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351 results

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    • Size: 5Remove filter
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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
      Opens in a new window or tab
      Pre-Owned
      $24.95
      or Best Offer
      +$6.75 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Adidas boys Black athletic shorts with White Stripes size 5
      Adidas boys Black athletic shorts with White Stripes size 5
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
      Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
      Opens in a new window or tab
      Pre-Owned
      $15.44
      or Best Offer
      +$5.54 delivery
      Free returns
      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
      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
    • Vineyard Vines Performance Breathable Shorts Youth XL Size 18 Whales Zip Pockets
      Vineyard Vines Performance Breathable Shorts Youth XL Size 18 Whales Zip Pockets
      Opens in a new window or tab
      New (Other)
      $12.00
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Opens in a new window or tab
      Pre-Owned
      $16.79
      or Best Offer
      +$7.95 delivery
      Sponsored
    • Vineyard Vines by Shep & Ian Boys Coral Chino Shorts Size 18
      Vineyard Vines by Shep & Ian Boys Coral Chino Shorts Size 18
      Opens in a new window or tab
      Pre-Owned
      $9.95
      or Best Offer
      +$5.85 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
      $24.00
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 6 Multicolor Plaid Chino Preppy
      Polo Ralph Lauren Shorts Boys 6 Multicolor Plaid Chino Preppy
      Opens in a new window or tab
      Pre-Owned
      $6.99
      Buy It Now
      +$7.99 delivery
      Sponsored
    • Mini Boden Boys Youth Cargo Shorts Size 9 Green 100% Cotton 10" Inseam
      Mini Boden Boys Youth Cargo Shorts Size 9 Green 100% Cotton 10" Inseam
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      +$5.95 delivery
      Free returns
      Extra 25% off with coupon
      Sponsored
      Top Rated Plus
    • Boys OLD NAVY Shorts 18 XXL Gray Elastic Waist Pockets Cotton Summer Comfortable
      Boys OLD NAVY Shorts 18 XXL Gray Elastic Waist Pockets Cotton Summer Comfortable
      Opens in a new window or tab
      Pre-Owned
      $5.00
      0 bids · Time left6d 1h
      +$5.80 delivery
      Sponsored
    • Polo Ralph Lauren Boys 5 Seersucker Shorts Blue White Adj Waist EUC
      Polo Ralph Lauren Boys 5 Seersucker Shorts Blue White Adj Waist EUC
      Opens in a new window or tab
      Pre-Owned
      $17.00
      Buy It Now
      +$5.00 delivery
      11 watchers
      Sponsored
    • Ralph Lauren Boys RLCC 1967 Cricket Batsman Bermuda Shorts Navy Blue Twill Sz 6
      Ralph Lauren Boys RLCC 1967 Cricket Batsman Bermuda Shorts Navy Blue Twill Sz 6
      Opens in a new window or tab
      Pre-Owned
      $14.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Polyester Golf Shorts 18 Blue 29x10.5 New With Tag
      Polo Ralph Lauren Boys Polyester Golf Shorts 18 Blue 29x10.5 New With Tag
      Opens in a new window or tab
      Brand New
      $22.50
      Was: $25.0010% off
      or Best Offer
      Free delivery
      Free returns
      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
      $17.54
      Was: $26.9935% off
      or Best Offer
      +$29.68 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Toddler 6 Blue Stripes Preppy Drawstring Pockets
      Polo Ralph Lauren Shorts Toddler 6 Blue Stripes Preppy Drawstring Pockets
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$7.00 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Vtg Boys GAP Camouflage Shorts Size 6 SLIM Classic CAMO Hunting ADJUSTABLE WAIST
      Vtg Boys GAP Camouflage Shorts Size 6 SLIM Classic CAMO Hunting ADJUSTABLE WAIST
      Opens in a new window or tab
      Pre-Owned
      $9.35
      Was: $11.0015% off
      or Best Offer
      +$5.80 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
    • TCP Carter’s Boys Shorts Lot Sz 6 Camo Khaki
      TCP Carter’s Boys Shorts Lot Sz 6 Camo Khaki
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.35 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
          $17.54
          +$29.68 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
          $13.95
          +$6.95 delivery
          Extra 10% off with coupon
        • 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
          15% off 2+ with coupon
        • Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
          Gap
          Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
          Opens in a new window or tab
          Brand New
          $11.88
          +$7.35 delivery
          Save up to 15% when you buy more
        • 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
          $11.00
          +$4.84 delivery
    • Vineyard vines boys blue flat front size 18 Chino short adjustable waist Preppy
      Vineyard vines boys blue flat front size 18 Chino short adjustable waist Preppy
      Opens in a new window or tab
      Pre-Owned
      $9.99
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      +$5.49 delivery
      Sponsored
    • Polo Ralph Lauren Boys Size 5 Chino Adjustable Waist Blue Navy Shorts Preppy
      Polo Ralph Lauren Boys Size 5 Chino Adjustable Waist Blue Navy Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $9.00
      Was: $12.0025% off
      Buy It Now
      +$5.50 delivery
      Free returns
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    • Polo Ralph Lauren Chino Shorts Youth 18 Pink Corduroy Sailboats All Over Print
      Polo Ralph Lauren Chino Shorts Youth 18 Pink Corduroy Sailboats All Over Print
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • The Children’s Place Boy’s Size 5 T Olive Green Khaki Shorts
      The Children’s Place Boy’s Size 5 T Olive Green Khaki Shorts
      Opens in a new window or tab
      Pre-Owned
      $7.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Polo Ralph Lauren Reversible Shorts Boy's 18 Madras Plaid Patchwork Chambray
      Polo Ralph Lauren Reversible Shorts Boy's 18 Madras Plaid Patchwork Chambray
      Opens in a new window or tab
      Pre-Owned
      $21.99
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    • Vineyard Vines NWT Boys Sz 16 Red Blue Gingham Plaid Breaker Adjustable Shorts
      Vineyard Vines NWT Boys Sz 16 Red Blue Gingham Plaid Breaker Adjustable Shorts
      Opens in a new window or tab
      Brand New
      $29.99
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    • Under Armour Shorts Boys Size 18 Khaki Beige School Golf HeatGear Preppy NWT
      Under Armour Shorts Boys Size 18 Khaki Beige School Golf HeatGear Preppy NWT
      Opens in a new window or tab
      Brand New
      $15.99
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      +$4.84 delivery
      Sponsored
    • 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
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    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 18
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 18
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Was: $25.0020% off
      or Best Offer
      +$7.25 delivery
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    • Mini Boden Boys Youth Cargo Shorts Size 9 Blue 100% Cotton 9" Inseam
