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      • Boys' Clothing (Sizes 4 & Up)
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507 results

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    • PreppyRemove filter
    • Size: 16Remove filter
    • Size: 14Remove filter
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    • Polo Ralph Lauren Boys Shorts 14 Chino Khaki Tan Pony Logo Flat Front NWT
      Polo Ralph Lauren Boys Shorts 14 Chino Khaki Tan Pony Logo Flat Front NWT
      Opens in a new window or tab
      Brand New
      $20.00
      Buy It Now
      +$7.35 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
      Sponsored
    • Polo Ralph Lauren Boys 16 28 Denim Shorts Dark Wash Dungarees Blue
      Polo Ralph Lauren Boys 16 28 Denim Shorts Dark Wash Dungarees Blue
      Opens in a new window or tab
      Pre-Owned
      $23.08
      Was: $32.9730% off
      or Best Offer
      +$9.99 delivery
      Free returns
      Extra 20% 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
    • Boys Polo Ralph Lauren Straight Fit Twill Khaki Shorts in Basic Sand Size 16
      Find similar itemsSee all the items on eBay that match this style
      Boys Polo Ralph Lauren Straight Fit Twill Khaki Shorts in Basic Sand Size 16
      Opens in a new window or tab
      Pre-Owned
      $16.95
      or Best Offer
      +$6.00 delivery
      Sponsored
    • EUC Boys Vineyard Vines Striped Seersucker Shorts Sz-14
      EUC Boys Vineyard Vines Striped Seersucker Shorts Sz-14
      Opens in a new window or tab
      Pre-Owned
      $19.99
      Buy It Now
      Free delivery
      Sponsored
    • Vtg Jean Shorts Tommy Hilfiger Boys 16 Denim Jorts 90s Y2K Flag Logo Carpenter
      Vtg Jean Shorts Tommy Hilfiger Boys 16 Denim Jorts 90s Y2K Flag Logo Carpenter
      Opens in a new window or tab
      Pre-Owned
      $15.99
      Was: $19.9920% off
      Buy It Now
      +$6.99 delivery
      Free returns
      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 left8h 18m
      $24.70
      Buy It Now
      +$10.00 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 (1,025) 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
          $29.50
          coachjustyou (2,247) 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 (2,247) 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
          $22.84
          connectedthreads (2,029) 99.8%
        • 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 (2,247) 100%
        • NWT U.S. Polo Assn Sz16 Rolled Button Cuff Chino Khaki Shorts Adj. Waist Unisex
          NWT U.S. Polo Assn Sz16 Rolled Button Cuff Chino Khaki Shorts Adj. Waist Unisex
          Opens in a new window or tab
          $15.00
          light_up_your_life (2,824) 99.9%
    • NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 14 PONY
      NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 14 PONY
      Opens in a new window or tab
      Brand New
      $36.99
      Buy It Now
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      Free returns
      20% off 3+
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    • 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
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    • RALPH LAUREN POLO Shorts Boy's Sz 16 Light Blue Pony Logo Flat Front Cotton
      RALPH LAUREN POLO Shorts Boy's Sz 16 Light Blue Pony Logo Flat Front Cotton
      Opens in a new window or tab
      Pre-Owned
      $9.99
      Buy It Now
      +$5.90 delivery
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    • Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Opens in a new window or tab
      Pre-Owned
      $5.00
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      +$6.55 delivery
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    • POLO RALPH LAUREN Jeans Shorts Youth 16 Sullivan Slim Fit Fray Blue Denim NWT
      POLO RALPH LAUREN Jeans Shorts Youth 16 Sullivan Slim Fit Fray Blue Denim NWT
      Opens in a new window or tab
      Brand New
      $25.00
      or Best Offer
      +$5.84 delivery
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    • Under Armour Chino Shorts Youth Boys 14 Blue Loose Drive Athletic Golf
      Under Armour Chino Shorts Youth Boys 14 Blue Loose Drive Athletic Golf
      Opens in a new window or tab
      Pre-Owned
      $17.79
      Was: $19.7710% off
      or Best Offer
      +$7.45 delivery
      Free returns
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    • Vintage Abercrombie & Fitch Cargo Shorts Youth 16 Red Plaid Heavyweight Y2K 90s
      Vintage Abercrombie & Fitch Cargo Shorts Youth 16 Red Plaid Heavyweight Y2K 90s
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.99 delivery in 2-4 days
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    • Polo Ralph Lauren Shorts 16 27 Coral Sullivan Slim Cutoff Denim Pink
      Polo Ralph Lauren Shorts 16 27 Coral Sullivan Slim Cutoff Denim Pink
      Opens in a new window or tab
      Pre-Owned
      $12.51
      Was: $17.8730% off
      or Best Offer
      +$6.49 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • POLO Ralph Lauren Lot of 2 Boys Shorts Size 16 Madras & Embroidered Chino EUC
      POLO Ralph Lauren Lot of 2 Boys Shorts Size 16 Madras & Embroidered Chino EUC
      Opens in a new window or tab
      Pre-Owned
      $15.00
      0 bids · Time left4d 4h
      $21.00
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      +$7.00 delivery
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    • Polo Ralph Lauren Shorts Boys Tan Flat Front Adjustable 8" Sz 14 Preppy Uniform
