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316 results

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    • PreppyRemove filter
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    • Properly Tied Mallard Short Preppy Southern Fish Printed Outdoor Green Boys 5
      Properly Tied Mallard Short Preppy Southern Fish Printed Outdoor Green Boys 5
      Opens in a new window or tab
      Pre-Owned
      $24.98
      or Best Offer
      +$8.84 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
    • 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
    • Crewcuts kid boys' size 6 Stanton tech solid Red shorts
      Crewcuts kid boys' size 6 Stanton tech solid Red shorts
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$12.71 delivery
      Sponsored
    • Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
      Find similar itemsSee all the items on eBay that match this style
      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
    • 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
    • Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEW
      Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEW
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      Brand New
      $19.59
      Was: $27.9930% off
      Buy It Now
      +$5.80 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
      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
      Free 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
    • 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
      10 watchers
      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
    • 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
    • Vineyard Vines Nantucket Red Club Shorts Boys Size 20
      Vineyard Vines Nantucket Red Club Shorts Boys Size 20
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Buy It Now
      +$6.84 delivery
      Free returns
      Sponsored
    • Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XL
      Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XL
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.99 delivery
      Sponsored
    • 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
      Buy It Now
      +$5.00 delivery
      Sponsored
    • 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
    • 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
      Sponsored
    • 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
      Opens in a new window or tab
      Pre-Owned
      $13.00
      or Best Offer
      +$7.00 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • From our popular brands

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        • Jordan Shorts Boys Size 2XL Blue White Jumpman Active Athletic Gym Kids
          Jordan
          Jordan Shorts Boys Size 2XL Blue White Jumpman Active Athletic Gym Kids
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          Pre-Owned
          $24.95
          +$6.95 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
        • Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
          adidas
          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
          +$4.52 delivery
        • NWT Gap Boys Chambray Shorts Youth Size XXL (14-16) Washwell
          Gap
          NWT Gap Boys Chambray Shorts Youth Size XXL (14-16) Washwell
          Opens in a new window or tab
          Brand New
          $14.99
          +$4.84 delivery
        • Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
          Gap
          Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
          Opens in a new window or tab
          Brand New
          $11.88
          +$7.35 delivery
          Save up to 15% when you buy more
    • Calvin Klein Jeans Cargo Shorts Casual Everyday Black Kids Size 6
      Calvin Klein Jeans Cargo Shorts Casual Everyday Black Kids Size 6
      Opens in a new window or tab
      Pre-Owned
      $7.24
      or Best Offer
      +$8.10 delivery
      from Canada
      Sponsored
    • 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
      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 Boys Madras Patchwork Plaid Shorts Size 20 Preppy
      Polo Ralph Lauren Boys Madras Patchwork Plaid Shorts Size 20 Preppy
      Opens in a new window or tab
      Pre-Owned
      $16.13
      Was: $16.985% off
      or Best Offer
      +$4.99 delivery
      Free returns
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      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
      $15.29
      Was: $17.9915% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • 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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      +$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
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      +$4.84 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
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      +$6.99 delivery
      Sponsored
    • E-Land Red White Blue Kids Boys Plaid Shorts 100% Cotton Elastic Waist Size 6
      E-Land Red White Blue Kids Boys Plaid Shorts 100% Cotton Elastic Waist Size 6
      Opens in a new window or tab
      Pre-Owned
      $14.00
      or Best Offer
      Free delivery
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    • Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 20
      Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 20
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Buy It Now
      +$6.84 delivery
      Free returns
      Sponsored
    • Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable Waist
      Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $11.22
      Was: $14.9625% off
      or Best Offer
      +$8.99 delivery in 2-4 days
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Lands' End - Youth Boys Small (6-7) Navy Pocket Shorts Waist 20" Inseam 6"
      Lands' End - Youth Boys Small (6-7) Navy Pocket Shorts Waist 20" Inseam 6"
      Opens in a new window or tab
      Pre-Owned
      $11.55
      or Best Offer
      +$5.00 delivery
      Sponsored
    • 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
      $30.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Vineyard Vines Boys Shorts Size 20 Chino Coral Flat Front Cotton Youth
      Vineyard Vines Boys Shorts Size 20 Chino Coral Flat Front Cotton Youth
      Opens in a new window or tab
      Pre-Owned
      $14.99
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      +$6.00 delivery
      Sponsored
    • 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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    • 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
      Opens in a new window or tab
      Pre-Owned
      $18.99
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      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$10.00 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
    • New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      Opens in a new window or tab
      New (Other)
      $19.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Extra 40% off with coupon
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    • Class Club Modern Fit Striped Chino Shorts Boys 20 Blue White Adjustable Waist
      Class Club Modern Fit Striped Chino Shorts Boys 20 Blue White Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$9.45 delivery
      Sponsored
    • Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat Front
      Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat Front
      Opens in a new window or tab
      Pre-Owned
      $10.21
      Was: $14.5830% off
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      +$6.50 delivery
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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
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      +$8.35 delivery in 2-4 days
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    • 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
    • 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
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      +$6.75 delivery in 2-4 days
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    • Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra Bermuda
      Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra Bermuda
      Opens in a new window or tab
      Pre-Owned
      $13.99
      or Best Offer
      +$7.00 delivery
      Free returns
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    • Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam Preppy
      Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.77
      or Best Offer
      +$7.35 delivery
      Free returns
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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
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      +$6.75 delivery in 2-4 days
      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
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      +$5.54 delivery
      Free returns
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    • Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat Front
      Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat Front
      Opens in a new window or tab
      Pre-Owned
      $10.31
      Was: $14.7330% off
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      +$6.50 delivery
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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
      Opens in a new window or tab
      Brand New
      $29.99
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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
      Opens in a new window or tab
      Pre-Owned
      $13.85
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      +$6.98 delivery
      Extra 5% off with coupon
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    • Polo Ralph Lauren Shorts Boys 20 Navy Blue Chino Pockets Stretch Preppy School
      Polo Ralph Lauren Shorts Boys 20 Navy Blue Chino Pockets Stretch Preppy School
      Opens in a new window or tab
      Brand New
      $25.88
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      +$6.99 delivery
      Free returns
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    • Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
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      Brand New
      $17.00
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    • Children’s Place Boys Chino Pants With Belt Size 6 . NWT
      Children’s Place Boys Chino Pants With Belt Size 6 . NWT
      Opens in a new window or tab
      Brand New
      $11.00
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      +$5.21 delivery
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    • Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue Belt
      Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue Belt
      Opens in a new window or tab
      Pre-Owned
      $22.00
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      +$8.71 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
      or Best Offer
      +$4.71 delivery
      Free returns
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    • 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
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    • James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      Opens in a new window or tab
      Pre-Owned
      $12.80
      Was: $16.0020% off
      or Best Offer
      +$4.33 delivery
      Sponsored
    • 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 left6d 5h
      $12.00
      Buy It Now
      +$10.00 delivery
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    • Lot Of 2 Oshkosh & Sonoma Shorts  Size 5 ~ 100 % Cotton
      Lot Of 2 Oshkosh & Sonoma Shorts Size 5 ~ 100 % Cotton
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      Pre-Owned
      $14.00
      Buy It Now
      Free delivery
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    • 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
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      Brand New
      $17.99
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      +$5.25 delivery
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    • Polo Ralph Lauren Shorts Youth Boys Navy Blue Chino Shorts Size 20 Golf Preppy
      Polo Ralph Lauren Shorts Youth Boys Navy Blue Chino Shorts Size 20 Golf Preppy
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      $12.50
      or Best Offer
      +$7.79 delivery
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    • The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
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