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    • PreppyRemove filter
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    • Under Armour Boys Plaid Chino Shorts Size Small Blue Preppy Golf
      Under Armour Boys Plaid Chino Shorts Size Small Blue Preppy Golf
      Opens in a new window or tab
      Pre-Owned
      $12.71
      Was: $14.9515% off
      or Best Offer
      +$5.50 delivery
      Sponsored
    • Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist Preppy
      Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist Preppy
      Opens in a new window or tab
      Pre-Owned
      $18.95
      Was: $19.955% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Lot Of Boys Old Navy Chino Khaki Active Wear Shorts Sz Small 6/7 Tan Brown Gray
      Lot Of Boys Old Navy Chino Khaki Active Wear Shorts Sz Small 6/7 Tan Brown Gray
      Opens in a new window or tab
      Pre-Owned
      $13.75
      Was: $27.5050% off
      or Best Offer
      +$17.49 delivery
      Sponsored
    • NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classic
      NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classic
      Opens in a new window or tab
      Brand New
      $26.00
      or Best Offer
      +$3.99 delivery
      Save up to 20% when you buy more
      Sponsored
    • VINEYARD VINES Shorts 12 Boys $59 White Whale Logo Flat Front Clean Chinos $60
      Find similar itemsSee all the items on eBay that match this style
      VINEYARD VINES Shorts 12 Boys $59 White Whale Logo Flat Front Clean Chinos $60
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$5.80 delivery
      Sponsored
    • POLO RALPH LAUREN Boys Chino Shorts Sz 6 Khaki Tan Preppy School Uniform NWT
      POLO RALPH LAUREN Boys Chino Shorts Sz 6 Khaki Tan Preppy School Uniform NWT
      Opens in a new window or tab
      Brand New
      $27.00
      or Best Offer
      +$6.00 delivery
      Sponsored
    • Essentials Fear Of God Boy's 8 Medium Streetwear Drawstring Sweat Shorts
      Essentials Fear Of God Boy's 8 Medium Streetwear Drawstring Sweat Shorts
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.40 delivery
      Sponsored
    • 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
      $17.99
      or Best Offer
      +$5.25 delivery
      Sponsored
    • Picked For You

      Top selling items from trusted sellers | Sponsored
        • Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 12
          Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 12
          Opens in a new window or tab
          $23.95
          bobiloo (2,824) 99.8%
        • Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green  $59.50
          Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50
          Opens in a new window or tab
          $34.49
          coachjustyou (2,247) 100%
        • 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 (2,247) 100%
          2+ watchers
        • Hurley Boys Blue & Yellow Striped Shorts Above the Knee Shorts Size 12 Inseam 9"
          Hurley Boys Blue & Yellow Striped Shorts Above the Knee Shorts Size 12 Inseam 9"
          Opens in a new window or tab
          $16.95
          blueskysunrise (1,758) 100%
        • Short Bermuda Chino Pump Baggy Fabric Capri Shorts Child Boy 22673
          Short Bermuda Chino Pump Baggy Fabric Capri Shorts Child Boy 22673
          Opens in a new window or tab
          $20.89
          pbezler (55,990) 99.5%
        • 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
          $6.48
          topqualitybrands (6,116) 99%
    • Vineyard Vines Performance Chino Shorts Boys 8 Tan Adjustable Waist
      Vineyard Vines Performance Chino Shorts Boys 8 Tan Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Vineyard Vines Performance Shorts Boys Size 12 Blue Preppy Outdoor Casual Golf
      Vineyard Vines Performance Shorts Boys Size 12 Blue Preppy Outdoor Casual Golf
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • 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
      Free returns
      Save up to 30% when you buy more
      Sponsored
    • Lot of 9 Boy's Youth Small 7 8 Athletic Shorts Adidas New Balance Nike Reebok
      Lot of 9 Boy's Youth Small 7 8 Athletic Shorts Adidas New Balance Nike Reebok
      Opens in a new window or tab
      Pre-Owned
      $50.00
      or Best Offer
      +$15.71 delivery
      Sponsored
    • Vineyard Vines Shorts Boy's Size 12 Khaki Tan Outdoors Youth EUC
      Vineyard Vines Shorts Boy's Size 12 Khaki Tan Outdoors Youth EUC
      Opens in a new window or tab
      Pre-Owned
