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332 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
    • 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
      Sponsored
    • Boys Old Navy Brown Khaki Kratts Brothers Bermuda Shorts. Size X-large 14-16
      Boys Old Navy Brown Khaki Kratts Brothers Bermuda Shorts. Size X-large 14-16
      Opens in a new window or tab
      Pre-Owned
      $10.50
      or Best Offer
      +$4.84 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
    • Vineyard Vines Boys Size 10 Chino Breaker Shorts Adjustable Waist Lot of 3
      Find similar itemsSee all the items on eBay that match this style
      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
    • 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
    • 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
    • Under Armour Shorts Boys Youth XL Blue Plaid Loose Heat Gear Golf Sports 11" NWT
      Under Armour Shorts Boys Youth XL Blue Plaid Loose Heat Gear Golf Sports 11" NWT
      Opens in a new window or tab
      Brand New
      $19.95
      or Best Offer
      +$5.95 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
    • 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
    • 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
      $19.59
      Was: $27.9930% off
      Buy It Now
      +$5.80 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • 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
    • Lilly Pulitzer boy shorts XL camelflage green pink tropical elastic waist preppy
      Lilly Pulitzer boy shorts XL camelflage green pink tropical elastic waist preppy
      Opens in a new window or tab
      Pre-Owned
      $21.99
      Buy It Now
      +$6.00 delivery
      Sponsored
    • 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
    • Tommy Hilfiger Boys Sz 20 Shorts Blue Flat Front Chino 100% Cotton Preppy Summer
      Tommy Hilfiger Boys Sz 20 Shorts Blue Flat Front Chino 100% Cotton Preppy Summer
      Opens in a new window or tab
      Pre-Owned
      $13.00
      or Best Offer
      +$7.00 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • 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
    • From our popular brands

      Based on number of views and purchases | Sponsored
        • 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 Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2
          Gap
          Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2
          Opens in a new window or tab
          Pre-Owned
          $15.99
          +$5.95 delivery
        • Nike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27
          Nike
          Nike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27
          Opens in a new window or tab
          Pre-Owned
          $30.79
          +$6.99 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
          $5.69
          +$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
          $12.71
          +$7.00 delivery
    • 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
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      Free delivery
      Free returns
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    • Polo Ralph Lauren Boys Size 10 Green Classic Fit 7" Inseam 5 pocket Chino Shorts
      Polo Ralph Lauren Boys Size 10 Green Classic Fit 7" Inseam 5 pocket Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$7.00 delivery
      Sponsored
    • Nike Youth Sz XL Tan/Gold Golf Flex Performance Chinos Shorts
      Nike Youth Sz XL Tan/Gold Golf Flex Performance Chinos Shorts
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.99 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 25% off with coupon
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    • 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
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      +$4.84 delivery
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    • 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
    • NWT Vineyard Vines Boy's Stone Beige Flat Front Stretch Breaker Shorts sz 10
      NWT Vineyard Vines Boy's Stone Beige Flat Front Stretch Breaker Shorts sz 10
      Opens in a new window or tab
      Brand New
      $28.00
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      +$5.49 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
    • VINTAGE Wrangler Denim Cargo Shorts Youth Boys 10 Husky Adjustable Waist Y2K
      VINTAGE Wrangler Denim Cargo Shorts Youth Boys 10 Husky Adjustable Waist Y2K
      Opens in a new window or tab
      Pre-Owned
      $15.99
      Was: $17.7710% off
      or Best Offer
      +$6.95 delivery
      Sponsored
    • Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2
      Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.95 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Youth Boys 20 Chino Flat Front Blue Khaki Casual Preppy
      Polo Ralph Lauren Shorts Youth Boys 20 Chino Flat Front Blue Khaki Casual Preppy
      Opens in a new window or tab
