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349 results

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    • PreppyRemove filter
    • Size: 18Remove filter
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    • Properly Tied Mallard Short Preppy Southern Fish Printed Outdoor Green Boys 5
      Properly Tied Mallard Short Preppy Southern Fish Printed Outdoor Green Boys 5
      Opens in a new window or tab
      Pre-Owned
      $24.98
      or Best Offer
      +$8.84 delivery
      Sponsored
    • 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
    • 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
    • J. Bailey Boys'  Pete Short Shrimp Twill Boys  Short Size 6 Spring Summer Preppy
      J. Bailey Boys' Pete Short Shrimp Twill Boys Short Size 6 Spring Summer Preppy
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
      Find similar itemsSee all the items on eBay that match this style
      Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
      Opens in a new window or tab
      Pre-Owned
      $5.99
      or Best Offer
      +$4.52 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Vintage Polo Ralph Lauren Boys Cargo Shorts Size 18 Blue Chino
      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
    • Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Hope & Henry Size 6 Linen Organic Blend Shorts Adjustable Waist Classic Preppy
      Hope & Henry Size 6 Linen Organic Blend Shorts Adjustable Waist Classic Preppy
      Opens in a new window or tab
      Brand New
      $21.60
      Was: $24.0010% off
      or Best Offer
      +$5.95 delivery in 2-4 days
      Sponsored
    • Calvin Klein Jeans Cargo Shorts Casual Everyday Black Kids Size 6
      Calvin Klein Jeans Cargo Shorts Casual Everyday Black Kids Size 6
      Opens in a new window or tab
      Pre-Owned
      $7.24
      or Best Offer
      +$8.10 delivery
      from Canada
      Sponsored
    • Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - Purple
      Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - Purple
      Opens in a new window or tab
      Pre-Owned
      $11.00
      Buy It Now
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo by Ralph Lauren Boys Navy Blue Flat Front Cotton Chino Shorts 6X Preppy
      Polo by Ralph Lauren Boys Navy Blue Flat Front Cotton Chino Shorts 6X Preppy
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.40 delivery
      Sponsored
    • Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Opens in a new window or tab
      Pre-Owned
      $13.50
      or Best Offer
      +$4.84 delivery
      10 watchers
      Sponsored
    • GAP Boys Madras Plaid Cargo Shorts Size 6 Adjustable Patchwork Preppy Y2K
      GAP Boys Madras Plaid Cargo Shorts Size 6 Adjustable Patchwork Preppy Y2K
      Opens in a new window or tab
      Pre-Owned
      $7.50
      Buy It Now
      +$5.50 delivery
      Free returns
      Sponsored
    • 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
    • Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
      Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
      Opens in a new window or tab
      Pre-Owned
      $24.95
      or Best Offer
      +$6.75 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Opens in a new window or tab
      Pre-Owned
      $16.19
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$5.00 delivery
      Sponsored
    • 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
    • From our popular brands

      Based on number of views and purchases | Sponsored
        • 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
        • 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
        • Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
          Hurley
          Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
          Opens in a new window or tab
          Pre-Owned
          $6.98
          +$6.95 delivery
          Extra 10% off with coupon
        • Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
          adidas
          Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
          Opens in a new window or tab
          Pre-Owned
          $5.99
          +$4.52 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
      or Best Offer
      +$5.84 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
    • Nautica Boys Red Shorts -Size 6- Classic Fit Deck Shorts - Flat Front Chino
      Nautica Boys Red Shorts -Size 6- Classic Fit Deck Shorts - Flat Front Chino
      Opens in a new window or tab
      New (Other)
      $9.00
      or Best Offer
      +$4.71 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 6h
      $16.00
      Buy It Now
      +$5.99 delivery
      Sponsored
    • NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)
      NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)
      Opens in a new window or tab
      Brand New
      $33.61
      or Best Offer
      +$5.99 delivery
      Sponsored
    • Boys Pink Shorts 6 RALPH LAUREN Salmon Cargo Cotton Vintage Pocket POLO
      Boys Pink Shorts 6 RALPH LAUREN Salmon Cargo Cotton Vintage Pocket POLO
      Opens in a new window or tab
      Pre-Owned
      $15.29
      Was: $17.9915% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Polo Ralph Lauren Short Boys Size 6 The Sullivan Slim Denim Raw Hem White NWT
      Polo Ralph Lauren Short Boys Size 6 The Sullivan Slim Denim Raw Hem White NWT
      Opens in a new window or tab
      Brand New
      $39.95
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Oshkosh Old Navy Sonoma Toughskins Chaps Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Oshkosh Old Navy Sonoma Toughskins Chaps Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $30.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • 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
      Buy It Now
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Crewcuts kid boys' size 6 Stanton tech solid Red shorts
      Crewcuts kid boys' size 6 Stanton tech solid Red shorts
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$12.71 delivery