      $9.98
      Buy It Now
      +$5.50 delivery
      Sponsored
    • Vintage Eddie Bauer Shorts Boys 12 White Corduroy Pleated Coastal Y2K Kids
      Vintage Eddie Bauer Shorts Boys 12 White Corduroy Pleated Coastal Y2K Kids
      Opens in a new window or tab
      Pre-Owned
      $16.10
      Was: $24.7735% off
      or Best Offer
      +$8.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual Preppy
      Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • 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
    • Polo Ralph Lauren Chino Shorts Boys Size 8 Light Blue W/Belt Cotton Preppy
      Polo Ralph Lauren Chino Shorts Boys Size 8 Light Blue W/Belt Cotton Preppy
      Opens in a new window or tab
      Brand New
      $19.95
      Buy It Now
      +$4.84 delivery
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    • Boys Shorts 6 / 7 Blue Black Old Navy, Carters, etc. Summer Denim Knit Lot Of 4
      Boys Shorts 6 / 7 Blue Black Old Navy, Carters, etc. Summer Denim Knit Lot Of 4
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$8.49 delivery
      Sponsored
    • NWT Abercrombie Kids Boys 11/12 Navy Stretch Blend 8" Chino Shorts NEW
      NWT Abercrombie Kids Boys 11/12 Navy Stretch Blend 8" Chino Shorts NEW
      Opens in a new window or tab
      Brand New
      $14.00
      or Best Offer
      +$6.99 delivery
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    • 2 Pair Abercrombie Kids Active Shorts Color Block Gray, Black, Blue Boy’s 11/12
      2 Pair Abercrombie Kids Active Shorts Color Block Gray, Black, Blue Boy’s 11/12
      Opens in a new window or tab
      Pre-Owned
      $12.00
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      +$6.94 delivery
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      Based on number of views and purchases | Sponsored
        • 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
          Pre-Owned
          $6.98
          +$6.95 delivery
          Extra 10% off with coupon
        • Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts Small
          Nike
          Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts Small
          Pre-Owned
          $14.95
          +$8.84 delivery
        • Gap Kids Boys Shorts Size 8 Gray Checkered Casual Lightweight Summer Chino
          Gap
          Gap Kids Boys Shorts Size 8 Gray Checkered Casual Lightweight Summer Chino
          Pre-Owned
          $9.09
          +$6.95 delivery
          Extra 10% off with coupon
        • HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOs
          Hurley
          HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOs
          Pre-Owned
          $9.95
          +$5.99 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
          New (Other)
          $12.95
          +$6.95 delivery
        • Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
          Nike
          Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
          Pre-Owned
          $23.00
          +$4.99 delivery
    • Under Armour Boys Sz 12 Flat Front Golf Shorts Triangle Pattern Loose Fit Teal
      Under Armour Boys Sz 12 Flat Front Golf Shorts Triangle Pattern Loose Fit Teal
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$7.59 delivery
      Sponsored
    • Bundle Of 3 New Old Navy Twill Uniform Shorts Navy Blue Khaki Boys 8 Slim
      Bundle Of 3 New Old Navy Twill Uniform Shorts Navy Blue Khaki Boys 8 Slim
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      Brand New
      $24.99
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      +$6.53 delivery
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    • Levis Shorts Boys Small Black Slim Fit Chino Drawstring Stretch Preppy
      Levis Shorts Boys Small Black Slim Fit Chino Drawstring Stretch Preppy
      Opens in a new window or tab
      Brand New
      $17.99
      or Best Offer
      +$6.95 delivery
      Free returns
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      Top Rated Plus
    • Tommy Bahama Boys Shorts Small 5-6 Beige Pull On Pockets Casual
      Tommy Bahama Boys Shorts Small 5-6 Beige Pull On Pockets Casual
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$5.99 delivery
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    • Vintage 90s Guess Jeans Boys 12 Youth Bermuda Shorts Light Denim Triangle 1994
      Vintage 90s Guess Jeans Boys 12 Youth Bermuda Shorts Light Denim Triangle 1994
      Opens in a new window or tab
      Pre-Owned
      $12.95
      Buy It Now
      +$6.70 delivery
      Sponsored
