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    • PreppyRemove filter
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    • Vineyard Vines Shorts Youth Boys Size 14 Khaki Shorts (N3)
      Vineyard Vines Shorts Youth Boys Size 14 Khaki Shorts (N3)
      Opens in a new window or tab
      Pre-Owned
      $11.34
      or Best Offer
      +$5.62 delivery
      Extra 15% off with coupon
      Sponsored
    • 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
    • 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
      +$7.25 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
    • 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
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    • Janie & Jack Boys’ Linen Blend Shorts Size 6 Pink Chino blue Pull On
      Janie & Jack Boys’ Linen Blend Shorts Size 6 Pink Chino blue Pull On
      Opens in a new window or tab
      Pre-Owned
      $21.00
      Buy It Now
      +$5.65 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
    • 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
      $17.95
      Was: $19.9510% off
      Buy It Now
      +$9.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Picked For You

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        • Old Navy Boys Khaki Shorts Size 6 - Free Shipping
          Old Navy Boys Khaki Shorts Size 6 - Free Shipping
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          topqualitybrands (6,085) 98.9%
        • 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
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          coachjustyou (2,245) 100%
        • Vineyard Vines Club Shorts Boys Great Quality Shorts - Multiple Sizes/Colors!
          Vineyard Vines Club Shorts Boys Great Quality Shorts - Multiple Sizes/Colors!
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        • Short Bermuda Chino Pump Baggy Fabric Capri Shorts Child Boy 22673
          Short Bermuda Chino Pump Baggy Fabric Capri Shorts Child Boy 22673
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        • 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
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    • Vineyard Vines Size 14 Boys Performance Shorts! NWT!
      Vineyard Vines Size 14 Boys Performance Shorts! NWT!
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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
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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)
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    • Polo Ralph Lauren Shorts Toddler 6 Blue Stripes Preppy Drawstring Pockets
      Polo Ralph Lauren Shorts Toddler 6 Blue Stripes Preppy Drawstring Pockets
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      +$7.00 delivery in 2-4 days
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    • 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
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      $19.98
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    • J. Crew Crewcuts Boys Shorts Size 14
      J. Crew Crewcuts Boys Shorts Size 14
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    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 14
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 14
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      $20.00
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    • 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
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    • Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
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    • Vineyard Vines Boys 14 Plaid Shorts Blue Green Shep Ian Preppy 100% Cotton
      Vineyard Vines Boys 14 Plaid Shorts Blue Green Shep Ian Preppy 100% Cotton
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    • 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
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    • 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
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        • Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
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          Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
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        • Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
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        • Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
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        • NIKE Golf Shorts Boys Performance Dri-Fit Size 14/16 Blue Green Plaid Adjustable
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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
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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
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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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    • Vineyard Vines Boys Size 5 Mint Green Aqua Flat Front Deck Shorts 100% Cotton
      Vineyard Vines Boys Size 5 Mint Green Aqua Flat Front Deck Shorts 100% Cotton
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    • 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
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    • Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14
      Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14
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    • janie and jack boys size 14 pink polo and pink/blue plaid shorts
      janie and jack boys size 14 pink polo and pink/blue plaid shorts
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    • Polo Ralph Lauren Boys 5 Seersucker Shorts Blue White Adj Waist EUC
      Polo Ralph Lauren Boys 5 Seersucker Shorts Blue White Adj Waist EUC
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    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14
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      Polo Ralph Lauren Shorts Boys 14 Brown Khaki Cargo Baggy Loose Skater Youth PRL
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      Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14
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    • Rip Curl Shorts Boys 23 Gray Chino Outdoors Casual Comfort Preppy
      Rip Curl Shorts Boys 23 Gray Chino Outdoors Casual Comfort Preppy
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      $13.99
      Was: $19.9930% off
      or Best Offer
      +$6.99 delivery in 2-4 days
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    • Polo Ralph Lauren Shorts Boy 14 Youth Tan Chino Khaki School Preppy Beach
      Polo Ralph Lauren Shorts Boy 14 Youth Tan Chino Khaki School Preppy Beach
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      Pre-Owned
      $14.42
      Was: $16.9615% off
      or Best Offer
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    • 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
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    • TCP Carter’s Boys Shorts Lot Sz 6 Camo Khaki
      TCP Carter’s Boys Shorts Lot Sz 6 Camo Khaki
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      Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
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      Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 Embroidered
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      2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
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      +$5.54 delivery
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    • NWOT Crewcuts Boy’s Gramercy Seersucker 9” Shorts 14 Blue Stripe $50 Adjustable
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    • 2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
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      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-4 days
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    • Vineyard Vines Boys Kids 14 Blue Uniform Dress Shep Ian Chino Adjustable Waist
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    • 2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
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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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    • 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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    • 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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