      Pre-Owned
      $8.67
      Was: $12.9433% off
      or Best Offer
      +$6.29 delivery
      Free returns
      Extra 18% off with coupon
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    • Polo Ralph Lauren Boys All Over Pony Print Chino Shorts  White/Blue  Size 10
      Polo Ralph Lauren Boys All Over Pony Print Chino Shorts White/Blue Size 10
      Opens in a new window or tab
      Pre-Owned
      $15.96
      Buy It Now
      +$5.99 delivery
      Sponsored
    • Boys Ralph Lauren Classic Polo Chino Shorts White With Navy Ponys Sz 20
      Boys Ralph Lauren Classic Polo Chino Shorts White With Navy Ponys Sz 20
      Opens in a new window or tab
      Pre-Owned
      $16.19
      Was: $17.9910% off
      or Best Offer
      +$6.05 delivery
      Sponsored
    • 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
      Buy It Now
      +$6.84 delivery
      Sponsored
    • Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$10.00 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
    • Vineyard Vines Boys Shorts Size 20 Chino Coral Flat Front Cotton Youth
      Vineyard Vines Boys Shorts Size 20 Chino Coral Flat Front Cotton Youth
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$6.00 delivery
      Sponsored
    • POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino Cotton
      POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino Cotton
      Opens in a new window or tab
      Pre-Owned
      $17.09
      Was: $18.9910% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Levis Shorts Boys Extra Large Black Slim Fit Chino Drawstring Stretch Preppy
      Levis Shorts Boys Extra Large Black Slim Fit Chino Drawstring Stretch Preppy
      Opens in a new window or tab
      Pre-Owned
      $26.99
      Was: $29.9910% off
      or Best Offer
      +$9.95 delivery
      Free returns
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      Top Rated Plus
    • 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
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    • Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat Front
      Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat Front
      Opens in a new window or tab
      Pre-Owned
      $14.73
      Buy It Now
      +$6.50 delivery
      Free returns
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    • Ralph Lauren Polo Shorts Boys 20 NEW Patchwork Plaid NWT Kids Chino Teen Child
      Ralph Lauren Polo Shorts Boys 20 NEW Patchwork Plaid NWT Kids Chino Teen Child
      Opens in a new window or tab
      Brand New
      $20.99
      Was: $34.9940% off
      or Best Offer
      +$5.99 delivery
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    • Nautica Shorts Youth 10 Turquoise Chino Casual Cotton Preppy Kids
      Nautica Shorts Youth 10 Turquoise Chino Casual Cotton Preppy Kids
      Opens in a new window or tab
      Pre-Owned
      $5.00
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      +$4.52 delivery
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    • Vintage Zero Xposur Shorts Boys XL 18 20 Red Nylon Cargo Surplus Youth Kids
      Vintage Zero Xposur Shorts Boys XL 18 20 Red Nylon Cargo Surplus Youth Kids
      Opens in a new window or tab
      Pre-Owned
      $22.46
      Was: $29.9525% off
      or Best Offer
      +$6.90 delivery
      Sponsored
    • Rylee Cru Shorts Kid 10Y Brown Pull On Floral Summer Beach Travel Preppy Neutral
      Rylee Cru Shorts Kid 10Y Brown Pull On Floral Summer Beach Travel Preppy Neutral
      Opens in a new window or tab
      Pre-Owned
      $18.00
      Buy It Now
      +$5.80 delivery
      Sponsored
    • Tommy Hilfiger Shorts Mens XL 20 Blue All Over Print Drawstring Bermuda
      Tommy Hilfiger Shorts Mens XL 20 Blue All Over Print Drawstring Bermuda
      Opens in a new window or tab
      Pre-Owned
      $5.59
      Was: $7.9930% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Extra 10% off with coupon
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      Top Rated Plus
    • Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat Front
      Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat Front
      Opens in a new window or tab
      Pre-Owned
      $14.58
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      +$6.50 delivery
      Free returns
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    • Lot Of 2 Old Navy Boys Uniform Dress Shorts Khaki Flat Front Adjustable Size 10
      Lot Of 2 Old Navy Boys Uniform Dress Shorts Khaki Flat Front Adjustable Size 10
      Opens in a new window or tab
      Pre-Owned
      $10.00
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      +$8.71 delivery
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    • Polo Ralph Lauren Shorts Boys Youth XL 18-20 Blue 2012 Olympics Sweatshorts Logo
      Polo Ralph Lauren Shorts Boys Youth XL 18-20 Blue 2012 Olympics Sweatshorts Logo
      Opens in a new window or tab
      Pre-Owned
      $13.49
      Was: $14.9910% off
      or Best Offer
