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548 results

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    • PreppyRemove filter
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    • 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
    • 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
    • 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
      $9.44
      Was: $18.8850% off
      or Best Offer
      +$7.96 delivery
      Sponsored
    • Vineyard Vines Boy's Khaki Embroidered Whale Shorts Size 16 – Preppy Chino Style
      Vineyard Vines Boy's Khaki Embroidered Whale Shorts Size 16 – Preppy Chino Style
      Opens in a new window or tab
      New (Other)
      $7.50
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Carter’s Boy’s Shorts Lot Of 3 • Tan, Olive, Navy Size 10
      Find similar itemsSee all the items on eBay that match this style
      Carter’s Boy’s Shorts Lot Of 3 • Tan, Olive, Navy Size 10
      Opens in a new window or tab
      Pre-Owned
      $38.66
      Buy It Now
      +$6.49 delivery
      Sponsored
    • Vineyard Vines Boys Size 10 Chino Breaker Shorts Adjustable Waist Lot of 3
      Vineyard Vines Boys Size 10 Chino Breaker Shorts Adjustable Waist Lot of 3
      Opens in a new window or tab
      Pre-Owned
      $30.00
      Buy It Now
      +$10.08 delivery
      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
    • Lacoste Sports Kid’s White Shorts Size 10
      Lacoste Sports Kid’s White Shorts Size 10
      Opens in a new window or tab
      Pre-Owned
      $15.00
      Buy It Now
      +$4.84 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
      $18.89
      Was: $26.9930% off
      Buy It Now
      +$6.80 delivery
      Extra 15% off with coupon
      Sponsored
    • BROOKS BROTHERS Madras Plaid  Shorts 10 $58 Boys Preppy Patchwork Flat Front
      BROOKS BROTHERS Madras Plaid Shorts 10 $58 Boys Preppy Patchwork Flat Front
      Opens in a new window or tab
      Pre-Owned
      $12.08
      Was: $17.2530% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • NWT Vineyard Vines Boys' Breaker Club Shorts Size 10 Stone Chino
      NWT Vineyard Vines Boys' Breaker Club Shorts Size 10 Stone Chino
      Opens in a new window or tab
      Brand New
      $16.90
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Kuhl Youth Outdoor Hiking Charcoal Shorts Built in Recco Nature Size 10 #6362
      Kuhl Youth Outdoor Hiking Charcoal Shorts Built in Recco Nature Size 10 #6362
      Opens in a new window or tab
      Pre-Owned
      $12.88
      or Best Offer
      +$5.00 delivery
      Sponsored
    • Crewcuts Factory Pink Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy Easter
      Crewcuts Factory Pink Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy Easter
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$6.99 delivery
      Sponsored
    • 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
      $24.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • 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
    • 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
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Polo RALPH LAUREN Classic 9” All Over PONY Shorts Boys 10 BLUE/WHITE Pinstripe
      Polo RALPH LAUREN Classic 9” All Over PONY Shorts Boys 10 BLUE/WHITE Pinstripe
      Opens in a new window or tab
      Pre-Owned
      $19.99
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Shorts  Boys 20  Blue & White Striped NEW
      Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEW
      Opens in a new window or tab
      Brand New
      $15.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUC
      Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUC
      Opens in a new window or tab
      Pre-Owned
      $8.00
      0 bids · Time left1d 8h
      $16.00
      Buy It Now
      +$5.99 delivery
      Sponsored
    • Vineyard Vines Performance Youth Preppy Green Flat Front Cotton Shorts Size 10
      Vineyard Vines Performance Youth Preppy Green Flat Front Cotton Shorts Size 10
      Opens in a new window or tab
      Pre-Owned
      $15.00
      0 bids · Time left6d 9h
      or Best Offer
      +$4.84 delivery
      Sponsored
    • From our popular brands

      Based on number of views and purchases | Sponsored
        • 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
          $21.59
          +$29.68 delivery
        • 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
          Opens in a new window or tab
          Pre-Owned
          $15.99
          +$6.95 delivery
        • 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
        • Nike Shorts Boys 10R Blue Plaid Cargo Pockets Casual Golf  Youth Pre-owned READ