    • Vineyard Vines, Boys Performance And Breaker Shorts, Lot Of 2, Size 12
      Vineyard Vines, Boys Performance And Breaker Shorts, Lot Of 2, Size 12
      Opens in a new window or tab
      Pre-Owned
      $12.99
      0 bids · Time left5d 17h
      +$18.95 delivery
      Sponsored
    • Polo Ralph Lauren Boys Madras Plaid Preppy Cotton Shorts Sz 12 (26x9)
      Polo Ralph Lauren Boys Madras Plaid Preppy Cotton Shorts Sz 12 (26x9)
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.40 delivery
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    • NWT Nautica Big Boys Heather Gray French Terry Sweat Shorts sz 8  S
      NWT Nautica Big Boys Heather Gray French Terry Sweat Shorts sz 8 S
      Opens in a new window or tab
      Brand New
      $12.00
      Buy It Now
      +$4.99 delivery
      Save up to 10% when you buy more
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    • J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts Preppy
      J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $12.79
      Was: $15.9920% off
      or Best Offer
      +$5.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training Preppy
      J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training Preppy
      Opens in a new window or tab
      Pre-Owned
      $20.99
      Buy It Now
      +$5.84 delivery
      Sponsored
    • Brooks Brothers Boys Shorts Size 12 Madras Patchwork Plaid Preppy Cotton Classic
      Brooks Brothers Boys Shorts Size 12 Madras Patchwork Plaid Preppy Cotton Classic
      Opens in a new window or tab
      Pre-Owned
      $38.88
      or Best Offer
      +$6.95 delivery in 2-4 days
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic Chino
      Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic Chino
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
    • U.S. Polo Assn. Big Boys Twill Hartford Chino Short Sz 18 Vacation Preppy Church
      U.S. Polo Assn. Big Boys Twill Hartford Chino Short Sz 18 Vacation Preppy Church
      Opens in a new window or tab
      Brand New
      $15.00
      or Best Offer
      +$7.00 delivery
      Sponsored
    • Vineyard Vines | Shorts Pull On Performance White mens- Size Small
      Vineyard Vines | Shorts Pull On Performance White mens- Size Small
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$5.00 delivery
      Sponsored
    • Gap Kids Boys Youth Camo Cargo Shorts Size 12 Stretch Rip Stop
      Gap Kids Boys Youth Camo Cargo Shorts Size 12 Stretch Rip Stop
      Opens in a new window or tab
      Brand New
      $18.95
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      +$7.84 delivery
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    • Boys Wonder Nation Gray Tough Core Drawstring Shorts Size S(6-7) School Approved
      Boys Wonder Nation Gray Tough Core Drawstring Shorts Size S(6-7) School Approved
      Opens in a new window or tab
      Brand New
      $8.50
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      Free delivery
      45 sold
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    • Hanna Andersson Jersey Stripey Shorts Size 8
      Hanna Andersson Jersey Stripey Shorts Size 8
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.57 delivery
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    • Vineyard Vines Seersucker Swordfish Shorts Boys 12 Blue White Preppy Coastal
      Vineyard Vines Seersucker Swordfish Shorts Boys 12 Blue White Preppy Coastal
      Opens in a new window or tab
      Pre-Owned
      $17.99
      Buy It Now
      +$6.55 delivery
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    • Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring Preppy
      Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring Preppy
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$7.65 delivery
      Free returns
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    • Vineyard Vines Shorts Boys 12 Mint Green Flat Front Breaker Club Golf Chinos
      Vineyard Vines Shorts Boys 12 Mint Green Flat Front Breaker Club Golf Chinos
      Opens in a new window or tab
      Pre-Owned
      $9.20
      Was: $23.0060% off
      or Best Offer
      +$9.00 delivery
      Free returns
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      Top Rated Plus
    • 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
      Save up to 20% when you buy more
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    • Gap Kids Shorts Boys, Size 12, Khaki Tan Beige Cargo Shorts, Pockets
      Gap Kids Shorts Boys, Size 12, Khaki Tan Beige Cargo Shorts, Pockets
