boys Knee Length Uniform Shorts 2-Pack Shore Enough Size 18 Plus
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      $15.99
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    • Calvin Klein Boys shorts with Belt Sz.18 Black NWT Preppy Comfort Summer Casual
      Calvin Klein Boys shorts with Belt Sz.18 Black NWT Preppy Comfort Summer Casual
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    • Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy Golf
      Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy Golf
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      $13.50
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      or Best Offer
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    • Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
      Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
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    • Polo Ralph Lauren Boy Shorts Size 18 Pepster Color Block Oxford Preppy Academia
      Polo Ralph Lauren Boy Shorts Size 18 Pepster Color Block Oxford Preppy Academia
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      Brand New
      $41.99
      Was: $59.9930% off
      or Best Offer
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    • Gap Boy's Navy Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      Gap Boy's Navy Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      Opens in a new window or tab
      Brand New
      $13.56
      Was: $16.9520% off
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    • Under Armour Youth Boys 18 Golf Shorts Loose Fit Sharp Gray Comfort Stretch
      Under Armour Youth Boys 18 Golf Shorts Loose Fit Sharp Gray Comfort Stretch
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      $8.00
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    • Vineyard Vines 3 Tone Summer Preppy Shorts (Boy's Size 18) Blue/Pink
      Vineyard Vines 3 Tone Summer Preppy Shorts (Boy's Size 18) Blue/Pink
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      $18.04
      or Best Offer
      +$7.98 delivery
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    • Under Armour Shorts Kids Boys Size 18 Black Golf Stretch HeatGear UPF 50 New
      Under Armour Shorts Kids Boys Size 18 Black Golf Stretch HeatGear UPF 50 New
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    • Vintage Abercrombie & Fitch Shorts Size 2 Blue Cargo Surplus Belted Youth Unisex
      Vintage Abercrombie & Fitch Shorts Size 2 Blue Cargo Surplus Belted Youth Unisex
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      $18.00
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      +$10.07 delivery
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    • $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!
      $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!
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      $14.88
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    • Polo Ralph Lauren Cargo Shorts Olive Green Boys 3/3T New
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    • Vineyard Vines Boys Seersucker Breaker Shorts White Light Blue Stripe Kids 18
      Vineyard Vines Boys Seersucker Breaker Shorts White Light Blue Stripe Kids 18
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    • Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy New
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    • Signature Levi Strauss Jean Denim Cutoff Shorts Boy's 18 Adjustable Waist
      Signature Levi Strauss Jean Denim Cutoff Shorts Boy's 18 Adjustable Waist
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      $8.49
      Was: $9.9915% off
      or Best Offer
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    • Wrangler Boys' Outdoor Hiking Adjustable Waist Cargo Shorts - Size 18 - EUC
      Wrangler Boys' Outdoor Hiking Adjustable Waist Cargo Shorts - Size 18 - EUC
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    • Polo Ralph Lauren Little Boys Shorts size 3 Pair Blue Elastic Waist Drawstring *
      Polo Ralph Lauren Little Boys Shorts size 3 Pair Blue Elastic Waist Drawstring *
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      Pre-Owned
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      Was: $12.9915% off
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      Pre-Owned
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    • Gap Kids Boys Pull On Soft Stretch Twill Woven Short
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      Opens in a new window or tab
      Brand New
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      Opens in a new window or tab
      Brand New
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      Opens in a new window or tab
      Pre-Owned
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      Opens in a new window or tab
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      Brand New
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      Opens in a new window or tab
      Brand New
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    • NEW Crown & Ivy Kids Boys Navy Blue Shorts Size 18 Regular Adjustable Waist NWT
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      Opens in a new window or tab
      Brand New
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      Was: $19.0025% off
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    • Polo Ralph Lauren Shorts Youth 18 XL  Beige Khaki Flat Front Cotton Preppy Twill
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      Pre-Owned
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    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
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      Pre-Owned
      $22.40
      Was: $28.0020% off
      or Best Offer
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