      +$6.99 delivery
      Free returns
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    • Vineyard Vines Performance Athletic Shorts Boys XL 18 Side Taped Lacrosse FLAW
      Vineyard Vines Performance Athletic Shorts Boys XL 18 Side Taped Lacrosse FLAW
      Opens in a new window or tab
      Pre-Owned
      $9.99
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      +$6.55 delivery
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    • Southern Tide Shorts Boys 10 Beige Flat Front Lightweight Adjustable Waist
      Southern Tide Shorts Boys 10 Beige Flat Front Lightweight Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $9.02
      Was: $12.8830% off
      or Best Offer
      +$4.71 delivery
      Free returns
      Extra 26% off with coupon
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      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra Bermuda
      Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra Bermuda
      Opens in a new window or tab
      Pre-Owned
      $13.99
      or Best Offer
      +$7.00 delivery
      Free returns
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      Top Rated Plus
    • 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
    • Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam Preppy
      Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.77
      or Best Offer
      +$7.35 delivery
      Free returns
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      Top Rated Plus
    • Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XL
      Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XL
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.99 delivery
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    • Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue Belt
      Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue Belt
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Ralph Lauren Polo Youth XL 18-20 Golf Athleisure Shirt Preppy Sporty Classiccore
      Ralph Lauren Polo Youth XL 18-20 Golf Athleisure Shirt Preppy Sporty Classiccore
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$5.95 delivery
      Sponsored
    • Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony Golf
      Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony Golf
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$6.00 delivery
      Extra 15% off with coupon
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    • Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Opens in a new window or tab
      Brand New
      $17.00
      or Best Offer
      +$7.35 delivery
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    • Polo Ralph Lauren Shorts Boys 20 Navy Blue Chino Pockets Stretch Preppy School
      Polo Ralph Lauren Shorts Boys 20 Navy Blue Chino Pockets Stretch Preppy School
      Opens in a new window or tab
      Brand New
      $25.88
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Under Armour Shorts Boys XL Beige Flat Front Golf Chino Loose Fit Preppy Casual
      Under Armour Shorts Boys XL Beige Flat Front Golf Chino Loose Fit Preppy Casual
      Opens in a new window or tab
      Pre-Owned
      $19.96
      or Best Offer
      +$6.99 delivery
      Free returns
      Extra 20% off with coupon
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    • Polo Ralph Lauren Shorts Boys 20 (11” Inseam) Beige Classic Chino Preppy School
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      Pre-Owned
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      Free returns
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      Brand New
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      Was: $18.8860% off
      or Best Offer
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      Pre-Owned
      $12.50
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      Pre-Owned
      $15.45
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      Pre-Owned
      $16.13
      Was: $16.985% off
      or Best Offer
      +$4.99 delivery
      Free returns
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      Top Rated Plus
    • BNWT Vineyard Vines Boys 10 Tan Breaker Short Classic Preppy Very Nice Quality
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      Brand New
      $19.99
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      +$6.75 delivery
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      Pre-Owned
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      Pre-Owned
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      Pre-Owned
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      Brand New
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      Free delivery in 2-4 days
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      Pre-Owned
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      Pre-Owned
      $17.46
      Was: $24.9530% off
      or Best Offer
      +$6.95 delivery
      Free returns
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