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178 results

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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
      $13.16
      Was: $14.9512% off
      or Best Offer
      +$5.50 delivery
      Sponsored
    • 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
    • Vintage Abercrombie & Fitch Shorts Boys Small Green Cargo Surplus Youth Kids
      Vintage Abercrombie & Fitch Shorts Boys Small Green Cargo Surplus Youth Kids
      Opens in a new window or tab
      Pre-Owned
      $7.59
      Was: $18.9860% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Sponsored
      Top Rated Plus
    • Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      Find similar itemsSee all the items on eBay that match this style
      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
    • 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 Shorts Men's XS Youth Large Peeking Polo Bear Double Knit
      Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double Knit
      Opens in a new window or tab
      Pre-Owned
      $28.99
      Buy It Now
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Red Chino Shorts Drawstring Boy’s size XL 18/20 NWOT
      Polo Ralph Lauren Red Chino Shorts Drawstring Boy’s size XL 18/20 NWOT
      Opens in a new window or tab
      New (Other)
      $21.00
      or Best Offer
      +$12.19 delivery
      Sponsored
    • 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
      Buy It Now
      Free delivery
      45 sold
      Sponsored
    • 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
    • 2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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 in 2-4 days
      Sponsored
    • Nike Shorts Youth Size S 4 6 Mesh Red White Trim Retro Vintage Y2K 2000s Preppy
      Nike Shorts Youth Size S 4 6 Mesh Red White Trim Retro Vintage Y2K 2000s Preppy
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$8.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
    • Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Opens in a new window or tab
      Pre-Owned
      $10.99
      or Best Offer
      +$5.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • JANIE and JACK Preppy Stripe Cotton Adjustable Waist Flat Front Shorts I Sz 5
      JANIE and JACK Preppy Stripe Cotton Adjustable Waist Flat Front Shorts I Sz 5
      Opens in a new window or tab
      Pre-Owned
      $16.95
      or Best Offer
      +$6.55 delivery
      Sponsored
    • 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
      Buy It Now
      +$9.99 delivery
      Sponsored
    • Adidas boys Black athletic shorts with White Stripes size 5
      Adidas boys Black athletic shorts with White Stripes size 5
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Chubbies Shorts Youth Blue Black Small 6" Inseam Preppy Prep Casual Athleisure
      Chubbies Shorts Youth Blue Black Small 6" Inseam Preppy Prep Casual Athleisure
      Opens in a new window or tab
      Pre-Owned
      $19.00
      or Best Offer
      +$4.71 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
    • From our popular brands

      Based on number of views and purchases | Sponsored
        • 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
          Opens in a new window or tab
          Pre-Owned
          $14.95
          +$8.84 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"
          Opens in a new window or tab
          Pre-Owned
          $23.00
          +$4.99 delivery
        • $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!
          Gap
          $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!