          Nike
          Nike Shorts Boys 10R Blue Plaid Cargo Pockets Casual Golf Youth Pre-owned READ
          Opens in a new window or tab
          Pre-Owned
          $5.39
          +$4.95 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
          +$7.00 delivery
        • 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
          $12.60
          +$6.55 delivery
    • NWT - Boys Polo Ralph Lauren Striped Prepster Poplin Shorts Multicolor Size 10
      NWT - Boys Polo Ralph Lauren Striped Prepster Poplin Shorts Multicolor Size 10
      Opens in a new window or tab
      Brand New
      $29.95
      or Best Offer
      +$4.95 delivery
      Sponsored
    • NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button Zip
      NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button Zip
      Opens in a new window or tab
      Brand New
      $29.88
      or Best Offer
      +$6.50 delivery
      Free returns
      Sponsored
    • Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5
      Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5
      Opens in a new window or tab
      Pre-Owned
      $14.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWT
      Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWT
      Opens in a new window or tab
      Brand New
      $19.99
      or Best Offer
      +$7.35 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20
      NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20
      Opens in a new window or tab
      Brand New
      $26.10
      or Best Offer
      +$6.95 delivery
      Sponsored
    • Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
      Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
      Opens in a new window or tab
      Pre-Owned
      $5.99
      or Best Offer
      +$4.52 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • NEW J.Crew Factory Crewcuts Boys Chino Gramercy Shorts, Barely Blue, Size 5
      NEW J.Crew Factory Crewcuts Boys Chino Gramercy Shorts, Barely Blue, Size 5
      Opens in a new window or tab
      Brand New
      $16.00
      0 bids · Time left3d 15h
      or Best Offer
      +$10.55 delivery
      Sponsored
    • Vineyard Vines Boys Fine Line Seersucker Breaker Shorts size 18 blue and white
      Vineyard Vines Boys Fine Line Seersucker Breaker Shorts size 18 blue and white
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$7.00 delivery
      Sponsored
    • 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
      or Best Offer
      +$6.95 delivery
      Free returns
      Last one
      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
      Free returns
      Sponsored
      Top Rated Plus
    • Chaps Bermuda Shorts Boys 18 Blue Plaid
      Chaps Bermuda Shorts Boys 18 Blue Plaid
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Ralph Lauren Shorts Boys 10 Beige Chino Seer Sucker Flat Front Golf Preppy Beach
      Ralph Lauren Shorts Boys 10 Beige Chino Seer Sucker Flat Front Golf Preppy Beach
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.95 delivery
      Sponsored
    • 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
      or Best Offer
      +$6.84 delivery
      Free returns
      Sponsored
    • BNWT Vineyard Vines Boys 10 Tan Breaker Short Classic Preppy Very Nice Quality
      BNWT Vineyard Vines Boys 10 Tan Breaker Short Classic Preppy Very Nice Quality
      Opens in a new window or tab
      Brand New
      $19.99
      Buy It Now
      +$6.75 delivery
      Sponsored
    • Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEW
      Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEW
      Opens in a new window or tab
      Brand New
      $24.91
      Was: $27.9911% off
      Buy It Now
      +$5.80 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Sponsored
    • 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
      Buy It Now
      +$7.69 delivery
      Sponsored
    • Vintage Polo Jeans Co. Ralph Lauren Jean Shorts Boys 10 Black Denim Carpenter
      Vintage Polo Jeans Co. Ralph Lauren Jean Shorts Boys 10 Black Denim Carpenter
      Opens in a new window or tab
      Pre-Owned
      $24.95
      or Best Offer
      +$7.95 delivery
      Free returns
      Extra 10% off with coupon
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      Top Rated Plus
    • VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton Canvas
      VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton Canvas
      Opens in a new window or tab
      Pre-Owned
      $18.69
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Ralph Lauren Shorts Boys 10 Camo Ripstop Cargo Preppy School