      Polo Ralph Lauren Shorts Boys Tan Flat Front Adjustable 8" Sz 14 Preppy Uniform
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      Pre-Owned
      $21.00
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      +$5.09 delivery
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    • Lands End Shorts Boys Size 14 Navy Blue Active School Uniform Bottoms Kids
      Lands End Shorts Boys Size 14 Navy Blue Active School Uniform Bottoms Kids
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      Pre-Owned
      $16.00
      or Best Offer
      +$6.31 delivery
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    • Vineyard Vines Boys Breaker Shorts 29 X 9 Chino Whales Jetty Red Embroidered 16
      Vineyard Vines Boys Breaker Shorts 29 X 9 Chino Whales Jetty Red Embroidered 16
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      Brand New
      $32.99
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      +$7.35 delivery
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    • Polo by Ralph Lauren Boy's Beige Preppy 100% Cotton Shorts Size 16
      Polo by Ralph Lauren Boy's Beige Preppy 100% Cotton Shorts Size 16
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      Pre-Owned
      $9.88
      or Best Offer
      +$5.95 delivery
      Free returns
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    • Polo Ralph Lauren Boys Size 16 Cobalt Blue Classic Elastic Sides Shorts Logo
      Polo Ralph Lauren Boys Size 16 Cobalt Blue Classic Elastic Sides Shorts Logo
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      Pre-Owned
      $16.00
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      Free delivery
      Free returns
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      Top Rated Plus
    • Polo Ralph Lauren Boys Size 16 Denim Chino Shorts Blue Jean NWT
      Polo Ralph Lauren Boys Size 16 Denim Chino Shorts Blue Jean NWT
      Opens in a new window or tab
      Brand New
      $21.24
      Was: $24.9915% off
      Buy It Now
      +$6.85 delivery
      Free returns
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    • janie and jack new with tags cotton linen shorts size 16 fits best as14
      janie and jack new with tags cotton linen shorts size 16 fits best as14
      Opens in a new window or tab
      Brand New
      $19.00
      0 bids · Time left6d 2h
      $24.70
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      +$8.71 delivery
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    • Old Navy Sand Cargo Shorts Boys Size 16 Adjustable Waist NWT
      Old Navy Sand Cargo Shorts Boys Size 16 Adjustable Waist NWT
      Opens in a new window or tab
      Brand New
      $11.00
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      +$6.84 delivery
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    • 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
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      +$5.99 delivery
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    • NEW True Religion Black Jean Shorts Boys 16 Geno Relaxed Slim
      NEW True Religion Black Jean Shorts Boys 16 Geno Relaxed Slim
      Opens in a new window or tab
      Brand New
      $16.97
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      +$5.99 delivery
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    • 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
      $9.00
      0 bids · Time left8h 19m
      $11.70
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      +$6.84 delivery
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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
      +$6.99 delivery
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    • SouthPole Shorts 16 Boys Red White Plaid 12" Inseam Skater Hip Hop
      SouthPole Shorts 16 Boys Red White Plaid 12" Inseam Skater Hip Hop
      Opens in a new window or tab
      Pre-Owned
      $16.97
      or Best Offer
      +$8.97 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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 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
    • 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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    • Gap Kids Flat Front Chino Shorts Boys Size 16 Adjustable Waist Stretch Cotton
      Gap Kids Flat Front Chino Shorts Boys Size 16 Adjustable Waist Stretch Cotton
      Opens in a new window or tab
      Pre-Owned
      $8.94
      or Best Offer
      +$5.99 delivery
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    • 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
      $29.99
      or Best Offer
      +$7.25 delivery
      Last one
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    • Vineyard Vines Boys Light Khaki Breaker Chino Casual Shorts Adjustable Waist 16
      Vineyard Vines Boys Light Khaki Breaker Chino Casual Shorts Adjustable Waist 16
      Opens in a new window or tab
      Pre-Owned
      $17.95
      or Best Offer
      +$5.80 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 left1d 13h
      or Best Offer
      +$4.84 delivery
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    • Mini Boden Boys Classic Chino Shorts Blue Tan Lot of 2 Size 14 Read*
      Mini Boden Boys Classic Chino Shorts Blue Tan Lot of 2 Size 14 Read*
      Opens in a new window or tab
      Pre-Owned
      $26.00
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      +$10.00 delivery
