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    • PreppyRemove filter
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    • Vineyard vines performance shorts boys size 14 tan Golf Adjustable Waist
      Vineyard vines performance shorts boys size 14 tan Golf Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *
      Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$7.99 delivery
      Free returns
      30% off 2+ with coupon
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • Polo Ralph Lauren Boys Olive Green Drawstring Gorpcore Casual Shorts Sz 6
      Find similar itemsSee all the items on eBay that match this style
      Polo Ralph Lauren Boys Olive Green Drawstring Gorpcore Casual Shorts Sz 6
      Opens in a new window or tab
      Pre-Owned
      $12.25
      or Best Offer
      +$4.52 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
      $19.59
      Was: $27.9930% off
      Buy It Now
      +$5.80 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
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      Brand New
      $24.99
      Buy It Now
      Free delivery
      Free returns
      Save up to 30% when you buy more
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    • 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
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    • 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 (1,023) 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 (6,097) 98.9%
        • 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 (2,245) 100%
        • 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 (2,245) 100%
        • 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
          $15.99
          connectedthreads (2,013) 99.6%
    • 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
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    • 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 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
    • jcrew crewcuts size 14 blue plaid dock style shorts
      jcrew crewcuts size 14 blue plaid dock style shorts
      Opens in a new window or tab
      Pre-Owned
      $9.50
      0 bids · Time left5d 4h
      $12.35
      Buy It Now
      +$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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    • J. Crew Crewcuts Boys Shorts Size 14
      J. Crew Crewcuts Boys Shorts Size 14
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy Boys
      Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy Boys
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$8.99 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
    • 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
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      +$4.84 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 left5d 4h
      $24.70
      Buy It Now
      +$10.00 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
    • 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
    • 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
      Sponsored
      Top Rated Plus
    • 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 15% off with coupon
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    • 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 Big Boys Chino Twill Flat Front Shorts Size 14
      Polo Ralph Lauren Big Boys Chino Twill Flat Front Shorts Size 14
      Opens in a new window or tab
      Brand New
      $25.00
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      +$6.99 delivery
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    • 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
    • Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
      Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
      Opens in a new window or tab
      Brand New
      $28.60
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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
    • 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 Shorts Set of 2 Boys Size 20 Green Red Classic Preppy Casual
      Polo Ralph Lauren Shorts Set of 2 Boys Size 20 Green Red Classic Preppy Casual
      Opens in a new window or tab
      Pre-Owned
      $32.95
      or Best Offer
      +$7.25 delivery
      Sponsored
    • 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
    • NWT Crewcuts Boy’s Stanton Seersucker Chino Shorts Blue White Striped Cotton 14
      NWT Crewcuts Boy’s Stanton Seersucker Chino Shorts Blue White Striped Cotton 14
      Opens in a new window or tab
      Brand New
      $39.99
      or Best Offer
      +$7.35 delivery
      Free returns
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      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
    • 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
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      Top Rated Plus
    • J.Crew Crewcuts Boys Khaki Cotton Chino Shorts Adjustable Waist Boys Size 14
      J.Crew Crewcuts Boys Khaki Cotton Chino Shorts Adjustable Waist Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $9.00
      0 bids · Time left6d 10h
      or Best Offer
      +$4.84 delivery
      Sponsored
    • NWOT Gap Boys Linen Blend Shorts Size 14 Blue Lightweight Resort Vacation Golf
      NWOT Gap Boys Linen Blend Shorts Size 14 Blue Lightweight Resort Vacation Golf
      Opens in a new window or tab
      New (Other)
      $19.00
      or Best Offer
      +$5.00 delivery in 2-3 days
      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
    • 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
    • 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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    • Polo Ralph Lauren Casual Shorts Boys Size 14 (9" Inseam)