          Opens in a new window or tab
          Brand New
          $14.88
          +$2.00 delivery
        • Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
          adidas
          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
          +$4.52 delivery
    • 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
      Sponsored
      Top Rated Plus
    • 2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 5 Yrs
      2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • Polo Ralph Lauren Chino Shorts Boys 20 Small Pony Elastic Drawstring Waist
      Polo Ralph Lauren Chino Shorts Boys 20 Small Pony Elastic Drawstring Waist
      Opens in a new window or tab
      Pre-Owned
      $15.95
      or Best Offer
      +$6.99 delivery
      Sponsored
    • JANIE & JACK Boys Patchwork Shorts 5T Toddler Size 5 ~Navy Blue Plaid
      JANIE & JACK Boys Patchwork Shorts 5T Toddler Size 5 ~Navy Blue Plaid
      Opens in a new window or tab
      Pre-Owned
      $15.00
      Buy It Now
      +$5.50 delivery
      Free returns
      Sponsored
    • 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
    • Boys POLO Ralph Lauren Size 5 Seersucker Shorts Blue White  Stripe Adj waist
      Boys POLO Ralph Lauren Size 5 Seersucker Shorts Blue White Stripe Adj waist
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.84 delivery
      Sponsored
    • Strasburg Boys Shorts Size 5 Solid White Dress Preppy NEW
      Strasburg Boys Shorts Size 5 Solid White Dress Preppy NEW
      Opens in a new window or tab
      Brand New
      $20.00
      or Best Offer
      +$7.31 delivery
      Sponsored
    • 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
      Sponsored
    • New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      Opens in a new window or tab
      New (Other)
      $19.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • U.S. Polo ASSN Boys Adjustable Waist Blue Stripe Bermudas Chino Shorts Size 5
      U.S. Polo ASSN Boys Adjustable Waist Blue Stripe Bermudas Chino Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.98 delivery
      Sponsored
    • Vineyard Vines Chino Shorts Boy’s Sz. 18 Red Cotton Spandex YGI R5-136
      Vineyard Vines Chino Shorts Boy’s Sz. 18 Red Cotton Spandex YGI R5-136
      Opens in a new window or tab
      Pre-Owned
      $27.99
      or Best Offer
      +$6.99 delivery
      Sponsored
    • 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 left5d 13h
      or Best Offer
      +$10.55 delivery
      Sponsored
    • Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
      Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
      Opens in a new window or tab
      Pre-Owned
      $23.00
      or Best Offer
      +$4.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Crewcuts Shorts Boy’s Size 2 Cotton Adjustable Waist Preppy - Easter - Purple
      Crewcuts Shorts Boy’s Size 2 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
    • Polo Ralph Lauren | Size 5 | Khaki Flat Front Classic Cotton Chino Shorts
      Polo Ralph Lauren | Size 5 | Khaki Flat Front Classic Cotton Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $13.98
      or Best Offer
      +$4.84 delivery
      Sponsored
    • $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!
      $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!
      Opens in a new window or tab
      Brand New
      $14.88
      Buy It Now
      +$2.00 delivery
      Sponsored
    • 2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Lands' End - Youth Boys Small (6-7) Navy Pocket Shorts Waist 20" Inseam 6"
      Lands' End - Youth Boys Small (6-7) Navy Pocket Shorts Waist 20" Inseam 6"
      Opens in a new window or tab
      Pre-Owned
      $10.39
      Was: $11.5510% off
      or Best Offer
      +$5.00 delivery
      Sponsored
    • The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      Opens in a new window or tab
      Pre-Owned
      $14.39
      Was: $15.9910% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • NWT Chubbies Boys  XS Stretch Short Khakinators Tan Khakis Uniform Preppy
      NWT Chubbies Boys XS Stretch Short Khakinators Tan Khakis Uniform Preppy
      Opens in a new window or tab
      Brand New
      $30.00
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      +$4.84 delivery in 2-4 days
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    • crewcuts Kids Shorts Plaid Pattern Pull On Drawstring Preppy Patchwork Size 5
      crewcuts Kids Shorts Plaid Pattern Pull On Drawstring Preppy Patchwork Size 5
      Opens in a new window or tab
      Pre-Owned
      $19.00
      or Best Offer
      +$6.89 delivery
      Free returns
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      Top Rated Plus
    • 2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
