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416 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
    • Polo Ralph Lauren Shorts Youth Boys Size 18 Pink Salmon Chino Preppy Flat
      Polo Ralph Lauren Shorts Youth Boys Size 18 Pink Salmon Chino Preppy Flat
      Opens in a new window or tab
      Pre-Owned
      $9.44
      Was: $18.8850% off
      or Best Offer
      +$7.96 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
    • 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
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      Find similar itemsSee all the items on eBay that match this style
      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
      Free returns
      Save up to 30% when you buy more
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    • Boys POLO Ralph Lauren Size 5 Seersucker Shorts Blue White  Stripe Adj waist
      Boys POLO Ralph Lauren Size 5 Seersucker Shorts Blue White Stripe Adj waist
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.84 delivery
      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
    • Vineyard Vines Stretch Breaker Shorts Boys Sz 18 Coastline Blue NWT 10” Preppy
      Vineyard Vines Stretch Breaker Shorts Boys Sz 18 Coastline Blue NWT 10” Preppy
      Opens in a new window or tab
      Brand New
      $29.99
      Buy It Now
      +$9.25 delivery
      Sponsored
    • NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 18 PONY
      NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 18 PONY
      Opens in a new window or tab
      Brand New
      $36.99
      Buy It Now
      Free delivery
      Free returns
      20% off 3+
      Sponsored
      Top Rated Plus
    • 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
      Buy It Now
      +$6.55 delivery
      Save up to 20% when you buy more
      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
    • 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
      Buy It Now
      +$6.55 delivery
      Sponsored
    • 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
    • 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
    • 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
    • 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
    • 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
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Cat & Jack TCP Carter’s Boys Shorts Lot Sz 6 Striped Jean
      Cat & Jack TCP Carter’s Boys Shorts Lot Sz 6 Striped Jean
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • 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
    • 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
      11 watchers
      Sponsored
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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 Youth Sz XL Tan/Gold Golf Flex Performance Chinos Shorts
          Nike
          Nike Youth Sz XL Tan/Gold Golf Flex Performance Chinos Shorts
          Opens in a new window or tab
          Pre-Owned
          $15.99
          +$5.99 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
        • 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
          $14.36
          +$6.25 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
    • 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 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
    • 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
      +$6.90 delivery
      Sponsored
    • 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
      Sponsored
      Top Rated Plus
    • Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5
      Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5
      Opens in a new window or tab
      Pre-Owned
      $14.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Extra 20% off with coupon
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      Top Rated Plus
    • 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 2-4 days
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    • NEW J.Crew Factory Crewcuts Boys Chino Gramercy Shorts, Barely Blue, Size 5
      NEW J.Crew Factory Crewcuts Boys Chino Gramercy Shorts, Barely Blue, Size 5
      Opens in a new window or tab
      Brand New
      $16.00
      0 bids · Time left1d 22h
      or Best Offer
      +$10.55 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Brand New
      $39.95
      or Best Offer
      +$6.99 delivery
      Sponsored
    • 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
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      +$8.50 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Cotton Ripstop Cargo Shorts Size 18 Shorts Gray 30x11
      Polo Ralph Lauren Boys Cotton Ripstop Cargo Shorts Size 18 Shorts Gray 30x11
      Opens in a new window or tab
      Pre-Owned
      $16.19
      or Best Offer
      +$7.35 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
    • 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
      Sponsored
    • Polo Ralph Lauren Boys Fleece Shorts XL 18/20 Colorblock Blue Green Yellow
      Polo Ralph Lauren Boys Fleece Shorts XL 18/20 Colorblock Blue Green Yellow
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$4.84 delivery
      Sponsored
    • 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
    • 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
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      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Oshkosh B’gosh Garanimals Boys Shorts Mesh Athletic Swim Sz 6 Lot
      Oshkosh B’gosh Garanimals Boys Shorts Mesh Athletic Swim Sz 6 Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$7.35 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
    • 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
      Buy It Now
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      Free returns
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      Top Rated Plus
    • 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
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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
      Free returns
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    • Ralph Lauren Polo Youth XL 18-20 Golf Athleisure Shirt Preppy Sporty Classiccore
      Ralph Lauren Polo Youth XL 18-20 Golf Athleisure Shirt Preppy Sporty Classiccore
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$5.95 delivery
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    • Vineyard Vines Boys Fine Line Seersucker Breaker Shorts size 18 blue and white
      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
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    • Old Navy Active Boys Green Black Athletic Shorts Drawstring XL 14-16 Athleisure
      Old Navy Active Boys Green Black Athletic Shorts Drawstring XL 14-16 Athleisure
      Opens in a new window or tab
      Pre-Owned
      $13.00
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      +$6.95 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 left9d 15h
      $16.00
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      +$5.99 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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    • 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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    • 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
      Brand New
      $33.61
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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
      $23.99
      Was: $29.9920% off
      or Best Offer
      +$7.25 delivery
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    • Old Navy Active Boys Red Black Athletic Shorts Drawstring XL 14-16 Athleisure
      Old Navy Active Boys Red Black Athletic Shorts Drawstring XL 14-16 Athleisure
      Opens in a new window or tab
      Pre-Owned
      $13.00
      or Best Offer
      +$6.95 delivery
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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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      +$5.50 delivery
      Free returns
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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
      $7.79
      Was: $12.9940% off
      or Best Offer
      +$5.95 delivery
      Free returns
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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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      Pre-Owned
      $12.00
      or Best Offer
      +$5.62 delivery
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    • Boys OLD NAVY BLUE Shorts 18 Cotton XXL Drawstring Active Breathe Pockets
      Boys OLD NAVY BLUE Shorts 18 Cotton XXL Drawstring Active Breathe Pockets
      Opens in a new window or tab
      Pre-Owned
      $6.60
      Was: $6.955% off
      or Best Offer
      +$5.80 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
      $24.00
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      +$6.99 delivery
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    • Polo by Ralph Lauren Big Boys shorts Size 18
      Polo by Ralph Lauren Big Boys shorts Size 18
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$4.71 delivery
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    • 2pr Boys Sz 5 Plaid Shorts NICE!
      2pr Boys Sz 5 Plaid Shorts NICE!
      Opens in a new window or tab
      Pre-Owned
      $8.00
      0 bids · Time left17h 5m
      $12.00
      Buy It Now
      +$10.00 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
      Opens in a new window or tab
      Brand New
      $7.99
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      +$5.84 delivery
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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
      Pre-Owned
      $10.00
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      +$5.00 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
      or Best Offer
      +$5.80 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
      $21.60
      Was: $24.0010% off
      or Best Offer
      +$5.95 delivery in 2-4 days
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    • Vineyard Vines Shorts Bottoms Boy's Size 6 Red Chino 100% Cotton Above Knee
      Vineyard Vines Shorts Bottoms Boy's Size 6 Red Chino 100% Cotton Above Knee
      Opens in a new window or tab
      Pre-Owned
      $9.34
      Was: $10.9915% off
      or Best Offer
      +$5.99 delivery
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    • Vineyard Vines Performance Athletic Shorts Boys XL 18 Side Taped Lacrosse FLAW
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