      Polo Ralph Lauren Casual Shorts Boys Size 14 (9" Inseam)
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Was: $25.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • 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
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    • Vineyard Vines Performance Boy’s Shorts Chino Size 14 Adjustable Waist 9” Inseam
      Vineyard Vines Performance Boy’s Shorts Chino Size 14 Adjustable Waist 9” Inseam
      Opens in a new window or tab
      Pre-Owned
      $14.00
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      +$12.71 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
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      +$7.35 delivery
      Free returns
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    • 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
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    • Polo Ralph Lauren India Madras Plaid Shorts Boys 14 Preppy Multi Color 9" inseam
      Polo Ralph Lauren India Madras Plaid Shorts Boys 14 Preppy Multi Color 9" inseam
      Opens in a new window or tab
      Pre-Owned
      $21.99
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    • Vintage Boys POLO RALPH LAUREN  Shorts Size 6 Salmon Pink Cargo Cotton Pocket
      Vintage Boys POLO RALPH LAUREN Shorts Size 6 Salmon Pink Cargo Cotton Pocket
      Opens in a new window or tab
      Pre-Owned
      $9.99
      0 bids · Time left1d 22h
      $17.00
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      +$5.80 delivery
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    • Polo Ralph Lauren Boy's Chino Shorts Size 14 Tan Preppy 9" Inseam
      Polo Ralph Lauren Boy's Chino Shorts Size 14 Tan Preppy 9" Inseam
      Opens in a new window or tab
      Pre-Owned
      $9.99
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      +$7.02 delivery
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    • Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14
      Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14
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      Pre-Owned
      $18.00
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    • Polo Ralph Lauren Shorts  Boys 20  Blue & White Striped NEW
      Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEW
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    • Polo Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
      Polo Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
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      Pre-Owned
      $9.99
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    • POLO RALPH LAUREN PATCHWORK MADRAS PLAID SHORTS BOYS SIZE 14
      POLO RALPH LAUREN PATCHWORK MADRAS PLAID SHORTS BOYS SIZE 14
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      Pre-Owned
      $12.99
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    • POLO RALPH LAUREN BOYS CHINO SHORTS COTTON NAVY BLUE SIZE 14 & 16
      POLO RALPH LAUREN BOYS CHINO SHORTS COTTON NAVY BLUE SIZE 14 & 16
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    • Polo Ralph Lauren Shorts Boys 20 (11” Inseam) Beige Classic Chino Preppy School
      Polo Ralph Lauren Shorts Boys 20 (11” Inseam) Beige Classic Chino Preppy School
      Opens in a new window or tab
      Pre-Owned
      $17.95
      Was: $19.9510% off
      or Best Offer
      +$8.99 delivery
      Free returns
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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
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      +$8.71 delivery
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    • Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 Preppy
      Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 Preppy
      Opens in a new window or tab
      Pre-Owned
      $11.69
      Was: $12.9910% off
      or Best Offer
      +$9.45 delivery
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    • 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
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      +$7.99 delivery
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    • Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
      Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
      Opens in a new window or tab
      Pre-Owned
      $11.49
      or Best Offer
      +$6.55 delivery
      Free returns
      Extra 15% off with coupon
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      Top Rated Plus
    • NWT Vineyard Vines Boys' Blue Stretch Breaker Shorts Size 14 Swordfish Sea Turtl
      NWT Vineyard Vines Boys' Blue Stretch Breaker Shorts Size 14 Swordfish Sea Turtl
      Opens in a new window or tab
      Brand New
      $23.00
      or Best Offer
      +$9.45 delivery
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    • 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
      Sponsored
      Top Rated Plus
    • 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
    • NWT J Crew Crewcuts Factory Boys Gramercy Shorts 14 Flex Chino Navy Blue
      NWT J Crew Crewcuts Factory Boys Gramercy Shorts 14 Flex Chino Navy Blue
      Opens in a new window or tab
      Brand New
      $16.00
      Was: $20.0020% off
      or Best Offer
      +$7.35 delivery
      Free returns
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      Top Rated Plus
    • Vintage 1990s Polo Ralph Lauren Shorts Boys Sz 14 Cotten Bermuda Shorts Striped
      Vintage 1990s Polo Ralph Lauren Shorts Boys Sz 14 Cotten Bermuda Shorts Striped
      Opens in a new window or tab
      Pre-Owned
      $10.49
      Was: $14.9930% off
      or Best Offer
      +$5.80 delivery
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