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226 results

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    • PreppyRemove filter
    • Size: 5Remove 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
    • 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
    • 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
    • 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
    • Polo Ralph Lauren Boys Fleece Shorts XL 18/20 Colorblock Blue Green Yellow
      Find similar itemsSee all the items on eBay that match this style
      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
    • 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 left6d 16h
      or Best Offer
      +$10.55 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
    • 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
      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
    • 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
    • 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 left8h 20m
      $4.00
      Buy It Now
      +$4.84 delivery
      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
    • 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
    • Tommy Hilfiger Shorts Mens XL 20 Blue All Over Print Drawstring Bermuda
      Tommy Hilfiger Shorts Mens XL 20 Blue All Over Print Drawstring Bermuda
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Extra 10% off with coupon
      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
    • 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
    • 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
    • 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
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • From our popular brands

      Based on number of views and purchases | Sponsored
        • 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
        • 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
        • Lot Of 2 Gap Kids Boys Pull On Elastic Waist w/ Pockets Twill XL (14/16) Green
          Gap
          Lot Of 2 Gap Kids Boys Pull On Elastic Waist w/ Pockets Twill XL (14/16) Green
          Opens in a new window or tab
          Brand New
          $20.09
          +$5.80 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
        • ADIDAS Golf Shorts Boy’s Size XL (15-16Y) Navy Blue NEW Active Uniform Sporty
          adidas
          ADIDAS Golf Shorts Boy’s Size XL (15-16Y) Navy Blue NEW Active Uniform Sporty
          Opens in a new window or tab
          Brand New
          $20.00
          +$5.49 delivery
          Extra 15% off with coupon
    • 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
    • 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
    • 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
    • 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
      Buy It Now
      Free delivery
      Free returns
      Save up to 30% when you buy more
      Sponsored
    • 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
      or Best Offer
      +$5.84 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
      $12.76
      Was: $15.9520% off
      or Best Offer
      +$6.99 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
    • 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
    • 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
      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
    • VTG Polo Ralph Lauren Shorts Youth Boys 20 XL Green Cargos Utility Pockets 13494
      VTG Polo Ralph Lauren Shorts Youth Boys 20 XL Green Cargos Utility Pockets 13494
      Opens in a new window or tab
      Pre-Owned
      $17.46
      Was: $24.9530% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • 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
      Sponsored
      Top Rated Plus
    • 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 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
      Sponsored
      Top Rated Plus
    • 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 left6d
      $5.50
      Buy It Now
      +$3.99 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
    • Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony Golf
      Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony Golf
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$6.00 delivery
      Extra 15% off with coupon
      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
    • 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
    • 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
      or Best Offer
      +$5.54 delivery
      Free returns
      Extra 40% off with coupon
      Sponsored
      Top Rated Plus
    • 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
      or Best Offer
      +$5.00 delivery
      Sponsored
    • Vineyard Vines Performance Athletic Shorts Boys XL 18 Side Taped Lacrosse FLAW
      Vineyard Vines Performance Athletic Shorts Boys XL 18 Side Taped Lacrosse FLAW
      Opens in a new window or tab
      Pre-Owned
      $9.99
      Buy It Now
      +$6.55 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • Polo Ralph Lauren Shorts Boys Youth XL 18-20 Blue 2012 Olympics Sweatshorts Logo
      Polo Ralph Lauren Shorts Boys Youth XL 18-20 Blue 2012 Olympics Sweatshorts Logo
      Opens in a new window or tab
      Pre-Owned
      $13.49
      Was: $14.9910% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      or Best Offer
      +$6.99 delivery
      Sponsored
    • 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
    • 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
    • Under Armour Shorts Boys XL Beige Flat Front Golf Chino Loose Fit Preppy Casual
      Under Armour Shorts Boys XL Beige Flat Front Golf Chino Loose Fit Preppy Casual
      Opens in a new window or tab
      Pre-Owned
      $19.96
      or Best Offer
      +$6.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Nike Shorts Youth Size S 4 6 Mesh Red White Trim Retro Vintage Y2K 2000s Preppy
      Nike Shorts Youth Size S 4 6 Mesh Red White Trim Retro Vintage Y2K 2000s Preppy
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$8.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
    • Nike Shorts Boys XL Golf Flex Performance Chinos Long Casual Youth Stretch Prep
      Nike Shorts Boys XL Golf Flex Performance Chinos Long Casual Youth Stretch Prep
      Opens in a new window or tab
      Pre-Owned
      $23.99
      Buy It Now
      +$6.89 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Sponsored
      Top Rated Plus
    • 2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Columbia Shorts Boys XL Gray Cargo Hiking Terminal Tackle Outdoor Camp
      Columbia Shorts Boys XL Gray Cargo Hiking Terminal Tackle Outdoor Camp
      Opens in a new window or tab
      Brand New
      $24.99
      or Best Offer
      +$7.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      Opens in a new window or tab
      Brand New
      $28.00
      Buy It Now
      +$6.99 delivery
      Sponsored
    • Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Opens in a new window or tab
      Pre-Owned
      $16.79
      or Best Offer
      +$7.95 delivery
      Sponsored
    • 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
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