      Mini Boden Boys Youth Cargo Shorts Size 9 Blue 100% Cotton 9" Inseam
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      +$5.95 delivery
      Free returns
      Extra 25% off with coupon
      Sponsored
      Top Rated Plus
    • Boys Tony Hawk Shorts Green Plaid Size 18 Skater Preppy
      Boys Tony Hawk Shorts Green Plaid Size 18 Skater Preppy
      Opens in a new window or tab
      Pre-Owned
      $14.44
      Was: $16.9915% off
      or Best Offer
      Free delivery
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    • 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
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      +$5.00 delivery
      Free returns
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    • NEW! Mayoral Boys Sz 9 Shorts Belt Blue Green Stripe Preppy Adjustable Waist
      NEW! Mayoral Boys Sz 9 Shorts Belt Blue Green Stripe Preppy Adjustable Waist
      Opens in a new window or tab
      Brand New
      $18.97
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    • 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
      $33.95
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    • 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
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      +$6.17 delivery
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    • Polo Ralph Lauren Straight Fit Cotton Shorts with Belt Boys Size 18 NWT Navy
      Polo Ralph Lauren Straight Fit Cotton Shorts with Belt Boys Size 18 NWT Navy
      Opens in a new window or tab
      Brand New
      $26.00
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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
      New (Other)
      $18.00
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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
      Opens in a new window or tab
      Brand New
      $16.87
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      Free returns
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    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Opens in a new window or tab
      Pre-Owned
      $22.00
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    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Opens in a new window or tab
      Pre-Owned
      $22.40
      Was: $28.0020% off
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      +$7.25 delivery
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    • 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
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      $9.99
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    • Vintage Boys POLO RALPH LAUREN Salmon Pink Cargo Cotton Pocket Shorts Size 6
      Vintage Boys POLO RALPH LAUREN Salmon Pink Cargo Cotton Pocket Shorts Size 6
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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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    • 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
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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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    • Carters Kid Pull On Drawstring Denim Shorts With Pockets Boys Size 6 Lot Of 2
      Carters Kid Pull On Drawstring Denim Shorts With Pockets Boys Size 6 Lot Of 2
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    • NEW Polo Ralph Lauren Boys Cotton Chino Shorts Pink Sz 18 NWT Golf Casual
      NEW Polo Ralph Lauren Boys Cotton Chino Shorts Pink Sz 18 NWT Golf Casual
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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)
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    • Bundle (4) Boys Shorts Ralph Lauren Carters Dogs Preppy Khaki Navy White 5T
      Bundle (4) Boys Shorts Ralph Lauren Carters Dogs Preppy Khaki Navy White 5T
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    • 2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
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      Pre-Owned
      $9.99
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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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    • Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
      Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
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    • 2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
      2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
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      $12.99
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      +$6.75 delivery in 2-3 days
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    • 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
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      Pre-Owned
      $19.98
      or Best Offer
      +$4.71 delivery
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    • Janie And Jack Boys’ White Linen Shorts Classic Style Adjustable Waist Size 6
      Janie And Jack Boys’ White Linen Shorts Classic Style Adjustable Waist Size 6
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      Pre-Owned
      $18.00
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      +$6.55 delivery
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    • Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
      Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
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      $11.88
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    • Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
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    • Janie & Jack Madras Patchwork Shorts Boys 6 Plaid Chino
      Janie & Jack Madras Patchwork Shorts Boys 6 Plaid Chino
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      Pre-Owned
      $18.00
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    • NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable Waist
      NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable Waist
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      Brand New
      $16.19
      Was: $17.9910% off
      or Best Offer
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    • Vineyard Vines Boys Khaki Flat Front Bermuda Shorts Sz 18 Pockets Perfect Cond
      Vineyard Vines Boys Khaki Flat Front Bermuda Shorts Sz 18 Pockets Perfect Cond
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      Pre-Owned
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    • POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton Chino
      POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton Chino
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      $19.99
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      +$5.95 delivery
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    • New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      Opens in a new window or tab
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      $19.44
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    • Gap Boys Shorts Cargo Plaid Blue Tan Green Adjustable Waist Size 5 New Cotton
      Gap Boys Shorts Cargo Plaid Blue Tan Green Adjustable Waist Size 5 New Cotton
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      Brand New
      $16.99
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    • 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
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