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413 results

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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
      $21.59
      Was: $26.9920% off
      or Best Offer
      +$29.68 delivery
      Sponsored
    • Boys Old Navy Brown Khaki Kratts Brothers Bermuda Shorts. Size X-large 14-16
      Boys Old Navy Brown Khaki Kratts Brothers Bermuda Shorts. Size X-large 14-16
      Opens in a new window or tab
      Pre-Owned
      $10.50
      or Best Offer
      +$4.84 delivery
      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
    • Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2
      Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.95 delivery
      Sponsored
    • Vineyard Vines Boys Fine Line Seersucker Breaker Shorts size 18 blue and white
      Find similar itemsSee all the items on eBay that match this style
      Vineyard Vines Boys Fine Line Seersucker Breaker Shorts size 18 blue and white
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$7.00 delivery
      Sponsored
    • Polo Ralph Lauren Twill Shorts Boys 6 Straight Fit Sand Khaki Preppy Classic
      Polo Ralph Lauren Twill Shorts Boys 6 Straight Fit Sand Khaki Preppy Classic
      Opens in a new window or tab
      Brand New
      $19.00
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Nike Youth Sz XL Tan/Gold Golf Flex Performance Chinos Shorts
      Nike Youth Sz XL Tan/Gold Golf Flex Performance Chinos Shorts
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.99 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
    • 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
    • Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
      Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
      Opens in a new window or tab
      Brand New
      $26.74
      Buy It Now
      Free delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      $23.00
      Buy It Now
      +$4.71 delivery
      Free returns
      Sponsored
    • Carhartt Boys’ Elastic Waist Lightweight Shorts Size Large 14/16 NWT
      Carhartt Boys’ Elastic Waist Lightweight Shorts Size Large 14/16 NWT
      Opens in a new window or tab
      Brand New
      $17.99
      Buy It Now
      Free delivery
      Sponsored
    • Polo Ralph Lauren | Boy 20 | White Classic Chino Shorts Blue Embroidered Pony
      Polo Ralph Lauren | Boy 20 | White Classic Chino Shorts Blue Embroidered Pony
      Opens in a new window or tab
      Pre-Owned
      $29.99
      Buy It Now
      +$10.85 delivery
      Sponsored
    • 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
      Sponsored
    • Polo by Ralph Lauren Boys Navy Blue Flat Front Cotton Chino Shorts 6X Preppy
      Polo by Ralph Lauren Boys Navy Blue Flat Front Cotton Chino Shorts 6X Preppy
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.40 delivery
      Sponsored
    • Chaps Bermuda Shorts Boys 18 Blue Plaid
      Chaps Bermuda Shorts Boys 18 Blue Plaid
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWT
      Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWT
      Opens in a new window or tab
      Brand New
      $17.99
      Was: $19.9910% off
      or Best Offer
      +$7.35 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Buy It Now
      +$7.69 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
    • 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
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      Save up to 30% when you buy more
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    • From our popular brands

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        • 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 Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2
          Gap
          Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2
          Opens in a new window or tab
          Pre-Owned
          $15.99
          +$5.95 delivery
        • Nike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27
          Nike
          Nike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27
          Opens in a new window or tab
          Pre-Owned
          $30.79
          +$6.99 delivery
        • Nike Shorts Boys XL Charcoal Gray Woven Elastic Waist Drawstring Cotton Nylon
          Nike
          Nike Shorts Boys XL Charcoal Gray Woven Elastic Waist Drawstring Cotton Nylon
          Opens in a new window or tab
          Pre-Owned
          $15.57
          +$6.84 delivery
        • Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
          Hurley
          Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
          Opens in a new window or tab
          Pre-Owned
          $6.98
          +$6.95 delivery
          Extra 10% off with coupon
        • Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
          Wrangler
          Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
          Opens in a new window or tab
          Brand New
          $13.56
          +$6.25 delivery
    • NEW Crown & Ivy Kids Boys Pink Shorts Size 20 Regular Adjustable Waist NWT
      NEW Crown & Ivy Kids Boys Pink Shorts Size 20 Regular Adjustable Waist NWT
      Opens in a new window or tab
      Brand New
      $16.99
      Buy It Now
      +$8.99 delivery
      Sponsored
    • 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
      Sponsored
    • Polo Ralph Lauren XL (18-20) Board Shorts Green Multicolor Plaid Swim Blue Pony
      Polo Ralph Lauren XL (18-20) Board Shorts Green Multicolor Plaid Swim Blue Pony
      Opens in a new window or tab
      Pre-Owned
      $21.99
      or Best Offer
      +$7.80 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
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      +$5.00 delivery in 2-3 days
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    • Under Armour Shorts Boys Youth XL Blue Plaid Loose Heat Gear Golf Sports 11" NWT
      Under Armour Shorts Boys Youth XL Blue Plaid Loose Heat Gear Golf Sports 11" NWT
      Opens in a new window or tab
      Brand New
      $19.95
      or Best Offer
      +$5.95 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
    • 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
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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
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    • 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
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    • VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton Canvas
      VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton Canvas
      Opens in a new window or tab
      Pre-Owned
      $18.69
      or Best Offer
      +$6.99 delivery
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    • 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
      Top Rated Plus
    • Levis Shorts Boys Extra Large Black Slim Fit Chino Drawstring Stretch Preppy
      Levis Shorts Boys Extra Large Black Slim Fit Chino Drawstring Stretch Preppy
      Opens in a new window or tab
      Pre-Owned
      $26.99
      Was: $29.9910% off
      or Best Offer
      +$9.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Nike Shorts Boys XL Charcoal Gray Woven Elastic Waist Drawstring Cotton Nylon
      Nike Shorts Boys XL Charcoal Gray Woven Elastic Waist Drawstring Cotton Nylon
      Opens in a new window or tab
      Pre-Owned
      $15.57
      Was: $22.2430% off
      or Best Offer
      +$6.84 delivery
      Free returns
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      Top Rated Plus
    • 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
