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539 results

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    • PreppyRemove filter
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    • Under Armour Boy's Shorts Size 18 Black Gray Heatgear Golf Preppy 2 Pair
      Under Armour Boy's Shorts Size 18 Black Gray Heatgear Golf Preppy 2 Pair
      Opens in a new window or tab
      Brand New
      $36.95
      or Best Offer
      +$10.40 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
    • 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
    • Vineyard Vines Performance Shorts Kids Boys 18 Gray Golf Strech Chino
      Vineyard Vines Performance Shorts Kids Boys 18 Gray Golf Strech Chino
      Opens in a new window or tab
      Pre-Owned
      $19.95
      or Best Offer
      +$6.75 delivery
      Sponsored
    • Faded Glory Boys Size 12 Black Cargo Shorts W/ Adjustable Waist
      Find similar itemsSee all the items on eBay that match this style
      Faded Glory Boys Size 12 Black Cargo Shorts W/ Adjustable Waist
      Opens in a new window or tab
      Brand New
      $15.99
      or Best Offer
      +$8.19 delivery
      Sponsored
    • Vineyard Vines Breaker Shorts Boy's Size 12 Navy Blue Adjustable  Holf Uniform
      Vineyard Vines Breaker Shorts Boy's Size 12 Navy Blue Adjustable Holf Uniform
      Opens in a new window or tab
      Brand New
      $12.95
      Buy It Now
      +$5.99 delivery
      Extra 10% off with coupon
      Sponsored
    • 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
      Sponsored
    • Univibe Boys Khaki Cargo Shorts Sz 8 Small Lot
      Univibe Boys Khaki Cargo Shorts Sz 8 Small Lot
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$9.45 delivery in 2-4 days
      Sponsored
    • Picked For You

      Top selling items from trusted sellers | Sponsored
        • 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%
        • Polo Ralph Lauren Boys Sz 18 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
          Polo Ralph Lauren Boys Sz 18 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
          Opens in a new window or tab
          $24.99
          kusgen123 (19,021) 99.4%
          Last one
        • 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
        • NAUTICA Shorts Boys Size 18 Beige Chino Anchor School Uniform Boat Preppy
          NAUTICA Shorts Boys Size 18 Beige Chino Anchor School Uniform Boat Preppy
          Opens in a new window or tab
          $19.50
          tommycshop (1,568) 100%
        • 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 (2,838) 99.8%
        • 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 (55,991) 99.5%
        • 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 (1,765) 100%
          Extra 10% off with coupon
    • 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
      Buy It Now
      +$7.84 delivery
      Sponsored
    • 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
    • Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
      Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
      Opens in a new window or tab
      Brand New
      $26.74
      Buy It Now
      Free delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Levi's 505 Regular short NWT brown size 12 (26x10) denim shorts jorts deadstock
      Levi's 505 Regular short NWT brown size 12 (26x10) denim shorts jorts deadstock
      Opens in a new window or tab
      Brand New
      $9.59
      Was: $15.9940% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Abercrombie Kids Black Sweat Shorts Boys Kids 7 / 8 Elastic Waist Drawstring
      Abercrombie Kids Black Sweat Shorts Boys Kids 7 / 8 Elastic Waist Drawstring
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$4.99 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Youth Boys Size 18 Pink Salmon Chino Preppy Flat
      Polo Ralph Lauren Shorts Youth Boys Size 18 Pink Salmon Chino Preppy Flat
      Opens in a new window or tab
      Pre-Owned
      $18.88
      or Best Offer
      +$7.96 delivery
      Sponsored
    • 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
      Sponsored
      Top Rated Plus
    • Vineyard Vines Sailors Salmon/Red Chino Shorts Boys Sz 12 Preppy
      Vineyard Vines Sailors Salmon/Red Chino Shorts Boys Sz 12 Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.30
      Was: $21.8530% off
      or Best Offer
      +$7.00 delivery in 2-4 days
      Free returns
      Buy 1, get 1 30% off with coupon
      Sponsored
      Top Rated Plus
    • 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
      Buy It Now
      +$6.94 delivery
      Extra 20% off with coupon
      Sponsored
    • 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
      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
      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 left4d 1h
      +$18.95 delivery
      Sponsored
    • Romey Loves Lulu Shorts Kid 8Y Blue Pull On Cloud Print Retro Preppy School Soft
      Romey Loves Lulu Shorts Kid 8Y Blue Pull On Cloud Print Retro Preppy School Soft
      Opens in a new window or tab
      Pre-Owned
      $23.00
      Buy It Now
      +$5.80 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 18 Brown 11" Flat Front Chino School Khaki Pony
      Polo Ralph Lauren Shorts Boys 18 Brown 11" Flat Front Chino School Khaki Pony
      Opens in a new window or tab
      Brand New
      $29.97
      or Best Offer
      +$5.97 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • NEW Polo Ralph Lauren Madras Plaid Patchwork Plaid Shorts Boys Size 18 Prepster
      NEW Polo Ralph Lauren Madras Plaid Patchwork Plaid Shorts Boys Size 18 Prepster
      Opens in a new window or tab
      Brand New
      $31.49
      Was: $34.9910% off
      or Best Offer
      +$4.84 delivery
      Sponsored
    • 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
    • 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
      $8.91
      Was: $12.7330% off
      Buy It Now
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
      Sponsored
    • Kuhl Shorts Kids Large (12) Khaki Outdoor Hiking Ripstop Built in Recco Youth
      Kuhl Shorts Kids Large (12) Khaki Outdoor Hiking Ripstop Built in Recco Youth
      Opens in a new window or tab
      Pre-Owned
      $16.97
      or Best Offer
      +$4.84 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
    • 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
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      Top Rated Plus
    • 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
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$12.71 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