      Sponsored
    • 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
      Sponsored
    • VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton Canvas
      VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton Canvas
      Opens in a new window or tab
      Pre-Owned
      $18.69
      or Best Offer
      +$6.99 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.62 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Pre-Owned
      $12.60
      Was: $14.0010% off
      Buy It Now
      +$6.55 delivery
      Sponsored
    • 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
      Sponsored
    • 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
      Opens in a new window or tab
      Brand New
      $26.10
      or Best Offer
      +$6.95 delivery
      Sponsored
    • 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
      Sponsored
    • 2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Opens in a new window or tab
      Pre-Owned
      $10.99
      or Best Offer
      +$5.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Youth 18 XL  Beige Khaki Flat Front Cotton Preppy Twill
      Polo Ralph Lauren Shorts Youth 18 XL Beige Khaki Flat Front Cotton Preppy Twill
      Opens in a new window or tab
      Pre-Owned
      $14.77
      Buy It Now
      +$5.95 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$5.50 delivery
      Extra 10% off with coupon
      Sponsored
    • Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green Preppy
      Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green Preppy
      Opens in a new window or tab
      Pre-Owned
      $7.28
      or Best Offer
      +$5.75 delivery
      Sponsored
    • 2012 GYMBOREE BOYS Summer Stock Up Pull-On Cargo Pocket Knit Shorts 6 Yrs Olive
      2012 GYMBOREE BOYS Summer Stock Up Pull-On Cargo Pocket Knit Shorts 6 Yrs Olive
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-3 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Opens in a new window or tab
      Pre-Owned
      $27.99
      or Best Offer
      +$6.99 delivery
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    • 2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-3 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      New (Other)
      $14.40
      Was: $18.0020% off
      Buy It Now
      +$5.50 delivery
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    • New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      Opens in a new window or tab
      Brand New
      $24.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Extra 40% off with coupon
      Sponsored
      Top Rated Plus
    • Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
      Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
      Opens in a new window or tab
      Brand New
      $29.99
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      +$5.50 delivery
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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
      Opens in a new window or tab
      Pre-Owned
      $28.39
      or Best Offer
      +$5.31 delivery
      Sponsored
    • Oshkosh Shorts Boys Size 6 Pink Casual Flat Preppy Chino Straight Pants 7 Inseam
      Oshkosh Shorts Boys Size 6 Pink Casual Flat Preppy Chino Straight Pants 7 Inseam
      Opens in a new window or tab
      Pre-Owned
      $13.85
      or Best Offer
      +$6.98 delivery
      Extra 5% off with coupon
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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
      Opens in a new window or tab
      Pre-Owned
      $5.00
      Buy It Now
      +$6.55 delivery
      Sponsored
    • Children’s Place Boys Chino Pants With Belt Size 6 . NWT
      Children’s Place Boys Chino Pants With Belt Size 6 . NWT
      Opens in a new window or tab
      Brand New
      $11.00
      or Best Offer
      +$5.21 delivery
      Sponsored
    • POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUC
      POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUC
      Opens in a new window or tab
      Pre-Owned
      $15.50
      or Best Offer
      +$4.71 delivery
      Free returns
      Sponsored
    • Cat & Jack TCP Carter’s Boys Shorts Lot Sz 6 Striped Jean
      Cat & Jack TCP Carter’s Boys Shorts Lot Sz 6 Striped Jean
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.35 delivery
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    • 2pr Boys Sz 5 Plaid Shorts NICE!
      2pr Boys Sz 5 Plaid Shorts NICE!
      Opens in a new window or tab
      Pre-Owned
      $8.00
      0 bids · Time left6d 7h
      $12.00
      Buy It Now
      +$10.00 delivery
      Sponsored
    • James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      Opens in a new window or tab
      Pre-Owned
      $12.80
      Was: $16.0020% off
      or Best Offer
      +$4.33 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Brand New
      $24.99
      Buy It Now
      Free delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Brand New
      $25.00
      or Best Offer
      +$4.70 delivery
      Sponsored
    • Polo Ralph Lauren Boy's Madras Plaid Patchwork Shorts Sz 18 Youth Preppy
      Polo Ralph Lauren Boy's Madras Plaid Patchwork Shorts Sz 18 Youth Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.17 delivery
      Sponsored
    • Lot Of 2 Oshkosh & Sonoma Shorts  Size 5 ~ 100 % Cotton
      Lot Of 2 Oshkosh & Sonoma Shorts Size 5 ~ 100 % Cotton
      Opens in a new window or tab
      Pre-Owned
      $14.00
      Buy It Now
      Free delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Pre-Owned
      $18.04
      or Best Offer
      +$7.98 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Opens in a new window or tab
      Brand New
      $13.50
      Was: $16.8720% off
      or Best Offer
      +$6.49 delivery
      Free returns
      Sponsored
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    • NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable Waist
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