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310 results

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    • PreppyRemove filter
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    • Properly Tied Youth Small 8 Boys Shorts Grey Elastic Waist Preppy
      Properly Tied Youth Small 8 Boys Shorts Grey Elastic Waist Preppy
      Opens in a new window or tab
      Brand New
      $20.26
      or Best Offer
      +$8.71 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
    • Lot Of Boys Old Navy Chino Khaki Active Wear Shorts Sz Small 6/7 Tan Brown Gray
      Lot Of Boys Old Navy Chino Khaki Active Wear Shorts Sz Small 6/7 Tan Brown Gray
      Opens in a new window or tab
      Pre-Owned
      $16.50
      Was: $27.5040% off
      or Best Offer
      +$17.49 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
      $18.88
      or Best Offer
      +$7.96 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
    • Lot of 9 Boy's Youth Small 7 8 Athletic Shorts Adidas New Balance Nike Reebok
      Lot of 9 Boy's Youth Small 7 8 Athletic Shorts Adidas New Balance Nike Reebok
      Opens in a new window or tab
      Pre-Owned
      $50.00
      or Best Offer
      +$15.71 delivery
      Sponsored
    • 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
    • Castaway Navy Blue Khaki Patterned Shorts Size 6
      Castaway Navy Blue Khaki Patterned Shorts Size 6
      Opens in a new window or tab
      Pre-Owned
      $25.99
      or Best Offer
      +$4.84 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
    • 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
    • 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
      Free delivery in 2-4 days
      Free returns
      Save up to 30% when you buy more
      Sponsored
    • 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 left2d 12h
      $16.00
      Buy It Now
      +$5.99 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
    • 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
      Sponsored
      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
      Sponsored
    • 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
    • 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
    • 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
      Sponsored
    • Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
      Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
      Opens in a new window or tab
      Pre-Owned
      $23.00
      or Best Offer
      +$4.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • From our popular brands

      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
        • Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts Small
          Nike
          Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts Small
          Opens in a new window or tab
          Pre-Owned
          $14.95
          +$8.84 delivery
        • Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
          Nike
          Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
          Opens in a new window or tab
          Pre-Owned
          $23.00
          +$4.99 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
        • Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
          Gap
          Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
          Opens in a new window or tab
          Brand New
          $28.60
          Free delivery
    • Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
      Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
      Opens in a new window or tab
      Brand New
      $28.60
      Buy It Now
      Free delivery
      Sponsored
    • Boys Wonder Nation Gray Tough Core Drawstring Shorts Size S(6-7) School Approved
      Boys Wonder Nation Gray Tough Core Drawstring Shorts Size S(6-7) School Approved
      Opens in a new window or tab
      Brand New
      $8.50
      Buy It Now
      Free delivery
      45 sold
      Sponsored
    • 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
      $12.99
      or Best Offer
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active Shorts
      Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active Shorts
      Opens in a new window or tab
      Brand New
      $24.99
      Buy It Now
      Free delivery
      Free returns
      Save up to 30% when you buy more
      Sponsored
    • 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
      Sponsored
    • 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
      Last one
      Sponsored
    • Vineyard Vines Shorts Size S Kids
      Vineyard Vines Shorts Size S Kids
      Opens in a new window or tab
      Pre-Owned
      $1.99
      0 bids · Time left5d 11h
      $4.00
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Chino Shorts Boys 20 Small Pony Elastic Drawstring Waist
      Polo Ralph Lauren Chino Shorts Boys 20 Small Pony Elastic Drawstring Waist
      Opens in a new window or tab
      Pre-Owned
      $15.95
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Vintage Abercrombie & Fitch Shorts Boys Small Green Cargo Surplus Youth Kids
      Vintage Abercrombie & Fitch Shorts Boys Small Green Cargo Surplus Youth Kids
      Opens in a new window or tab
      Pre-Owned
      $7.59
      Was: $18.9860% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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 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
    • 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
    • Boys Pink Shorts 6 RALPH LAUREN Salmon Cargo Cotton Vintage Pocket POLO
      Boys Pink Shorts 6 RALPH LAUREN Salmon Cargo Cotton Vintage Pocket POLO
      Opens in a new window or tab