    • Vineyard Vines Twill Breaker Bermuda Shorts Boys 12 Tan 100% Cotton Chino EUC
      Vineyard Vines Twill Breaker Bermuda Shorts Boys 12 Tan 100% Cotton Chino EUC
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$5.80 delivery
      Sponsored
    • 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
    • Boys Vineyard Vines Performance Breaker Shorts size 12 navy blue
      Boys Vineyard Vines Performance Breaker Shorts size 12 navy blue
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • 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
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boys Golf Performance Chino Shorts Beige Size 12
      Vineyard Vines Boys Golf Performance Chino Shorts Beige Size 12
      Opens in a new window or tab
      Pre-Owned
      $15.20
      Was: $17.8815% off
      Buy It Now
      +$6.71 delivery
      Free returns
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    • Polo Ralph Lauren Drawstring Cargo Shorts Youth Tag 18 Olive Green Ripstop
      Polo Ralph Lauren Drawstring Cargo Shorts Youth Tag 18 Olive Green Ripstop
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.99 delivery
      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
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      +$8.50 delivery
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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
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      Top Rated Plus
    • Ralph lauren polo Shorts Boys 12 Slim Fit Blue Check Dressy Preppy Gingham
      Ralph lauren polo Shorts Boys 12 Slim Fit Blue Check Dressy Preppy Gingham
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      Free delivery
      Sponsored
    • Polo Ralph Lauren Size 18 Blue Plaid Four Pocket Boys Shorts
      Polo Ralph Lauren Size 18 Blue Plaid Four Pocket Boys Shorts
      Opens in a new window or tab
      Brand New
      $24.95
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    • Boys RALPH LAUREN Polo Sz 12 Shorts Madras Plaid Patchwork white green blue red
      Boys RALPH LAUREN Polo Sz 12 Shorts Madras Plaid Patchwork white green blue red
      Opens in a new window or tab
      Pre-Owned
      $11.99
      0 bids · Time left4d 4h
      $16.00
      Buy It Now
      +$8.00 delivery
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    • Boy's Izod Flat Front Shorts with Adjustable Waist NEW
      Boy's Izod Flat Front Shorts with Adjustable Waist NEW
      Opens in a new window or tab
      Brand New
      $21.99
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    • Under Armour Youth Shorts HeatGear Amphibious Hybrid 18 Boys Desert Sand Khaki
      Under Armour Youth Shorts HeatGear Amphibious Hybrid 18 Boys Desert Sand Khaki
      Opens in a new window or tab
      Brand New
      $22.00
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Unisex Size 8 Blue And White Striped Shorts From Crewcuts
      Unisex Size 8 Blue And White Striped Shorts From Crewcuts
      Opens in a new window or tab
      Brand New
      $8.00
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    • Vineyard Vines by Shep & Ian Boys 12 Khaki Stretch Breaker Shorts Uniform Preppy
      Vineyard Vines by Shep & Ian Boys 12 Khaki Stretch Breaker Shorts Uniform Preppy
      Opens in a new window or tab
      Pre-Owned
      $8.00
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      +$5.49 delivery
      Sponsored
    • Vineyard Vines Boys 18 Pastel Stripe Pull On Shorts Preppy Cotton Stretch
      Vineyard Vines Boys 18 Pastel Stripe Pull On Shorts Preppy Cotton Stretch
      Opens in a new window or tab
      Pre-Owned
      $19.00
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      +$8.00 delivery
      Free returns
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    • Katin Corduroy Casual Shorts Boys Youth 8 Pull On Drawstring Brown Pockets
      Katin Corduroy Casual Shorts Boys Youth 8 Pull On Drawstring Brown Pockets
      Opens in a new window or tab
      Pre-Owned
      $14.99
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      +$6.00 delivery in 2-4 days
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    • 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
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      +$7.69 delivery
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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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    • 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
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      +$6.84 delivery
      Free returns
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    • VINEYARD VINES Shorts BREAKER Youth BOYS 12 Parade Red Summer Twill USA Preppy
      VINEYARD VINES Shorts BREAKER Youth BOYS 12 Parade Red Summer Twill USA Preppy
      Opens in a new window or tab
      Brand New
      $18.88
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    • Polo Ralph Lauren Flat Front Shorts Grey Boys SIZE 8
      Polo Ralph Lauren Flat Front Shorts Grey Boys SIZE 8
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      Pre-Owned
      $12.95
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      +$8.55 delivery
      Extra 20% off with coupon
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    • 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
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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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    • Vineyard Vines Khaki Performance Shorts Boys Size 12
      Vineyard Vines Khaki Performance Shorts Boys Size 12
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • ABERCROMBIE Kids Fleece Shorts Sweat Set 2 Navy Blue Pocket Boy 11/12 11 12
      ABERCROMBIE Kids Fleece Shorts Sweat Set 2 Navy Blue Pocket Boy 11/12 11 12
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$9.98 delivery
      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
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      +$7.00 delivery
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    • Old Navy Kid Youth Boys Knee Length Twill Shorts Cinder Smoke Gray Size 12 or 14
      Old Navy Kid Youth Boys Knee Length Twill Shorts Cinder Smoke Gray Size 12 or 14
      Opens in a new window or tab
      Brand New
      $7.99
      Was: $9.9920% off
      Buy It Now
      +$5.62 delivery in 2-4 days
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    • 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
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