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$7.01 delivery
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    • NWT Vineyard Vines Boys' Breaker Shorts Size 12 Khaki
      NWT Vineyard Vines Boys' Breaker Shorts Size 12 Khaki
      Opens in a new window or tab
      Brand New
      $25.00
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      +$4.84 delivery
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    • J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8
      J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8
      Opens in a new window or tab
      Pre-Owned
      $15.44
      or Best Offer
      +$5.54 delivery
      Free returns
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      Top Rated Plus
    • Class Club Boy's Size 8 Navy Blue Modern Fit Adjustable Waist Shorts Uniform
      Class Club Boy's Size 8 Navy Blue Modern Fit Adjustable Waist Shorts Uniform
      Opens in a new window or tab
      Pre-Owned
      $8.88
      or Best Offer
      +$2.89 delivery
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    • Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts Small
      Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts Small
      Opens in a new window or tab
      Pre-Owned
      $14.95
      or Best Offer
      +$8.84 delivery
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    • Boy’s Gymboree Size 8 Summer Dress Shorts
      Boy’s Gymboree Size 8 Summer Dress Shorts
      Opens in a new window or tab
      Pre-Owned
      $7.75
      or Best Offer
      +$4.71 delivery
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    • 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
      Free delivery
      Free returns
      Save up to 30% when you buy more
      Sponsored
    • Cat & Jack Shorts Boys Size S 4/5 Lot Of 2 Blue Beige Cotton Adjustable Waist
      Cat & Jack Shorts Boys Size S 4/5 Lot Of 2 Blue Beige Cotton Adjustable Waist
      Opens in a new window or tab
      Brand New
      $10.99
      or Best Offer
      +$5.31 delivery
      Free returns
      Sponsored
    • Polo Ralph Lauren Boys Size S (8) Fleece Drawstring Shorts Key West Orange NWT
      Polo Ralph Lauren Boys Size S (8) Fleece Drawstring Shorts Key West Orange NWT
      Opens in a new window or tab
      Brand New
      $46.95
      or Best Offer
      Free delivery
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    • NWT J.Crew Crewcuts Kids' printed pull-on linen short, FLORAL/MAP PRINT, 8/10/12
      NWT J.Crew Crewcuts Kids' printed pull-on linen short, FLORAL/MAP PRINT, 8/10/12
      Opens in a new window or tab
      Brand New
      $22.95
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      +$7.35 delivery
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    • J. Bailey Boys Seersucker Shorts Blue White Striped Preppy Southern Style Size 8
      J. Bailey Boys Seersucker Shorts Blue White Striped Preppy Southern Style Size 8
      Opens in a new window or tab
      Pre-Owned
      $22.85
      or Best Offer
      +$7.25 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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)
      Opens in a new window or tab
      Pre-Owned
      $11.49
      or Best Offer
      +$6.55 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boys Chino Shorts Size 12 Blue Adjustable Waist 100% Cotton
      Vineyard Vines Boys Chino Shorts Size 12 Blue Adjustable Waist 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $12.95
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Polo Ralph Lauren Boys Size 12 White Cotton Bermuda Shorts Preppy Youth
      Polo Ralph Lauren Boys Size 12 White Cotton Bermuda Shorts Preppy Youth
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$7.99 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
      $33.27
      or Best Offer
      +$5.99 delivery
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    • Crewcuts Boys Blue Seersucker Shorts Size 8 NEW W TAG Preppy Shorts Size Small
      Crewcuts Boys Blue Seersucker Shorts Size 8 NEW W TAG Preppy Shorts Size Small
      Opens in a new window or tab
      Brand New
      $36.99
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      +$9.99 delivery
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    • Lands End Cargo Shorts Tan Twill Ripstrop Boy Size 6 100% Cotton NEW School $26
      Lands End Cargo Shorts Tan Twill Ripstrop Boy Size 6 100% Cotton NEW School $26
      Opens in a new window or tab
      Brand New
      $8.99
      or Best Offer
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