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    • PreppyRemove filter
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    • 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
      $26.99
      or Best Offer
      +$29.68 delivery
      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
      $22.00
      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
    • Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Opens in a new window or tab
      Pre-Owned
      $10.99
      or Best Offer
      +$5.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren India Madras Plaid Shorts Boys 14 Preppy Multi Color 9" inseam
      Find similar itemsSee all the items on eBay that match this style
      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
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Boys Olive Green Drawstring Gorpcore Casual Shorts Sz 6
      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 Youth Size 18 Blue Chino Shorts
      POLO Ralph Lauren Youth Size 18 Blue Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$8.71 delivery
      Sponsored
    • 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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      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 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 (1,022) 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
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          coachjustyou (2,245) 100%
        • Old Navy Boys Khaki Shorts Size 6 - Free Shipping
          Old Navy Boys Khaki Shorts Size 6 - Free Shipping
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          topqualitybrands (6,097) 98.9%
        • 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
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          $29.49
          coachjustyou (2,245) 100%
    • 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
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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
      Opens in a new window or tab
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      $10.00
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      +$5.00 delivery
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    • TCP Carter’s Boys Shorts Lot Sz 6 Camo Khaki
      TCP Carter’s Boys Shorts Lot Sz 6 Camo Khaki
      Opens in a new window or tab
      Pre-Owned
      $20.00
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      +$7.35 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
      $10.39
      Was: $12.9920% off
      or Best Offer
      +$5.95 delivery
      Free returns
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    • 2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
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    • 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
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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
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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
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      $22.00
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      +$6.99 delivery
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    • 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
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      $13.85
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    • 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
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    • 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
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    • Polo Ralph Lauren Shorts Chino Boys Youth Size 14 Red Casual Preppy
      Polo Ralph Lauren Shorts Chino Boys Youth Size 14 Red Casual Preppy
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    • Polo Ralph Lauren Lot Of 2 Pairs Cotton Chino Shorts Kids Size 14
      Polo Ralph Lauren Lot Of 2 Pairs Cotton Chino Shorts Kids Size 14
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      $10.00
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      +$10.00 delivery
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    • Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-Button
      Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-Button
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      $12.00
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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
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      $7.99
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      +$6.75 delivery in 2-4 days
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    • Boys BLUE Shorts 18 Cotton OLD NAVY XXL Drawstring Active Breathe Pockets
      Boys BLUE Shorts 18 Cotton OLD NAVY XXL Drawstring Active Breathe Pockets
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      +$5.80 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
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    • 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
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      0 bids · Time left1h 43m
      $24.70
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      +$10.00 delivery
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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
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      $13.50
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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!
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      +$8.84 delivery
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    • Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
      Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
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      $22.45
      Was: $24.9510% off
      or Best Offer
      +$6.75 delivery
      Free returns
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    • Boys Tony Hawk Shorts Green Plaid Size 18 Skater Preppy
      Boys Tony Hawk Shorts Green Plaid Size 18 Skater Preppy
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    • Vineyard Vines by Shep & Ian Pineapple Print Casual Shorts Boys Size 14
      Vineyard Vines by Shep & Ian Pineapple Print Casual Shorts Boys Size 14
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      $29.00
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      +$6.99 delivery
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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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    • 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
      $13.99
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      +$7.01 delivery
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    • jcrew crewcuts boys size 14 seer sucker chino style shorts