      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
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    • 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
      $21.12
      Was: $24.0012% off
      or Best Offer
      +$5.95 delivery in 2-4 days
      Sponsored
    • NEW Crown & Ivy Kids Boys Navy Blue Shorts Size 18 Regular Adjustable Waist NWT
      NEW Crown & Ivy Kids Boys Navy Blue Shorts Size 18 Regular Adjustable Waist NWT
      Opens in a new window or tab
      Brand New
      $14.25
      Was: $19.0025% off
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      +$5.00 delivery
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    • Ralph Lauren Polo Shorts Boys 20 NEW Patchwork Plaid NWT Kids Chino Teen Child
      Ralph Lauren Polo Shorts Boys 20 NEW Patchwork Plaid NWT Kids Chino Teen Child
      Opens in a new window or tab
      Brand New
      $20.99
      Was: $34.9940% off
      or Best Offer
      +$5.99 delivery
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    • Nike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27
      Nike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27
      Opens in a new window or tab
      Pre-Owned
      $30.79
      Was: $34.9912% off
      or Best Offer
      +$6.99 delivery
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    • True Religion Boys Bermuda Jean Shorts Size 18 Blue Denim Relaxed Distressed
      True Religion Boys Bermuda Jean Shorts Size 18 Blue Denim Relaxed Distressed
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      +$9.99 delivery
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    • Boys Pink Shorts 6 RALPH LAUREN Salmon Cargo Cotton Vintage Pocket POLO
      Boys Pink Shorts 6 RALPH LAUREN Salmon Cargo Cotton Vintage Pocket POLO
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      $17.99
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      +$5.80 delivery
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    • 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
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      Pre-Owned
      $13.00
      or Best Offer
      +$7.00 delivery
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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
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      Pre-Owned
      $19.20
      Was: $24.0020% off
      or Best Offer
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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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    • 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
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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)
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      $33.61
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      +$5.99 delivery
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    • Vineyard Vines Boys Shorts Size 20 Chino Coral Flat Front Cotton Youth
      Vineyard Vines Boys Shorts Size 20 Chino Coral Flat Front Cotton Youth
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      Pre-Owned
      $14.99
      or Best Offer
      +$6.00 delivery
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    • Polo Ralph Lauren Short Boys Size 6 The Sullivan Slim Denim Raw Hem White NWT
      Polo Ralph Lauren Short Boys Size 6 The Sullivan Slim Denim Raw Hem White NWT
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      Brand New
      $39.95
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      +$6.99 delivery
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    • Vineyard Vines Performance Athletic Shorts Boys XL 18 Side Taped Lacrosse FLAW
      Vineyard Vines Performance Athletic Shorts Boys XL 18 Side Taped Lacrosse FLAW
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      Pre-Owned
      $9.99
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      +$6.55 delivery
      Free returns
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    • NEW Crown & Ivy Kids Boys Blue Sky Shorts Size 20 Regular Adjustable Waist NWT
      NEW Crown & Ivy Kids Boys Blue Sky Shorts Size 20 Regular Adjustable Waist NWT
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      $16.99
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    • CARHARTT BOYS ELASTIC WAISTBAND LIGHTWEIGHT SHORTS XL 18–20
      CARHARTT BOYS ELASTIC WAISTBAND LIGHTWEIGHT SHORTS XL 18–20
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    • Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-Button
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      Pre-Owned
      $12.00
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      +$5.62 delivery
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    • Vineyard Vines Shorts Boys 18 Navy Blue Chino Preppy Beach Casual Whale
      Vineyard Vines Shorts Boys 18 Navy Blue Chino Preppy Beach Casual Whale
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      Pre-Owned
      $15.19
      Was: $16.8810% off
      or Best Offer
      +$6.50 delivery
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    • 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
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      Pre-Owned
      $17.09
      Was: $18.9910% off
      or Best Offer
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    • Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUC
      Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUC
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      Pre-Owned
      $8.00
      0 bids · Time left3d 3h
      $16.00
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    • Polo Ralph Lauren Boys Madras Patchwork Plaid Shorts Size 20 Preppy
      Polo Ralph Lauren Boys Madras Patchwork Plaid Shorts Size 20 Preppy
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      Pre-Owned
      $16.98
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      +$4.99 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
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      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-3 days
      Free returns
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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
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      Pre-Owned
      $5.00
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      +$6.55 delivery
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    • Vintage Zero Xposur Shorts Boys XL 18 20 Red Nylon Cargo Surplus Youth Kids
      Vintage Zero Xposur Shorts Boys XL 18 20 Red Nylon Cargo Surplus Youth Kids
      Opens in a new window or tab
      Pre-Owned
      $22.46
      Was: $29.9525% off
      or Best Offer
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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
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      Pre-Owned
      $12.60
      Was: $14.0010% off
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    • Old Skool Boys 18 Plaid Bermuda Shorts Green Cream Blue LOGO Pockets Preppy
      Old Skool Boys 18 Plaid Bermuda Shorts Green Cream Blue LOGO Pockets Preppy
      Opens in a new window or tab
      Pre-Owned
      $6.00
      Was: $10.0040% off
      or Best Offer
      +$5.90 delivery
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    • Nike Dri-Fit Athletic Shorts Boys XL Maroon Red Polyester Youth
      Nike Dri-Fit Athletic Shorts Boys XL Maroon Red Polyester Youth
      Opens in a new window or tab
      Pre-Owned
      $8.00
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