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    • New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      Opens in a new window or tab
      Brand New
      $24.44
      or Best Offer
      +$5.54 delivery
      Free returns
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    • LEE Youth Fleece Shorts Boy Pockets Drawstring Camo S (7-8) L (14-16) NEW Cotton
      LEE Youth Fleece Shorts Boy Pockets Drawstring Camo S (7-8) L (14-16) NEW Cotton
      Opens in a new window or tab
      New (Other)
      $13.99
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      +$6.99 delivery
      Save up to 20% when you buy more
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    • James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      Opens in a new window or tab
      Pre-Owned
      $12.80
      Was: $16.0020% off
      or Best Offer
      +$4.33 delivery
      Sponsored
    • Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Opens in a new window or tab
      Pre-Owned
      $16.79
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      +$7.95 delivery
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    • Timberland Boys Ripstop Chino Shorts Boys Size 5 Brown
      Timberland Boys Ripstop Chino Shorts Boys Size 5 Brown
      Opens in a new window or tab
      Pre-Owned
      $11.99
      or Best Offer
      +$8.71 delivery
      Sponsored
    • BODEN Boy's Jersey Baggies Shorts College Navy Blue Teal Cotton Pants Size 11
      BODEN Boy's Jersey Baggies Shorts College Navy Blue Teal Cotton Pants Size 11
      Opens in a new window or tab
      Pre-Owned
      $19.99
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      +$6.75 delivery in 2-4 days
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    • Lot Of 2 Oshkosh & Sonoma Shorts  Size 5 ~ 100 % Cotton
      Lot Of 2 Oshkosh & Sonoma Shorts Size 5 ~ 100 % Cotton
      Opens in a new window or tab
      Pre-Owned
      $14.00
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      Free delivery
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    • 2007 GAP KIDS FACTORY Beach Resort Madras Plaid Bermuda Shorts 5 Yrs Olive Navy
      2007 GAP KIDS FACTORY Beach Resort Madras Plaid Bermuda Shorts 5 Yrs Olive Navy
      Opens in a new window or tab
      Pre-Owned
      $5.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
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    • Old Navy Boy’s Gray Cargo Pants Cotton Drawstring Elastic Waist Size Small 6/7
      Old Navy Boy’s Gray Cargo Pants Cotton Drawstring Elastic Waist Size Small 6/7
      Opens in a new window or tab
      Pre-Owned
      $6.99
      or Best Offer
      +$5.50 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.71 delivery
      Sponsored
    • 2pr Boys Sz 5 Plaid Shorts NICE!
      2pr Boys Sz 5 Plaid Shorts NICE!
      Opens in a new window or tab
      Pre-Owned
      $8.00
      0 bids · Time left3d 13h
      $12.00
      Buy It Now
      +$10.00 delivery
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    • 2013 OLD NAVY BOYS Classic Plaid Bermuda Summer Shorts 5T 5 Yrs Blue Red Multi
      2013 OLD NAVY BOYS Classic Plaid Bermuda Summer Shorts 5T 5 Yrs Blue Red Multi
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Tommy Hilfiger Cargo Short Youth Size 5 Blue Jean Denim Adjustable Waste Comfort
      Tommy Hilfiger Cargo Short Youth Size 5 Blue Jean Denim Adjustable Waste Comfort
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$14.40 delivery
      Free returns
      Sponsored
    • O'Neill Hybrid Boy's Gray and Black Checkered Shorts - Size 26 -
      O'Neill Hybrid Boy's Gray and Black Checkered Shorts - Size 26 -
      Opens in a new window or tab
      Pre-Owned
      $4.00
      0 bids · Time left4d 3h
      $5.50
      Buy It Now
      +$3.99 delivery
      Sponsored
    • 2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • GAP Kids Gray Seersucker Shorts, Size Small 6/7, NEW
      GAP Kids Gray Seersucker Shorts, Size Small 6/7, NEW
      Opens in a new window or tab
      Brand New
      $12.99
      or Best Offer
      +$5.31 delivery
      Sponsored
    • NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      Opens in a new window or tab
      Brand New
      $28.00
      Buy It Now
      +$6.99 delivery
      Sponsored
    • New Polo Ralph Lauren Boys' White Classic Chino Shorts 12
      New Polo Ralph Lauren Boys' White Classic Chino Shorts 12
      Opens in a new window or tab
      New (Other)
      $19.99
      or Best Offer
      +$9.45 delivery
      4 watchers
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    • Boys Plaid Shorts 4-5 Gap Golf Pleated Check Colorful Purple Green y2k Vtg XS
      Boys Plaid Shorts 4-5 Gap Golf Pleated Check Colorful Purple Green y2k Vtg XS
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