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602 results

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    • PreppyRemove filter
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    • Ralph Lauren/Tommy Bahama short/swim trunk bundle size 10/12
      Ralph Lauren/Tommy Bahama short/swim trunk bundle size 10/12
      Opens in a new window or tab
      Pre-Owned
      $27.99
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Southern Tide Shorts Boys 10 Beige Flat Front Lightweight Adjustable Waist
      Southern Tide Shorts Boys 10 Beige Flat Front Lightweight Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $9.02
      Was: $12.8830% off
      or Best Offer
      +$4.71 delivery
      Free returns
      Extra 26% off with coupon
      Sponsored
      Top Rated Plus
    • Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht Summer
      Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht Summer
      Opens in a new window or tab
      Pre-Owned
      $19.98
      or Best Offer
      +$5.99 delivery in 2-4 days
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Crewcuts Boys Chino Cotton Shorts, 6, Camel
      Crewcuts Boys Chino Cotton Shorts, 6, Camel
      Opens in a new window or tab
      Brand New
      $38.00
      or Best Offer
      +$4.57 delivery
      Sponsored
    • Polo Ralph Lauren Boys Olive Green Drawstring Gorpcore Casual Shorts Sz 6
      Find similar itemsSee all the items on eBay that match this style
      Polo Ralph Lauren Boys Olive Green Drawstring Gorpcore Casual Shorts Sz 6
      Opens in a new window or tab
      Pre-Owned
      $12.25
      or Best Offer
      +$4.52 delivery
      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
    • Lot of 3 GAP KIDS Boys Cargo Shorts Khaki Navy Blue Green Size 10 Regular
      Lot of 3 GAP KIDS Boys Cargo Shorts Khaki Navy Blue Green Size 10 Regular
      Opens in a new window or tab
      Pre-Owned
      $24.50
      or Best Offer
      +$9.90 delivery
      Sponsored
    • Vineyard Vines Breaker Shorts Boys 10 Ocean Breeze Striped Seersucker Casual NWT
      Vineyard Vines Breaker Shorts Boys 10 Ocean Breeze Striped Seersucker Casual NWT
      Opens in a new window or tab
      Brand New
      $21.59
      Was: $26.9920% off
      Buy It Now
      +$6.80 delivery
      Extra 20% off with coupon
      Sponsored
    • Picked For You

      Top selling items from trusted sellers | Sponsored
        • Vineyard Vines Performance Blue Chino Shorts Adjustable Waist Boys Size 10
          Vineyard Vines Performance Blue Chino Shorts Adjustable Waist Boys Size 10
          Opens in a new window or tab
          $19.00
          marthholle_0 (3,779) 99.6%
        • Vineyard Vines Club Shorts Boys Great Quality Shorts - Multiple Sizes/Colors!
          Vineyard Vines Club Shorts Boys Great Quality Shorts - Multiple Sizes/Colors!
          Opens in a new window or tab
          $24.99
          vinchin1475 (1,022) 100%
        • Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14)  $59.50
          Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14) $59.50
          Opens in a new window or tab
          $29.50
          coachjustyou (2,245) 100%
        • Old Navy Boys Khaki Shorts Size 6 - Free Shipping
          Old Navy Boys Khaki Shorts Size 6 - Free Shipping
          Opens in a new window or tab
          $12.95
          topqualitybrands (6,097) 98.9%
        • Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14
          Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14
          Opens in a new window or tab
          $29.49
          coachjustyou (2,245) 100%
        • Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform Chino
          Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform Chino
          Opens in a new window or tab
          $15.99
          connectedthreads (2,011) 99.6%
    • Brooks Brothers Shorts Boys 10 Red Striped Seersucker Embroidered Crab Preppy
      Brooks Brothers Shorts Boys 10 Red Striped Seersucker Embroidered Crab Preppy
      Opens in a new window or tab
      Pre-Owned
      $16.00
      Buy It Now
      +$6.15 delivery
      Sponsored
    • Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Opens in a new window or tab
      Brand New
      $12.00
      0 bids · Time left4d 4h
      or Best Offer
      +$4.71 delivery
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    • Polo Ralph Lauren India Madras Plaid Shorts Boys 14 Preppy Multi Color 9" inseam
      Polo Ralph Lauren India Madras Plaid Shorts Boys 14 Preppy Multi Color 9" inseam
      Opens in a new window or tab
      Pre-Owned
      $21.99
      Buy It Now
      +$4.84 delivery
      Sponsored
    • GAP Sonoma Garanimals Timberland Boys Shorts Cargo Khaki Sz 4 Lot Of 4
      GAP Sonoma Garanimals Timberland Boys Shorts Cargo Khaki Sz 4 Lot Of 4
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Lot 3 Lands End Boys Khaki Chinos Shorts School Uniform Size 10
      Lot 3 Lands End Boys Khaki Chinos Shorts School Uniform Size 10
      Opens in a new window or tab
      Pre-Owned
      $16.49
      Was: $21.9925% off
      or Best Offer
      +$10.00 delivery
      Sponsored
    • J. Crew Crewcuts Boys Shorts Size 14
      J. Crew Crewcuts Boys Shorts Size 14
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 14
      Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)
      Opens in a new window or tab
      Pre-Owned
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$6.99 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 15% off with coupon
      Sponsored
    • J Crew Crewcuts Seersucker Shorts Boys Size 10 Green White Striped 100% Cotton
      J Crew Crewcuts Seersucker Shorts Boys Size 10 Green White Striped 100% Cotton
      Opens in a new window or tab
      Brand New
      $18.99
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Nautica Shorts Youth 10 Turquoise Chino Casual Cotton Preppy Kids
      Nautica Shorts Youth 10 Turquoise Chino Casual Cotton Preppy Kids
      Opens in a new window or tab
