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    • PreppyRemove filter
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    • Tommy Bahama Short Boys Sz Small Hybrid Casual Elastic Waist Pull-On Comfy Beach
      Tommy Bahama Short Boys Sz Small Hybrid Casual Elastic Waist Pull-On Comfy Beach
      Opens in a new window or tab
      Pre-Owned
      $4.39
      Was: $7.3240% off
      or Best Offer
      +$4.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • 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
      $13.75
      Was: $27.5050% off
      or Best Offer
      +$17.49 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 20 Khaki Preppy Casual 11" Inseam Youth *
      Polo Ralph Lauren Shorts Boys 20 Khaki Preppy Casual 11" Inseam Youth *
      Opens in a new window or tab
      Pre-Owned
      $19.71
      Was: $24.9521% off
      or Best Offer
      +$8.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys Size 20 (29x11) Beige Chino Casual Preppy
      Polo Ralph Lauren Shorts Boys Size 20 (29x11) Beige Chino Casual Preppy
      Opens in a new window or tab
      Pre-Owned
      $14.00
      or Best Offer
      +$7.95 delivery
      Sponsored
    • 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
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      Save up to 30% when you buy more
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    • NWT Polo Ralph Lauren Shorts Youth Boys 20 Flat Front Light Blue NEW
      NWT Polo Ralph Lauren Shorts Youth Boys 20 Flat Front Light Blue NEW
      Opens in a new window or tab
      Brand New
      $20.00
      Buy It Now
      +$3.95 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
    • 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
      $7.50
      Was: $15.0050% off
      or Best Offer
      +$4.84 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
      Opens in a new window or tab
      Brand New
      $22.39
      Was: $27.9920% off
      Buy It Now
      +$5.80 delivery
      Free returns
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      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 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
      or Best Offer
      +$7.35 delivery
      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
    • Vineyard Vines | Shorts Pull On Performance White mens- Size Small
      Vineyard Vines | Shorts Pull On Performance White mens- Size Small
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$5.00 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 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
    • Brooks Brothers Boys Kids Madras Print Cotton Shorts Size 20
      Brooks Brothers Boys Kids Madras Print Cotton Shorts Size 20
      Opens in a new window or tab
      Pre-Owned
      $24.42
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Polo Ralph Lauren Boys Size S (8) Fleece Drawstring Shorts Key West Orange NWT
      Polo Ralph Lauren Boys Size S (8) Fleece Drawstring Shorts Key West Orange NWT
      Opens in a new window or tab
      Brand New
      $46.95
      or Best Offer
      Free 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
    • New US Polo Assn Boys Shorts sz S 6-7  Five Pockets Chino Flat Front Casual
      New US Polo Assn Boys Shorts sz S 6-7 Five Pockets Chino Flat Front Casual
      Opens in a new window or tab
      Brand New
      $11.68
      Was: $12.9810% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • AFTCO Blue Boys Active Preppy Outdoor Hunting Hiking Cargo Fishing Shorts Sz 20
      AFTCO Blue Boys Active Preppy Outdoor Hunting Hiking Cargo Fishing Shorts Sz 20
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • From our popular brands

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        • 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"
          Pre-Owned
          $23.00
          +$4.99 delivery
        • 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
          Pre-Owned
          $24.95
          +$6.95 delivery
        • NWT Gap Boys Chambray Shorts Youth Size XXL (14-16) Washwell
          Gap
          NWT Gap Boys Chambray Shorts Youth Size XXL (14-16) Washwell
          Brand New
          $14.99
          +$4.84 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!!
          Brand New
          $14.88
          +$2.00 delivery
    • 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
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      45 sold
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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
      $17.09
      Was: $18.9910% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • 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
      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
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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
    • U.S. Polo Assn. Big Boys Twill Hartford Chino Short Sz 18 Vacation Preppy Church
      U.S. Polo Assn. Big Boys Twill Hartford Chino Short Sz 18 Vacation Preppy Church
      Opens in a new window or tab
      Brand New
      $15.00
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      +$7.00 delivery
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    • Vineyard Vines Unisex Teen's Small (12-14) Sky Blue 6" Stretch 3 Pocket Shorts
      Vineyard Vines Unisex Teen's Small (12-14) Sky Blue 6" Stretch 3 Pocket Shorts
      Opens in a new window or tab
      Pre-Owned
      $24.99
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      +$5.99 delivery
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    • Gap Camouflage Cargo Shorts Green Drawstring Boys Size 2XL (14-16)
      Gap Camouflage Cargo Shorts Green Drawstring Boys Size 2XL (14-16)
      Opens in a new window or tab
      Brand New
      $20.00
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    • 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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    • 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
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      +$7.99 delivery
      Sponsored
    • Polo Ralph Lauren Cargo Shorts Size Boys 20 (29x11) Beige Flat Front Preppy
      Polo Ralph Lauren Cargo Shorts Size Boys 20 (29x11) Beige Flat Front Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.00
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      +$7.95 delivery
      Sponsored
    • 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
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      +$8.99 delivery
      Free returns
      Extra 15% off with coupon
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    • BROOKS BROTHERS Seersucker Stripe & Whale Shorts Kid's Boy's Size 20 100% Cotton
      BROOKS BROTHERS Seersucker Stripe & Whale Shorts Kid's Boy's Size 20 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Was: $24.9920% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • NWT Gap Boys Chambray Shorts Youth Size XXL (14-16) Washwell
      NWT Gap Boys Chambray Shorts Youth Size XXL (14-16) Washwell
      Opens in a new window or tab
      Brand New
      $14.99
      or Best Offer
      +$4.84 delivery
      Free returns