      jcrew crewcuts boys size 14 seer sucker chino style shorts
      Opens in a new window or tab
      Pre-Owned
      $9.99
      0 bids · Time left1h 42m
      $12.99
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      +$8.71 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 11h
      or Best Offer
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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
      Brand New
      $19.95
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      +$4.84 delivery
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    • Boy Scouts of America Shorts Youth Boys Sz 18 Green Cargo Pocket Outdoor Preppy
      Boy Scouts of America Shorts Youth Boys Sz 18 Green Cargo Pocket Outdoor Preppy
      Opens in a new window or tab
      Pre-Owned
      $18.85
      or Best Offer
      +$7.98 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
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      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 in 2-4 days
      Free returns
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      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
      $22.00
      or Best Offer
      +$6.99 delivery
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    • Vineyard Vines Performance Shorts Boys Gray Size 14
      Vineyard Vines Performance Shorts Boys Gray Size 14
      Opens in a new window or tab
      Pre-Owned
      $22.00
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      +$5.49 delivery
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    • 2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
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      Top Rated Plus
    • 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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    • Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
      Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
      Opens in a new window or tab
      Pre-Owned
      $12.60
      Was: $14.0010% off
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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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    • Hanna Andersson Boys French Terry Shorts Size 5 (110) Cotton Gray White Stripe
      Hanna Andersson Boys French Terry Shorts Size 5 (110) Cotton Gray White Stripe
      Opens in a new window or tab
      Pre-Owned
      $15.99
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    • Polo Ralph Lauren Boy Shorts Size 18 Pepster Color Block Oxford Preppy Academia
      Polo Ralph Lauren Boy Shorts Size 18 Pepster Color Block Oxford Preppy Academia
      Opens in a new window or tab
      Brand New
      $41.99
      Was: $59.9930% off
      or Best Offer
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    • Vineyard Vines Boy’s Performance Breaker Hybrid Shorts Dusty Pink Size 18 12”
      Vineyard Vines Boy’s Performance Breaker Hybrid Shorts Dusty Pink Size 18 12”
      Opens in a new window or tab
      Pre-Owned
      $16.00
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      +$3.99 delivery
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    • Under Armour Youth Boys 18 Golf Shorts Loose Fit Sharp Gray Comfort Stretch
      Under Armour Youth Boys 18 Golf Shorts Loose Fit Sharp Gray Comfort Stretch
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$6.55 delivery
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    • Lucky Brand Beige Cargo Shorts Size 18 30" Waist 10" Inseam Preppy Rugged
      Lucky Brand Beige Cargo Shorts Size 18 30" Waist 10" Inseam Preppy Rugged
      Opens in a new window or tab
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      $8.88
      or Best Offer
      +$6.99 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
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$5.25 delivery
      Free returns
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    • New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      Opens in a new window or tab
      Brand New
      $24.44
      or Best Offer
      +$5.54 delivery
      Free returns
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    • Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
      Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
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    • ABERCROMBIE KIDS Green Linen Blend SHORTS Boy’s Size 17/18 Drawstring & Pockets
      ABERCROMBIE KIDS Green Linen Blend SHORTS Boy’s Size 17/18 Drawstring & Pockets
      Opens in a new window or tab
      Pre-Owned
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      +$5.50 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 Old Navy Boys Sz 18 Shorts Khaki Camo Cargo Chino Lot Of 3
      Polo Ralph Lauren Old Navy Boys Sz 18 Shorts Khaki Camo Cargo Chino Lot Of 3
      Opens in a new window or tab
      Pre-Owned
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    • Polo Ralph Lauren Shorts Boys 6 Multicolor Plaid Chino Preppy
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      Pre-Owned
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    • Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWT
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      Was: $29.9920% off
      or Best Offer
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    • Polo Ralph Lauren Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14
      Polo Ralph Lauren Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14
      Opens in a new window or tab
      Brand New
      $30.79
      or Best Offer
      +$5.99 delivery
      Free returns
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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
      Opens in a new window or tab
      Pre-Owned
      $9.99
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      +$6.55 delivery
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    • Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
      Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
      Opens in a new window or tab
      Brand New
      $15.95
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      +$6.25 delivery
      Free returns
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    • Polo Ralph Lauren Boy’s Size 14 Prepster Blue Denim Jean Shorts Drawstring Pony
      Polo Ralph Lauren Boy’s Size 14 Prepster Blue Denim Jean Shorts Drawstring Pony
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      $29.95
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      +$5.80 delivery
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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
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      +$4.71 delivery
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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 left2h 20m
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