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293 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
    • 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
    • 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
    • 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
    • O'Neill Hybrid Boy's Gray and Black Checkered Shorts - Size 26 -
      Find similar itemsSee all the items on eBay that match this style
      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 left23m
      $5.50
      Buy It Now
      +$3.99 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
    • 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
    • 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
    • Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double Knit
      Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double Knit
      Opens in a new window or tab
      Pre-Owned
      $28.99
      Buy It Now
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Opens in a new window or tab
      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
    • 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
      Free delivery in 2-4 days
      Free returns
      Save up to 30% when you buy more
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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
    • 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 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 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
    • 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
    • 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
    • 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 left1d 7h
      $4.00
      Buy It Now
      +$4.84 delivery
      Sponsored
    • From our popular brands

      Based on number of views and purchases | Sponsored
        • 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
        • 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
        • 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
        • $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!
          Gap
          $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!
          Opens in a new window or tab
          Brand New
          $14.88
          +$2.00 delivery
    • 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
      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
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    • 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
    • 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
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    • 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
    • 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
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    • 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
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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 left6d 10h
      $12.00
      Buy It Now
      +$10.00 delivery
      Sponsored
    • 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
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    • 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
    • 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
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      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
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      +$5.00 delivery
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    • 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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    • 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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    • 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
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      +$7.35 delivery
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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
      Sponsored
    • NWT Chubbies Boys  XS Stretch Short Khakinators Tan Khakis Uniform Preppy
      NWT Chubbies Boys XS Stretch Short Khakinators Tan Khakis Uniform Preppy
      Opens in a new window or tab
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      $30.00
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    • 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
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    • Vineyard Vines Chino Shorts Boy’s Sz. 18 Red Cotton Spandex YGI R5-136
      Vineyard Vines Chino Shorts Boy’s Sz. 18 Red Cotton Spandex YGI R5-136
      Opens in a new window or tab
      Pre-Owned
      $27.99
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      +$6.99 delivery
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    • 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
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      $19.00
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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
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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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    • 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
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      +$4.99 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
      $18.99
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    • 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
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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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    • 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
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      +$7.35 delivery
      Free returns
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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
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      Pre-Owned
      $13.99
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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
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      Pre-Owned
      $7.99
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      +$6.75 delivery in 2-3 days
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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)
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      Brand New
      $24.44
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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
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      Pre-Owned
      $14.73
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    • Plaid Shorts 4-5 Boys Gap Golf Pleated Check Colorful Purple Green 90s Size XS
      Plaid Shorts 4-5 Boys Gap Golf Pleated Check Colorful Purple Green 90s Size XS
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      Pre-Owned
      $7.03
      0 bids · Time left9h 2m
      $9.99
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      +$5.80 delivery
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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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    • 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
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      Pre-Owned
      $22.00
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      +$8.71 delivery
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    • Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat Front
      Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat Front
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      Pre-Owned
      $14.58
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      +$6.50 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
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    • Lot Of 2 Oshkosh & Sonoma Shorts  Size 5 ~ 100 % Cotton
      Lot Of 2 Oshkosh & Sonoma Shorts Size 5 ~ 100 % Cotton
      Opens in a new window or tab
      Pre-Owned
      $14.00
      Buy It Now
      Free delivery
      Sponsored
    • 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
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Opens in a new window or tab
      Pre-Owned
      $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
      The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      Opens in a new window or tab
      Pre-Owned
      $14.39
      Was: $15.9910% off
      or Best Offer
      +$6.99 delivery
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    • 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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    • Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
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