      Pre-Owned
      $17.09
      Was: $17.995% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • 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
      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
    • 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
    • LEE Youth Fleece Shorts Boy Pockets Drawstring Camo S (7-8) L (14-16) NEW Cotton
      LEE Youth Fleece Shorts Boy Pockets Drawstring Camo S (7-8) L (14-16) NEW Cotton
      Opens in a new window or tab
      New (Other)
      $13.99
      Buy It Now
      +$6.99 delivery
      Save up to 20% when you buy more
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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
      or Best Offer
      +$5.99 delivery
      Sponsored
    • 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
      Sponsored
    • 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
      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
      Buy It Now
      +$5.00 delivery
      Sponsored
    • Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy Golf
      Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy Golf
      Opens in a new window or tab
      Brand New
      $13.50
      Was: $16.8720% off
      or Best Offer
      +$6.49 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.62 delivery
      Sponsored
    • 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
      Sponsored
    • Chubbies Shorts Youth Blue Black Small 6" Inseam Preppy Prep Casual Athleisure
      Chubbies Shorts Youth Blue Black Small 6" Inseam Preppy Prep Casual Athleisure
      Opens in a new window or tab
      Pre-Owned
      $19.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • 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
      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
    • NWT POLO RALPH LAUREN Sullivan Slim Fit Stretch Blue Denim Jean Shorts Boys 18
      NWT POLO RALPH LAUREN Sullivan Slim Fit Stretch Blue Denim Jean Shorts Boys 18
      Opens in a new window or tab
      Brand New
      $26.10
      or Best Offer
      +$6.95 delivery
      Sponsored
    • Crewcuts Shorts Boy’s Size 2 Cotton Adjustable Waist Preppy - Easter - Purple
      Crewcuts Shorts Boy’s Size 2 Cotton Adjustable Waist Preppy - Easter - Purple
      Opens in a new window or tab
      Pre-Owned
      $11.00
      Buy It Now
      Free delivery
      Free returns
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      Top Rated Plus
    • 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
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    • O'Neill Hybrid Boy's Gray and Black Checkered Shorts - Size 26 -
      O'Neill Hybrid Boy's Gray and Black Checkered Shorts - Size 26 -
      Opens in a new window or tab
      Pre-Owned
      $4.00
      0 bids · Time left4d 4h
      $5.50
      Buy It Now
      +$3.99 delivery
      Sponsored
    • Vineyard Vines Shorts Boys 18 Navy Blue Chino Preppy Beach Casual Whale
      Vineyard Vines Shorts Boys 18 Navy Blue Chino Preppy Beach Casual Whale
      Opens in a new window or tab
      Pre-Owned
      $15.19
      Was: $16.8810% off
      or Best Offer
      +$6.50 delivery
      Sponsored
    • Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts Small
      Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts Small
      Opens in a new window or tab
      Pre-Owned
      $14.95
      or Best Offer
      +$8.84 delivery
      Sponsored
    • 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
      $13.56
      Was: $15.9515% off
      Buy It Now
      +$6.25 delivery
      Free returns
      Sponsored
    • Ralph Lauren Polo Classic Minimalist White Chino Bermuda 100% Cotton Shorts 18
      Ralph Lauren Polo Classic Minimalist White Chino Bermuda 100% Cotton Shorts 18
      Opens in a new window or tab
      Pre-Owned
      $28.39
      or Best Offer
      +$5.31 delivery
      Sponsored
    • Nautica Boys Red Shorts -Size 6- Classic Fit Deck Shorts - Flat Front Chino
      Nautica Boys Red Shorts -Size 6- Classic Fit Deck Shorts - Flat Front Chino
      Opens in a new window or tab
      New (Other)
      $9.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Polo Ralph Lauren Boy's Madras Plaid Patchwork Shorts Sz 18 Youth Preppy
      Polo Ralph Lauren Boy's Madras Plaid Patchwork Shorts Sz 18 Youth Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.17 delivery
      Sponsored
    • 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
      Sponsored
    • Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green Preppy
      Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green Preppy
      Opens in a new window or tab
      Pre-Owned
      $7.28
      or Best Offer
      +$5.75 delivery
      Sponsored
    • 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
      $59.99
      or Best Offer
      +$8.19 delivery
      Sponsored
    • Gap Kids Boys Pull On Woven Short Size Small 6/7 Navy Heavy Cotton Spandex Blend
      Gap Kids Boys Pull On Woven Short Size Small 6/7 Navy Heavy Cotton Spandex Blend
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.99 delivery
      Sponsored
    • NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable Waist
      NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable Waist
      Opens in a new window or tab
      Brand New
      $17.99
      or Best Offer
      +$5.25 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Pre-Owned
      $13.85
      or Best Offer
      +$6.98 delivery
      Extra 5% off with coupon
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    • Cat & Jack TCP Carter’s Boys Shorts Lot Sz 6 Striped Jean
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