      Pre-Owned
      $5.00
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      +$4.52 delivery
      Sponsored
    • NWOT Gap Boys Linen Blend Shorts Size 14 Blue Lightweight Resort Vacation Golf
      NWOT Gap Boys Linen Blend Shorts Size 14 Blue Lightweight Resort Vacation Golf
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      New (Other)
      $19.00
      or Best Offer
      +$5.00 delivery in 2-4 days
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    • From our popular brands

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        • GAP Kids Easy Fit Shorts Youth 10 Blue Chino Long Adjust Waist School Uniform
          Gap
          GAP Kids Easy Fit Shorts Youth 10 Blue Chino Long Adjust Waist School Uniform
          Opens in a new window or tab
          Pre-Owned
          $11.19
          +$6.98 delivery
          Extra 20% off with coupon
        • VINTAGE Wrangler Denim Cargo Shorts Youth Boys 10 Husky Adjustable Waist Y2K
          Wrangler
          VINTAGE Wrangler Denim Cargo Shorts Youth Boys 10 Husky Adjustable Waist Y2K
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          Pre-Owned
          $15.99
          +$6.95 delivery
        • Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Regular Size 10 NEW
          Wrangler
          Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Regular Size 10 NEW
          Opens in a new window or tab
          Brand New
          $14.95
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        • Gap Kids Shorts Boys Size 10 Tan Beige 11" Inseam Cargo Summer Youth
          Gap
          Gap Kids Shorts Boys Size 10 Tan Beige 11" Inseam Cargo Summer Youth
          Opens in a new window or tab
          Pre-Owned
          $9.35
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        • 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
    • Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 Embroidered
      Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 Embroidered
      Opens in a new window or tab
      Pre-Owned
      $37.50
      or Best Offer
      +$5.99 delivery
      Free returns
      Sponsored
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    • Polo Ralph Lauren Shorts Chino Boys Youth Size 14 Red Casual Preppy
      Polo Ralph Lauren Shorts Chino Boys Youth Size 14 Red Casual Preppy
      Opens in a new window or tab
      Pre-Owned
      $14.95
      or Best Offer
      +$8.19 delivery
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    • Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!
      Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!
      Opens in a new window or tab
      Brand New
      $22.99
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      +$8.84 delivery
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    • 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 2-4 days
      Free returns
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      Top Rated Plus
    • Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach Golf
      Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach Golf
      Opens in a new window or tab
      Pre-Owned
      $13.99
      Buy It Now
      +$7.01 delivery
      Sponsored
    • J.Crew Crewcuts Boys Khaki Cotton Chino Shorts Adjustable Waist Boys Size 14
      J.Crew Crewcuts Boys Khaki Cotton Chino Shorts Adjustable Waist Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $9.00
      0 bids · Time left1d 5h
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids Preppy
      Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids Preppy
      Opens in a new window or tab
      Brand New
      $19.95
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    • Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Opens in a new window or tab
      Brand New
      $22.97
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      5 watchers
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    • Vineyard Vines Performance Blue Chino Shorts Adjustable Waist Boys Size 10
      Vineyard Vines Performance Blue Chino Shorts Adjustable Waist Boys Size 10
      Opens in a new window or tab
      Pre-Owned
      $19.00
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    • Lacoste Boys Two Tone White/ Olive Green Logo Sweat Shorts W/Pockets Kids Sz 10
      Lacoste Boys Two Tone White/ Olive Green Logo Sweat Shorts W/Pockets Kids Sz 10
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$8.54 delivery
      Sponsored
    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • JANIE & JACK Boys Striped Seersucker Capri Blue Shorts 10 Preppy Casual Classic
      JANIE & JACK Boys Striped Seersucker Capri Blue Shorts 10 Preppy Casual Classic
      Opens in a new window or tab
      Pre-Owned
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered Logo
      Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered Logo
      Opens in a new window or tab
      Pre-Owned
      $19.95
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      +$9.45 delivery
      Free returns
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    • Vineyard Vines Performance Shorts Boys Gray Size 14
      Vineyard Vines Performance Shorts Boys Gray Size 14
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
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    • Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14
      Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14
      Opens in a new window or tab
      Pre-Owned
      $18.00
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      +$5.25 delivery
      Free returns
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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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      $29.99
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    • Polo Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
      Polo Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
      Opens in a new window or tab
