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367 results

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    • PreppyRemove filter
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    • Chubbies Orange The Mericas Flag Shorts Boys Elastic Waist Casual Size Large
      Chubbies Orange The Mericas Flag Shorts Boys Elastic Waist Casual Size Large
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$5.99 delivery in 2-4 days
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist Preppy
      Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist Preppy
      Opens in a new window or tab
      Pre-Owned
      $18.95
      Was: $19.955% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classic
      NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classic
      Opens in a new window or tab
      Brand New
      $26.00
      or Best Offer
      +$3.99 delivery
      Save up to 20% when you buy more
      Sponsored
    • Polo Ralph Lauren Rugby Shirt Colorblock  Striped Pullover Polo L- 16/18 Boys **
      Polo Ralph Lauren Rugby Shirt Colorblock Striped Pullover Polo L- 16/18 Boys **
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.84 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • BROOKS BROTHERS Seersucker Stripe & Whale Shorts Kid's Boy's Size 20 100% Cotton
      Find similar itemsSee all the items on eBay that match this style
      BROOKS BROTHERS Seersucker Stripe & Whale Shorts Kid's Boy's Size 20 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Univibe Boys Khaki Cargo Shorts Sz 8 Small Lot
      Univibe Boys Khaki Cargo Shorts Sz 8 Small Lot
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$9.45 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
      Sponsored
    • Carhartt Boys’ Elastic Waist Lightweight Shorts Size Large 14/16 NWT
      Carhartt Boys’ Elastic Waist Lightweight Shorts Size Large 14/16 NWT
      Opens in a new window or tab
      Brand New
      $17.99
      Buy It Now
      Free delivery
      Sponsored
    • Boy’s Gymboree Size 8 Summer Dress Shorts
      Boy’s Gymboree Size 8 Summer Dress Shorts
      Opens in a new window or tab
      Pre-Owned
      $7.75
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Essentials Fear Of God Boy's 8 Medium Streetwear Drawstring Sweat Shorts
      Essentials Fear Of God Boy's 8 Medium Streetwear Drawstring Sweat Shorts
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.40 delivery
      Sponsored
    • NWT Sonoma Boys Pull On Cargo Shorts Size L Elastic Waist Black Golf Outdoors
      NWT Sonoma Boys Pull On Cargo Shorts Size L Elastic Waist Black Golf Outdoors
      Opens in a new window or tab
      Brand New
      $24.00
      Buy It Now
      +$4.84 delivery
      Sponsored
    • POLO Ralph Lauren Corduroy Colorblock Shorts Boy size 8 Drawstring Preppy
      POLO Ralph Lauren Corduroy Colorblock Shorts Boy size 8 Drawstring Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$4.71 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
    • Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual Preppy
      Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Vineyard Vines Performance Chino Shorts Boys 8 Tan Adjustable Waist
      Vineyard Vines Performance Chino Shorts Boys 8 Tan Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training Preppy
      J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training Preppy
      Opens in a new window or tab
      Pre-Owned
      $20.99
      Buy It Now
      +$5.84 delivery
      Sponsored
    • Polo Ralph Lauren Chino Shorts Boys Size 8 Light Blue W/Belt Cotton Preppy
      Polo Ralph Lauren Chino Shorts Boys Size 8 Light Blue W/Belt Cotton Preppy
      Opens in a new window or tab
      Brand New
      $19.95
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Blue Spa Terry Shorts Boy’s Size L 14-16 Large Drawstring NWOT
      Polo Ralph Lauren Blue Spa Terry Shorts Boy’s Size L 14-16 Large Drawstring NWOT
      Opens in a new window or tab
      New (Other)
      $32.00