      Ralph Lauren Shorts Boys 10 Camo Ripstop Cargo Preppy School
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$6.60 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras Preppy
      Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boy's Sullivan Slim Splatter Denim Cut Off Jeans ( 20 ) NWT
      Polo Ralph Lauren Boy's Sullivan Slim Splatter Denim Cut Off Jeans ( 20 ) NWT
      Opens in a new window or tab
      Brand New
      $49.00
      or Best Offer
      +$7.25 delivery
      Sponsored
    • Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - Purple
      Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - Purple
      Opens in a new window or tab
      Pre-Owned
      $11.00
      Buy It Now
      Free delivery
      Free returns
      Sponsored
      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
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      +$6.55 delivery
      Save up to 20% when you buy more
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    • Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEW
      Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEW
      Opens in a new window or tab
      Brand New
      $22.00
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      +$6.84 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
      Last one
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    • NWOT Crewcuts Boys Classic Gramercy Blue/White Seersucker Shorts AdjustableSz 10
      NWOT Crewcuts Boys Classic Gramercy Blue/White Seersucker Shorts AdjustableSz 10
      Opens in a new window or tab
      New (Other)
      $15.00
      or Best Offer
      +$6.55 delivery
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    • Vineyard Vines boys size 10 Performance Adj. Waist pockets shorts
      Vineyard Vines boys size 10 Performance Adj. Waist pockets shorts
      Opens in a new window or tab
      Pre-Owned
      $15.70
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Opens in a new window or tab
      Pre-Owned
      $13.50
      or Best Offer
      +$4.84 delivery
      11 watchers
      Sponsored
    • Vineyard Vines Red Blue Plaid Seersucker Shorts Boys Size 10
      Vineyard Vines Red Blue Plaid Seersucker Shorts Boys Size 10
      Opens in a new window or tab
      Pre-Owned
      $15.00
      Buy It Now
      +$4.84 delivery
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    • Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable Waist
      Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $24.00
      or Best Offer
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Lands End Shorts Boys Size 10 Khaki Beige Active School Uniform Bottoms Kids
      Lands End Shorts Boys Size 10 Khaki Beige Active School Uniform Bottoms Kids
      Opens in a new window or tab
      Pre-Owned
      $16.00
      or Best Offer
      +$6.31 delivery in 2-4 days
      Sponsored
    • Boys Levis 511 Blue Jean Denim Shorts Size 10 Dark/Medium Wash
      Boys Levis 511 Blue Jean Denim Shorts Size 10 Dark/Medium Wash
      Opens in a new window or tab
      Pre-Owned
      $7.95
      or Best Offer
      +$5.62 delivery
      Sponsored
    • VINEYARD VINES Boys Preppy Blue Flat Front Adjustable Waist Cotton Shorts Sz 18
      VINEYARD VINES Boys Preppy Blue Flat Front Adjustable Waist Cotton Shorts Sz 18
      Opens in a new window or tab
      Pre-Owned
      $26.50
      or Best Offer
      +$7.95 delivery
      Sponsored
    • 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
      $7.79
      Was: $12.9940% off
      or Best Offer
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • New Old Navy boys youth active go dry cool shorts XL 14/16
      New Old Navy boys youth active go dry cool shorts XL 14/16
      Opens in a new window or tab
      Brand New
      $7.99
      or Best Offer
      +$5.84 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.62 delivery
      Sponsored
    • 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
      or Best Offer
      +$6.49 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Lands End Shorts Boys Size 10 Navy Blue Active School Uniform Bottoms Kids
      Lands End Shorts Boys Size 10 Navy Blue Active School Uniform Bottoms Kids
      Opens in a new window or tab
      Pre-Owned
      $16.00
      or Best Offer
      +$6.31 delivery in 2-4 days
      Sponsored
    • Crewcuts J Crew Boy Red/Orange Cotton Pull-On Drawstring Shorts Size 10
      Crewcuts J Crew Boy Red/Orange Cotton Pull-On Drawstring Shorts Size 10
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$5.09 delivery
      Sponsored
    • Polo by Ralph Lauren Big Boys shorts Size 18
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