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    • PreppyRemove filter
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    • J. Bailey Boys'  Pete Short Shrimp Twill Boys  Short Size 6 Spring Summer Preppy
      J. Bailey Boys' Pete Short Shrimp Twill Boys Short Size 6 Spring Summer Preppy
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$4.84 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
    • 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
      $25.99
      or Best Offer
      +$8.71 delivery
      Sponsored
    • 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 Boys Madras Plaid Cargo Shorts Size 6 Adjustable Patchwork Preppy Y2K
      Find similar itemsSee all the items on eBay that match this style
      GAP Boys Madras Plaid Cargo Shorts Size 6 Adjustable Patchwork Preppy Y2K
      Opens in a new window or tab
      Pre-Owned
      $7.50
      Buy It Now
      +$5.50 delivery
      Free returns
      Sponsored
    • Polo Ralph Lauren Shorts 4T Navy Blue Big Pony Casual Flat Front Chino
      Polo Ralph Lauren Shorts 4T Navy Blue Big Pony Casual Flat Front Chino
      Opens in a new window or tab
      Pre-Owned
      $15.50
      or Best Offer
      +$5.80 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
    • Tailor Vintage Boys 4 Shorts Striped Lobster Print Blue Preppy Fun Summer
      Tailor Vintage Boys 4 Shorts Striped Lobster Print Blue Preppy Fun Summer
      Opens in a new window or tab
      Pre-Owned
      $17.24
      Was: $22.9925% off
      or Best Offer
      +$4.52 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
    • 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
    • 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
    • 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
    • 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
      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
    • 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
    • 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 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
    • 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
      $6.50
      Buy It Now
      +$7.99 delivery
      Sponsored
    • Boys Pink Shorts 6 RALPH LAUREN Salmon Cargo Cotton Vintage Pocket POLO
      Boys Pink Shorts 6 RALPH LAUREN Salmon Cargo Cotton Vintage Pocket POLO
      Opens in a new window or tab
      Pre-Owned
      $17.09
      Was: $17.995% off
      or Best Offer
      +$5.80 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
    • 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
        • 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 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
        • 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
        • Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
          Hurley
          Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
          Opens in a new window or tab
          Pre-Owned
          $6.98
          +$6.95 delivery
          Extra 10% off with coupon
        • 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
        • ADIDAS Golf Shorts Boy’s Size XL (15-16Y) Navy Blue NEW Active Uniform Sporty
          adidas
          ADIDAS Golf Shorts Boy’s Size XL (15-16Y) Navy Blue NEW Active Uniform Sporty
          Opens in a new window or tab
          Brand New
          $20.00
          +$5.49 delivery
          Extra 15% off with coupon
    • Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist Shorts
      Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist Shorts
      Opens in a new window or tab
      Pre-Owned
      $8.99
      or Best Offer
      +$5.60 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Buy It Now
      +$5.49 delivery
      Sponsored
    • 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
    • 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
    • Polo Ralph Lauren Kids Shorts Toddler 4T Green Cotton Preppy
      Polo Ralph Lauren Kids Shorts Toddler 4T Green Cotton Preppy
      Opens in a new window or tab
      Pre-Owned
      $13.59
      Was: $15.9915% off
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Opens in a new window or tab
      Brand New
      $12.00
      0 bids · Time left5d 8h
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Opens in a new window or tab
      Brand New
      $22.97
      Buy It Now
      Free delivery in 2-4 days
      5 watchers
      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
    • 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
    • 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
    • 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 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
      Sponsored
    • Cat & Jack TCP Carter’s Boys Shorts Lot Sz 6 Striped Jean
      Cat & Jack TCP Carter’s Boys Shorts Lot Sz 6 Striped Jean
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.35 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
    • 2012 GYMBOREE BOYS Summer Stock Up Pull-On Cargo Pocket Knit Shorts 6 Yrs Olive
      2012 GYMBOREE BOYS Summer Stock Up Pull-On Cargo Pocket Knit Shorts 6 Yrs Olive
      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
    • Crewcuts Factory Tan Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy Easter
      Crewcuts Factory Tan Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy Easter
      Opens in a new window or tab
      Brand New
      $7.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • 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
      Buy It Now
      +$4.52 delivery
      Sponsored
    • 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
    • VTG Polo Ralph Lauren Shorts Youth Boys 20 XL Green Cargos Utility Pockets 13494
      VTG Polo Ralph Lauren Shorts Youth Boys 20 XL Green Cargos Utility Pockets 13494
      Opens in a new window or tab
      Pre-Owned
      $17.46
      Was: $24.9530% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Extra 20% off with coupon
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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
      Extra 10% off with coupon
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    • 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
    • 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 BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British Tan
      POLO RALPH LAUREN BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British Tan
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
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      Top Rated Plus
    • Children’s Place Boys Chino Pants With Belt Size 6 . NWT
      Children’s Place Boys Chino Pants With Belt Size 6 . NWT
      Opens in a new window or tab
      Brand New
      $11.00
      or Best Offer
      +$5.21 delivery
      Sponsored
    • POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUC
      POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUC
      Opens in a new window or tab
      Pre-Owned
      $15.50
      or Best Offer
      +$4.71 delivery
      Free returns
      Sponsored
    • 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
      Sponsored
      Top Rated Plus
    • 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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    • Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green Preppy
      Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green Preppy
      Opens in a new window or tab
      Pre-Owned
      $7.28
      or Best Offer
      +$5.75 delivery
      Sponsored
    • 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
      Buy It Now
      +$6.55 delivery
      Free returns
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      Top Rated Plus
    • Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
      Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
      Opens in a new window or tab
      Brand New
      $29.99
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      +$5.50 delivery
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    • Under Armour Golf Shorts Youth Boys Size 10 Black UA Logo Athletic Stretch EUC
      Under Armour Golf Shorts Youth Boys Size 10 Black UA Logo Athletic Stretch EUC
      Opens in a new window or tab
      Pre-Owned
      $14.99
      Buy It Now
      +$6.55 delivery
      Free returns
      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
    • 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
      Sponsored
      Top Rated Plus
    • Nike Dri-Fit Athletic Shorts Boys XL Maroon Red Polyester Youth
      Nike Dri-Fit Athletic Shorts Boys XL Maroon Red Polyester Youth
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$5.00 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
    • Oshkosh Shorts Boys Size 6 Pink Casual Flat Preppy Chino Straight Pants 7 Inseam
      Oshkosh Shorts Boys Size 6 Pink Casual Flat Preppy Chino Straight Pants 7 Inseam
      Opens in a new window or tab
      Pre-Owned
      $13.85
      or Best Offer
      +$6.98 delivery
      Extra 5% off with coupon
      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
    • 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
      Sponsored
      Top Rated Plus
    • Nike Shorts Boys XL Golf Flex Performance Chinos Long Casual Youth Stretch Prep
      Nike Shorts Boys XL Golf Flex Performance Chinos Long Casual Youth Stretch Prep
      Opens in a new window or tab
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