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    • Polo Ralph Lauren Chino Shorts Boys 20 Blue Bermuda Pockets
      Polo Ralph Lauren Chino Shorts Boys 20 Blue Bermuda Pockets
      Opens in a new window or tab
      Brand New
      $19.95
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      Free returns
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      Top Rated Plus
    • Polo Ralph Lauren Boy's The Sullivan Slim Splatter Denim Cut Off Jeans Size 20
      Polo Ralph Lauren Boy's The Sullivan Slim Splatter Denim Cut Off Jeans Size 20
      Opens in a new window or tab
      Brand New
      $24.99
      Was: $49.9950% off
      or Best Offer
      +$8.99 delivery
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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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    • 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
    • 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
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    • Polo Ralph Lauren Cargo Light Khaki Shorts Boy’s 20 - 31 Waist 12 Inseam
      Polo Ralph Lauren Cargo Light Khaki Shorts Boy’s 20 - 31 Waist 12 Inseam
      Opens in a new window or tab
      Pre-Owned
      $18.00
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    • Vineyard Vines Nantucket Red Club Shorts Boys Size 20 30 Inch Waist
      Vineyard Vines Nantucket Red Club Shorts Boys Size 20 30 Inch Waist
      Opens in a new window or tab
      Pre-Owned
      $16.95
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    • Crewcuts Boys Blue Seersucker Shorts Size 8 NEW W TAG Preppy Shorts Size Small
      Crewcuts Boys Blue Seersucker Shorts Size 8 NEW W TAG Preppy Shorts Size Small
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      Brand New
      $36.99
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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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      $14.99
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      +$6.00 delivery
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    • Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda Embroidered
      Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda Embroidered
      Opens in a new window or tab
      Brand New
      $28.74
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      +$9.45 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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    • 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
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      New (Other)
      $13.99
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    • Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 20 Beige Preppy Golf Pony
      Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 20 Beige Preppy Golf Pony
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      Brand New
      $28.50
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      +$9.31 delivery
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    • Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras Preppy
      Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras Preppy
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      Pre-Owned
      $19.99
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      +$6.99 delivery
      Free returns
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    • Old Navy Boy’s Gray Cargo Pants Cotton Drawstring Elastic Waist Size Small 6/7
      Old Navy Boy’s Gray Cargo Pants Cotton Drawstring Elastic Waist Size Small 6/7
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    • 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
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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 -
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      Pre-Owned
      $4.00
      0 bids · Time left1d 6h
      $5.50
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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
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      Pre-Owned
      $18.99
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    • NEW Crown & Ivy Kids Boys Pink Shorts Size 20 Regular Adjustable Waist NWT
      NEW Crown & Ivy Kids Boys Pink Shorts Size 20 Regular Adjustable Waist NWT
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    • Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWT
      Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWT
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      Brand New
      $15.00
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      +$7.35 delivery
      12% off 2+ with coupon
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    • $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!
      $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
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    • Levis Shorts Boys Small Black Slim Fit Chino Drawstring Stretch Preppy
      Levis Shorts Boys Small Black Slim Fit Chino Drawstring Stretch Preppy
      Opens in a new window or tab
      Brand New
      $17.99
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    • Gap & Old Navy Boys’ Two Pairs Blue Shorts 100% Cotton Elastic Waist Size Small
      Gap & Old Navy Boys’ Two Pairs Blue Shorts 100% Cotton Elastic Waist Size Small
      Opens in a new window or tab
      Pre-Owned
      $8.99
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      +$6.50 delivery
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    • LEE Youth Fleece Shorts Boys Pocket Elastic Waist Drawstring S (7-8) L (14-16)
      LEE Youth Fleece Shorts Boys Pocket Elastic Waist Drawstring S (7-8) L (14-16)
      Opens in a new window or tab
      New (Other)
      $14.99
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      +$5.99 delivery
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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
      Buy It Now
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Tommy Hilfiger Cargo Short Youth Size 5 Blue Jean Denim Adjustable Waste Comfort
      Tommy Hilfiger Cargo Short Youth Size 5 Blue Jean Denim Adjustable Waste Comfort
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$14.40 delivery
      Free returns
      Sponsored
    • 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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    • Tommy Bahama boys blue drawstring shorts size Small(5-6)
      Tommy Bahama boys blue drawstring shorts size Small(5-6)
      Opens in a new window or tab
      Pre-Owned
      $11.99
      or Best Offer
      +$6.55 delivery
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    • BODEN Boy's Jersey Baggies Shorts College Navy Blue Teal Cotton Pants Size 11
      BODEN Boy's Jersey Baggies Shorts College Navy Blue Teal Cotton Pants Size 11
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.75 delivery
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    • Nautica Boys'  Flat Front Twill Short Size 20 Adjustable Waist Beige Khaki
      Nautica Boys' Flat Front Twill Short Size 20 Adjustable Waist Beige Khaki
      Opens in a new window or tab
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