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    • PreppyRemove filter
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    • Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14
      Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$7.00 delivery
      Extra 15% off with coupon
      Sponsored
    • 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
    • Crewcuts Boys Pink and Blue Striped Bermuda Seersucker Shorts Size 14
      Crewcuts Boys Pink and Blue Striped Bermuda Seersucker Shorts Size 14
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$5.80 delivery
      Free returns
      Sponsored
    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)
      Opens in a new window or tab
      Pre-Owned
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Janie & Jack Boys’ Linen Blend Shorts Blue Chambray Size 14 Stretch Waist
      Find similar itemsSee all the items on eBay that match this style
      Janie & Jack Boys’ Linen Blend Shorts Blue Chambray Size 14 Stretch Waist
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$4.41 delivery in 2-4 days
      Sponsored
    • Polo Ralph Lauren Khaki Shorts Youth Size 14 Boys NWT Beige Chino New
      Polo Ralph Lauren Khaki Shorts Youth Size 14 Boys NWT Beige Chino New
      Opens in a new window or tab
      Brand New
      $24.99
      or Best Offer
      +$5.00 delivery
      Sponsored
    • Janie & Jack Crew Cuts Boys Sz 12 Chino Oxford Shorts Lot of 3 Blue/Teal/Striped
      Janie & Jack Crew Cuts Boys Sz 12 Chino Oxford Shorts Lot of 3 Blue/Teal/Striped
      Opens in a new window or tab
      Pre-Owned
      $17.00
      0 bids · Time left1d 8h
      $27.00
      Buy It Now
      +$6.00 delivery
      Free returns
      Sponsored
    • Vintage 90s Guess Jeans Boys 12 Youth Bermuda Shorts Light Denim Triangle 1994
      Vintage 90s Guess Jeans Boys 12 Youth Bermuda Shorts Light Denim Triangle 1994
      Opens in a new window or tab
      Pre-Owned
      $12.95
      Buy It Now
      +$6.70 delivery
      Sponsored
    • Picked For You

      Top selling items from trusted sellers | Sponsored
        • Vineyard Vines Club Shorts Boys Great Quality Shorts - Multiple Sizes/Colors!
          Vineyard Vines Club Shorts Boys Great Quality Shorts - Multiple Sizes/Colors!
          Opens in a new window or tab
          $24.99
          vinchin1475 (1,024) 100%
        • Old Navy Boys Khaki Shorts Size 6 - Free Shipping
          Old Navy Boys Khaki Shorts Size 6 - Free Shipping
          Opens in a new window or tab
          $12.95
          topqualitybrands (6,100) 98.9%
        • Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform Chino
          Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform Chino
          Opens in a new window or tab
          $22.84
          connectedthreads (2,020) 99.6%
        • Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14)  $59.50
          Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14) $59.50
          Opens in a new window or tab
          $29.50
          coachjustyou (2,246) 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 (2,807) 99.8%
        • 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 (2,246) 100%
        • 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 (2,246) 100%
    • 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
    • Polo Ralph Lauren Navy Blue Stretch Chino Cotton Shorts Classic Preppy Summer
      Polo Ralph Lauren Navy Blue Stretch Chino Cotton Shorts Classic Preppy Summer
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.40 delivery
      Sponsored
    • 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
      $20.00
      Was: $25.0020% off
      or Best Offer
      +$6.40 delivery
      Sponsored
    • Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!
      Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!
      Opens in a new window or tab
      Brand New
      $22.99
      or Best Offer
      +$8.84 delivery
      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
    • Vineyard Vines Shorts Boys 12 Blue Preppy Youth Child
      Vineyard Vines Shorts Boys 12 Blue Preppy Youth Child
      Opens in a new window or tab
      Pre-Owned
      $12.50
      or Best Offer
      +$5.95 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys 14 Brown Khaki Cargo Baggy Loose Skater Youth PRL
      Polo Ralph Lauren Shorts Boys 14 Brown Khaki Cargo Baggy Loose Skater Youth PRL
      Opens in a new window or tab
      Pre-Owned
      $16.24
      Was: $24.9935% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered Logo
      Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered Logo
      Opens in a new window or tab
      Pre-Owned
      $19.95
      Buy It Now
      +$9.45 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
    • NWT J.Crew Crewcuts Kids' printed pull-on linen short, FLORAL/MAP PRINT, 8/10/12
      NWT J.Crew Crewcuts Kids' printed pull-on linen short, FLORAL/MAP PRINT, 8/10/12
      Opens in a new window or tab
      Brand New
      $22.95
      Buy It Now
      +$7.35 delivery
      Sponsored
    • GAP Boys Madras Plaid Cargo Shorts Size 6 Adjustable Patchwork Preppy Y2K
      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 Boys Size 14 Khaki Cotton Cargo Drawstring Youth
      Polo Ralph Lauren Shorts Boys Size 14 Khaki Cotton Cargo Drawstring Youth
      Opens in a new window or tab
      Pre-Owned
      $11.49
      or Best Offer
      +$7.35 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • 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
    • 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 Size 14 Blue Boys Performance Shorts! NWT! Great Buy!
      Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$8.84 delivery
      Sponsored
    • Gap Kids Shorts Boys, Size 12, Khaki Tan Beige Cargo Shorts, Pockets
      Gap Kids Shorts Boys, Size 12, Khaki Tan Beige Cargo Shorts, Pockets
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$7.01 delivery
      Sponsored
    • Nautica Boys Red Shorts -Size 6- Classic Fit Deck Shorts - Flat Front Chino
      Nautica Boys Red Shorts -Size 6- Classic Fit Deck Shorts - Flat Front Chino
      Opens in a new window or tab
      New (Other)
      $9.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Vineyard Vines Shorts Boys size 14 Khaki Adjustable Waist
      Vineyard Vines Shorts Boys size 14 Khaki Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$5.49 delivery
      Sponsored
    • Vineyard Vines Youth Boys Club Shorts Embroidered Football Whale Khaki Preppy 12
      Vineyard Vines Youth Boys Club Shorts Embroidered Football Whale Khaki Preppy 12
      Opens in a new window or tab
      Brand New
      $27.88
      or Best Offer
      +$6.55 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys 12 White Cotton Preppy Pockets Pull on Casual
      Polo Ralph Lauren Shorts Boys 12 White Cotton Preppy Pockets Pull on Casual
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$7.25 delivery
      Sponsored
    • Abercrombie Youth Cargo Shorts Boys 12 Beige  Pockets Skater Vintage Y2k 7.5"
      Abercrombie Youth Cargo Shorts Boys 12 Beige Pockets Skater Vintage Y2k 7.5"
      Opens in a new window or tab
      Pre-Owned
      $9.30
      Was: $11.9222% off
      or Best Offer
      +$5.62 delivery
      Sponsored
    • Vineyard Vines Boys Shorts Seersucker Party Breaker Short 14 Sailors Red Blue
      Vineyard Vines Boys Shorts Seersucker Party Breaker Short 14 Sailors Red Blue
      Opens in a new window or tab
      Brand New
      $21.24
      Was: $24.9915% off
      Buy It Now
      +$4.57 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
      Sponsored
    • Brand New with tags- Abercrombie Kids- Boys Khaki Shorts- Size 13/14
      Brand New with tags- Abercrombie Kids- Boys Khaki Shorts- Size 13/14
      Opens in a new window or tab
      Brand New
      $15.00
      Buy It Now
      +$5.50 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
    • Under Armour Shorts Youth Boys 12 Khaki Beige Golf Heat Gear Loose Fit
      Under Armour Shorts Youth Boys 12 Khaki Beige Golf Heat Gear Loose Fit
      Opens in a new window or tab
      Pre-Owned
      $15.29
      Was: $16.9910% off
      or Best Offer
      +$6.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 14
      Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Crewcuts kid boys' size 6 Stanton tech solid Red shorts
      Crewcuts kid boys' size 6 Stanton tech solid Red shorts
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$12.71 delivery
      Sponsored
    • Vineyard Vines Boys Tan Chino Knee Length Golf Shorts Adjustable Waist - Size 12
      Vineyard Vines Boys Tan Chino Knee Length Golf Shorts Adjustable Waist - Size 12
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      Free delivery
      Sponsored
    • Abercrombie Kids Active Shorts Black/Green/White Drawstring Boy’s 11/12 Worn 1x
      Abercrombie Kids Active Shorts Black/Green/White Drawstring Boy’s 11/12 Worn 1x
      Opens in a new window or tab
      Pre-Owned
      $7.99
      Buy It Now
      +$5.25 delivery
      Extra 10% off with coupon
      Sponsored
    • Polo Ralph Lauren Boys 12 White Embroidered Pony Logo 2.5” Twill Cotton Shorts
      Polo Ralph Lauren Boys 12 White Embroidered Pony Logo 2.5” Twill Cotton Shorts
      Opens in a new window or tab
      Brand New
      $14.99
      Was: $22.9935% off
      Buy It Now
      +$5.31 delivery
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    • Gymboree Khaki Shorts Boys 12 Chino Belt Adjustable Waist Uniform School Tan NWT
      Gymboree Khaki Shorts Boys 12 Chino Belt Adjustable Waist Uniform School Tan NWT
      Opens in a new window or tab
      Brand New
      $15.99
      or Best Offer
      +$6.95 delivery
      Sponsored
    • Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids Preppy
      Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids Preppy
      Opens in a new window or tab
      Brand New
      $19.95
      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
    • Hope & Henry Size 6 Linen Organic Blend Shorts Adjustable Waist Classic Preppy
      Hope & Henry Size 6 Linen Organic Blend Shorts Adjustable Waist Classic Preppy
      Opens in a new window or tab
      Brand New
      $21.60
      Was: $24.0010% off
      or Best Offer
      +$5.95 delivery in 2-4 days
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    • Polo Ralph Lauren Boys Kids Stretch Twill Cargo Shorts Tan Khaki Size 12
      Polo Ralph Lauren Boys Kids Stretch Twill Cargo Shorts Tan Khaki Size 12
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$7.95 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys Size 14 Youth Khaki Beige Cargo Hiking Pockets
      Polo Ralph Lauren Shorts Boys Size 14 Youth Khaki Beige Cargo Hiking Pockets
      Opens in a new window or tab
      Pre-Owned
      $12.98
      or Best Offer
      +$5.99 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 14 Brown Tan Chino Preppy Casual Kids Youth
      Polo Ralph Lauren Shorts Boys 14 Brown Tan Chino Preppy Casual Kids Youth
      Opens in a new window or tab
      Pre-Owned
      $14.00
      or Best Offer
      Free delivery
      Sponsored
    • VTG Polo Ralph Lauren Shorts Boys 12 White BIG Pony 3 Preppy Bermuda Chino Patch
      VTG Polo Ralph Lauren Shorts Boys 12 White BIG Pony 3 Preppy Bermuda Chino Patch
      Opens in a new window or tab
      Pre-Owned
      $29.99
      Buy It Now
      +$5.98 delivery
      Sponsored
    • janie and jack boys size 14 pink polo and pink/blue plaid shorts
      janie and jack boys size 14 pink polo and pink/blue plaid shorts
      Opens in a new window or tab
      Pre-Owned
      $19.00
      0 bids · Time left6d 17h
      $24.70
      Buy It Now
      +$10.00 delivery
      Sponsored
    • Vineyard Vines Boys Breaker Shorts Size 12 Stone $42 NWT Youth Uniform Easter
      Vineyard Vines Boys Breaker Shorts Size 12 Stone $42 NWT Youth Uniform Easter
      Opens in a new window or tab
      New (Other)
      $16.00
      or Best Offer
      +$9.91 delivery
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    • Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach Golf
      Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach Golf
      Opens in a new window or tab
      Pre-Owned
      $12.17
      Was: $13.9913% off
      Buy It Now
      +$7.01 delivery
      Sponsored
    • Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 Embroidered
      Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 Embroidered
      Opens in a new window or tab
      Pre-Owned
      $37.50
      or Best Offer
      +$5.99 delivery
      Free returns
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      Top Rated Plus
    • 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
      $15.29
      Was: $17.9915% off
      or Best Offer
      +$5.80 delivery
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    • 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
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    • 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
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    • Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht Summer
      Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht Summer
      Opens in a new window or tab
      Pre-Owned
      $19.98
      or Best Offer
      +$5.99 delivery in 2-4 days
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boys Classic Fit Club Shorts, size 14, Stone, NWT
      Vineyard Vines Boys Classic Fit Club Shorts, size 14, Stone, NWT
      Opens in a new window or tab
      Brand New
      $20.00
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      +$5.70 delivery
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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
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