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725 results

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    • PreppyRemove filter
    • Size: 18Remove filter
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    • Properly Tied Mallard Short Preppy Southern Fish Printed Outdoor Green Boys 5
      Properly Tied Mallard Short Preppy Southern Fish Printed Outdoor Green Boys 5
      Opens in a new window or tab
      Pre-Owned
      $24.98
      or Best Offer
      +$8.84 delivery
      Sponsored
    • Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
      Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
      Opens in a new window or tab
      Pre-Owned
      $21.59
      Was: $26.9920% off
      or Best Offer
      +$29.68 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
    • 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 Boys Madras Plaid Preppy Cotton Shorts Sz 12 (26x9)
      Find similar itemsSee all the items on eBay that match this style
      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
    • 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 left21h 50m
      $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%
        • 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
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          coachjustyou (2,246) 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 (2,246) 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%
        • 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
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          connectedthreads (2,020) 99.6%
        • 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%
    • 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
    • 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
      $13.27
      Was: $18.9530% off
      Buy It Now
      +$7.84 delivery
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    • 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
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    • Vintage Polo Ralph Lauren Boys Cargo Shorts Size 18 Blue Chino
      Vintage Polo Ralph Lauren Boys Cargo Shorts Size 18 Blue Chino
      Opens in a new window or tab
      Pre-Owned
      $13.99
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    • 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
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      +$7.35 delivery
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    • Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" Waist
      Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" Waist
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.84 delivery
      Free returns
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    • 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
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    • 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
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    • 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
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      +$9.45 delivery
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    • 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
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      Free returns
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      Top Rated Plus
    • Janie & Jack Boys’ Linen Blend Shorts Blue Chambray Size 14 Stretch Waist
      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
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    • 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
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      Brand New
      $22.95
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      Based on number of views and purchases | Sponsored
        • Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
          Gap
          Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
          Opens in a new window or tab
          Pre-Owned
          $21.59
          +$29.68 delivery
        • Gap Kids Boys Youth Camo Cargo Shorts Size 12 Stretch Rip Stop
          Gap
          Gap Kids Boys Youth Camo Cargo Shorts Size 12 Stretch Rip Stop
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        • Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
          Nike
          Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
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          $12.60
          +$6.55 delivery
        • Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
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          Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
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          $15.95
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    • Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Opens in a new window or tab
      Pre-Owned
      $13.50
      or Best Offer
      +$4.84 delivery
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    • Polo Ralph Lauren Shorts Boys Size 14 Khaki Cotton Cargo Drawstring Youth
      Polo Ralph Lauren Shorts Boys Size 14 Khaki Cotton Cargo Drawstring Youth
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      Pre-Owned
      $11.49
      or Best Offer
      +$7.35 delivery
      Free returns
      Extra 15% off with coupon
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      Top Rated Plus
    • 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
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      Top Rated Plus
    • Gap Kids Shorts Boys, Size 12, Khaki Tan Beige Cargo Shorts, Pockets
      Gap Kids Shorts Boys, Size 12, Khaki Tan Beige Cargo Shorts, Pockets
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    • 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
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      Pre-Owned
      $10.00
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      +$5.00 delivery
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    • Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      Opens in a new window or tab
      Pre-Owned
      $9.74
      Was: $12.9925% off
      or Best Offer
      +$5.95 delivery
      Free returns
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      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
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      Brand New
      $23.99
      Was: $29.9920% off
      or Best Offer
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    • 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
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    • 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
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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
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    • 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
    • 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 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
    • NWOT Tommy Hilfiger Boys Chino Shorts Size 18 School Uniform Beige Twill Blend
      NWOT Tommy Hilfiger Boys Chino Shorts Size 18 School Uniform Beige Twill Blend
      Opens in a new window or tab
      New (Other)
      $18.99
      or Best Offer
      +$5.00 delivery in 2-3 days
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    • 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
    • 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
    • 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
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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
    • Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
      Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
      Opens in a new window or tab
      Pre-Owned
      $24.95
      or Best Offer
      +$6.75 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vintage Polo Ralph Lauren Shorts Youth 18 XL Green Cargo Utility Kids Boys
      Vintage Polo Ralph Lauren Shorts Youth 18 XL Green Cargo Utility Kids Boys
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Buy It Now
      +$8.50 delivery
      Free returns
      Sponsored
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    • 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
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      +$5.50 delivery
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    • 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
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    • Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINT
      Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINT
      Opens in a new window or tab
      Pre-Owned
      $19.20
      Was: $24.0020% off
      or Best Offer
      +$6.99 delivery
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    • 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
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    • 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
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      $19.95
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      +$4.84 delivery
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    • 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 left10h 56m
      or Best Offer
      +$4.84 delivery
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    • Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUC
      Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUC
      Opens in a new window or tab
      Pre-Owned
      $8.00
      0 bids · Time left5d 4h
      $16.00
      Buy It Now
      +$5.99 delivery
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    • 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
      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
      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
    • 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
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      +$5.98 delivery
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    • 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 Old Navy Sonoma Toughskins Chaps Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Oshkosh Old Navy Sonoma Toughskins Chaps Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $30.00
      Buy It Now
      +$7.35 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
    • 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 2-3 days
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • 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 6h
      $24.70
      Buy It Now
      +$10.00 delivery
      Sponsored
    • 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
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