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    • 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
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    • Vineyard Vines Boy's Khaki Embroidered Whale Shorts Size 16 – Preppy Chino Style
      Vineyard Vines Boy's Khaki Embroidered Whale Shorts Size 16 – Preppy Chino Style
      Opens in a new window or tab
      New (Other)
      $7.50
      or Best Offer
      +$8.71 delivery
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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
      Buy It Now
      +$9.45 delivery
      Free returns
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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
      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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    • Vineyard Vines Shorts Boys size 16 Seer Sucker Stripe Chino Preppy Yacht Summer
      Vineyard Vines Shorts Boys size 16 Seer Sucker Stripe Chino Preppy Yacht Summer
      Opens in a new window or tab
      Pre-Owned
      $5.00
      0 bids · Time left3d 4h
      $14.00
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      +$5.65 delivery
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    • Under Armour Golf Shorts Boys Size 14 Chino Inseam Gray Heatgear
      Under Armour Golf Shorts Boys Size 14 Chino Inseam Gray Heatgear
      Opens in a new window or tab
      Pre-Owned
      $9.89
      0 bids · Time left3d 12h
      +$6.55 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
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    • 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 in 2-4 days
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    • Boy’s Size 16 Gap Kids Khaki Short
      Boy’s Size 16 Gap Kids Khaki Short
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.62 delivery
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    • Polo Ralph Lauren Shorts Boys 16 Beige Khaki Cargo 11 Inch Casual Preppy Neutral
      Polo Ralph Lauren Shorts Boys 16 Beige Khaki Cargo 11 Inch Casual Preppy Neutral
      Opens in a new window or tab
      Pre-Owned
      $26.99
      Was: $29.9910% off
      or Best Offer
      +$5.99 delivery
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    • Gap kids boys khaki cargo shorts size 14, new with tags W/ Adjustable Waist.
      Gap kids boys khaki cargo shorts size 14, new with tags W/ Adjustable Waist.
      Opens in a new window or tab
      Brand New
      $14.00
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      +$8.00 delivery
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    • Vineyard Vines Yellowfin Plaid Club Shorts Boys 16 Preppy Beach Coastal Chinos
      Vineyard Vines Yellowfin Plaid Club Shorts Boys 16 Preppy Beach Coastal Chinos
      Opens in a new window or tab
      Pre-Owned
      $13.73
      Was: $22.8840% off
      or Best Offer
      +$7.49 delivery
      Free returns
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    • NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)
      NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)
      Opens in a new window or tab
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      $33.61
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    • Vineyard Vines Boys Light Blue Seersucker Striped Shorts r Size 14 Chino
      Vineyard Vines Boys Light Blue Seersucker Striped Shorts r Size 14 Chino
      Opens in a new window or tab
      Pre-Owned
      $9.99
      0 bids · Time left3h 51m
      +$4.84 delivery
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    • 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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    • 2 Pair - Tony Hawk Cargo / Skater Shorts, Boys Size 16, Gray Solid and Tan Plaid
      2 Pair - Tony Hawk Cargo / Skater Shorts, Boys Size 16, Gray Solid and Tan Plaid
      Opens in a new window or tab
      Pre-Owned
      $15.50
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    • Vintage NOS Boys 16 RALPH LAUREN Shorts Navy Blue $45 POLO 100% Cotton Chinos
      Vintage NOS Boys 16 RALPH LAUREN Shorts Navy Blue $45 POLO 100% Cotton Chinos
      Opens in a new window or tab
      Brand New
      $12.71
      Was: $14.9515% off
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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
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      $14.00
      or Best Offer
      +$12.71 delivery
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    • Urban Pipeline Flat Fron Shorts Size 16 Brick Red Kids New Adjustable Waist
      Urban Pipeline Flat Fron Shorts Size 16 Brick Red Kids New Adjustable Waist
      Opens in a new window or tab
      Brand New
      $20.99
      Was: $29.9930% off
      or Best Offer
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    • Lot of 2 Vineyard Vines Boys Embroidered Whale Breaker Shorts 14 EUC Pink Teal
      Lot of 2 Vineyard Vines Boys Embroidered Whale Breaker Shorts 14 EUC Pink Teal
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      0 bids · Time left6d 12h
      +$3.49 delivery
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    • Vineyard Vines Boy's Size 16 Salmon Pink Shorts Performance Golf Chino Shorts
      Vineyard Vines Boy's Size 16 Salmon Pink Shorts Performance Golf Chino Shorts
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      Old Navy Plain Front Khaki Chino Shorts Preppy 12" Inseam - Size Boy's 16
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