      Pre-Owned
      $9.99
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    • 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
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    • Vineyard Vines by Shep & Ian Casual Shorts Boys Size 10
      Vineyard Vines by Shep & Ian Casual Shorts Boys Size 10
      Opens in a new window or tab
      Pre-Owned
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14
      Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14
      Opens in a new window or tab
      Pre-Owned
      $15.00
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      +$7.00 delivery
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    • 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
      $6.50
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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
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      +$6.55 delivery
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    • Old Navy Cargo Shorts Boys SIZE 10 Reg x 9” inseam Tan Beige Adjustable Waist
      Old Navy Cargo Shorts Boys SIZE 10 Reg x 9” inseam Tan Beige Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $5.81
      Was: $6.257% off
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      +$5.21 delivery
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    • Polo Ralph Lauren Boy’s Size 14 Prepster Blue Denim Jean Shorts Drawstring Pony
      Polo Ralph Lauren Boy’s Size 14 Prepster Blue Denim Jean Shorts Drawstring Pony
      Opens in a new window or tab
      Pre-Owned
      $29.95
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      +$5.80 delivery
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    • Polo Ralph Lauren Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14
      Polo Ralph Lauren Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14
      Opens in a new window or tab
      Brand New
      $30.79
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    • Enyce Shorts Boys 10 Denim Jean Jorts Pockets Casual Y2K Stitched YOUTH
      Enyce Shorts Boys 10 Denim Jean Jorts Pockets Casual Y2K Stitched YOUTH
      Opens in a new window or tab
      Pre-Owned
      $18.98
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      +$6.95 delivery
      Free returns
      Last one
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    • Old Navy Shorts Boys Kids Tan Khaki Bermuda Uniform Summer Casual Shorts Sz 10
      Old Navy Shorts Boys Kids Tan Khaki Bermuda Uniform Summer Casual Shorts Sz 10
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      Pre-Owned
      $12.00
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      +$4.71 delivery
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    • POLO RALPH LAUREN PATCHWORK MADRAS PLAID SHORTS BOYS SIZE 14
      POLO RALPH LAUREN PATCHWORK MADRAS PLAID SHORTS BOYS SIZE 14
      Opens in a new window or tab
      Pre-Owned
      $12.99
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      +$5.00 delivery
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    • Polo Ralph Lauren Boys Prepster Shorts Sz 14 Chambray Blue
      Polo Ralph Lauren Boys Prepster Shorts Sz 14 Chambray Blue
      Opens in a new window or tab
      Pre-Owned
      $18.00
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      +$9.91 delivery
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    • $58 BROOKS BROTHERS Madras Plaid Boys Preppy Patchwork Flat Front Shorts Size 10
      $58 BROOKS BROTHERS Madras Plaid Boys Preppy Patchwork Flat Front Shorts Size 10
      Opens in a new window or tab
      Pre-Owned
      $14.45
      Was: $17.0015% off
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      +$5.80 delivery
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    • Vineyard Vines Boys Summer Twill Breaker Blue Adjustable Waist Shorts Size 14
      Vineyard Vines Boys Summer Twill Breaker Blue Adjustable Waist Shorts Size 14
      Opens in a new window or tab
      Pre-Owned
      $16.00
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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
      Opens in a new window or tab
      Pre-Owned
      $15.50
      or Best Offer
      +$4.71 delivery
      Free returns
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    • Janie & Jack Boys Yellow Seersucker striped Shorts size 4 Preppy Easter  NWOT
      Janie & Jack Boys Yellow Seersucker striped Shorts size 4 Preppy Easter NWOT
      Opens in a new window or tab
      New (Other)
      $10.00
      0 bids · Time left3d
      $15.00
      Buy It Now
      +$4.33 delivery
      Sponsored
    • NWT Cat & Jack Boys Blue Flat Front Stretch Shorts Adjustable Waist Sz 10
      NWT Cat & Jack Boys Blue Flat Front Stretch Shorts Adjustable Waist Sz 10
      Opens in a new window or tab
      Brand New
      $7.50
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    • Old Navy Shorts Boys Blue Pin Striped Casual Classic Bermuda Style Shorts Sz 10
      Old Navy Shorts Boys Blue Pin Striped Casual Classic Bermuda Style Shorts Sz 10
      Opens in a new window or tab
      Pre-Owned
      $12.00
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    • Vineyard Vines Performance Boy’s Shorts Chino Size 14 Adjustable Waist 9” Inseam
      Vineyard Vines Performance Boy’s Shorts Chino Size 14 Adjustable Waist 9” Inseam
      Opens in a new window or tab
      Pre-Owned
      $14.00
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    • NWT J Crew Crewcuts Factory Boys Gramercy Shorts 14 Flex Chino Navy Blue
      NWT J Crew Crewcuts Factory Boys Gramercy Shorts 14 Flex Chino Navy Blue
      Opens in a new window or tab
      Brand New
      $20.00
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    • NWT Vineyard Vines Boys' Blue Stretch Breaker Shorts Size 14 Swordfish Sea Turtl
      NWT Vineyard Vines Boys' Blue Stretch Breaker Shorts Size 14 Swordfish Sea Turtl
      Opens in a new window or tab
      Brand New
      $23.00
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