      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
    • NWT Polo Ralph Lauren $50 Big Boy's Chino Drawstring Short, Newport Navy, Sz L
      NWT Polo Ralph Lauren $50 Big Boy's Chino Drawstring Short, Newport Navy, Sz L
      Opens in a new window or tab
      Brand New
      $29.99
      Buy It Now
      +$5.85 delivery
      Sponsored
    • From our popular brands

      Based on number of views and purchases | Sponsored
        • Nike Dri-Fit Shorts Boys Size Large Blue & Black Athletic Basketball Shorts
          Nike
          Nike Dri-Fit Shorts Boys Size Large Blue & Black Athletic Basketball Shorts
          Pre-Owned
          $16.49
          +$5.95 delivery
        • Gap Kids Boys Shorts Size 8 Gray Checkered Casual Lightweight Summer Chino
          Gap
          Gap Kids Boys Shorts Size 8 Gray Checkered Casual Lightweight Summer Chino
          Pre-Owned
          $9.09
          +$6.95 delivery
          Extra 10% off with coupon
        • Nike Dri-Fit Athletic Shorts Youth Large Red 100% Polyester YGI L4-54
          Nike
          Nike Dri-Fit Athletic Shorts Youth Large Red 100% Polyester YGI L4-54
          Pre-Owned
          $16.09
          +$6.99 delivery
        • NWOT Gap Kids Boys Stretch Twill Shorts Navy Blue Sz M (8) 98%cotton 2% spandex
          Gap
          NWOT Gap Kids Boys Stretch Twill Shorts Navy Blue Sz M (8) 98%cotton 2% spandex
          New (Other)
          $12.95
          +$6.95 delivery
        • HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOs
          Hurley
          HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOs
          Pre-Owned
          $9.95
          +$5.99 delivery
        • Y2K Adidas Athletic Basketball Shorts Adult Large Blue Faded Pockets
          adidas
          Y2K Adidas Athletic Basketball Shorts Adult Large Blue Faded Pockets
          Pre-Owned
          $14.99
          +$6.25 delivery
          Extra 15% off with coupon
        • Adidas Aeroready Running Shorts Youth Large Blue & White Lightweight Jogging
          adidas
          Adidas Aeroready Running Shorts Youth Large Blue & White Lightweight Jogging
          Pre-Owned
          $14.99
          +$6.25 delivery
          Extra 15% off with coupon
    • 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
    • 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
    • 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
    • Boys Tommy Bahama Shorts Large 10/12 Khaki Navy Tropical Print Pull On
      Boys Tommy Bahama Shorts Large 10/12 Khaki Navy Tropical Print Pull On
      Opens in a new window or tab
      Pre-Owned
      $7.50
      or Best Offer
      +$4.84 delivery in 2-4 days
      Sponsored
    • Vineyard Vines shorts Boys Large 16 pull on golf drawstring stretch camouflage
      Vineyard Vines shorts Boys Large 16 pull on golf drawstring stretch camouflage
      Opens in a new window or tab
      Pre-Owned
      $22.95
      or Best Offer
      +$6.35 delivery
      Free returns
      Sponsored
    • Polo Ralph Lauren Sailboat Terry Lightweight Shorts Boy Size Large 14-16
      Polo Ralph Lauren Sailboat Terry Lightweight Shorts Boy Size Large 14-16
      Opens in a new window or tab
      Brand New
      $25.00
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      Free delivery
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    • Janie And Jack Boys Size 8 Linen Shorts Orange Vacation Resort Wear Beach
      Janie And Jack Boys Size 8 Linen Shorts Orange Vacation Resort Wear Beach
      Opens in a new window or tab
      Pre-Owned
      $14.57
      or Best Offer
      +$4.99 delivery
      Sponsored
    • Polo Ralph Lauren Blue Spa Terry Shorts Boy’s Size L 14-16 Large Drawstring NWT
      Polo Ralph Lauren Blue Spa Terry Shorts Boy’s Size L 14-16 Large Drawstring NWT
      Opens in a new window or tab
      Brand New
      $39.90
      Buy It Now
      +$7.35 delivery
      12 watchers
      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
    • J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts Preppy
      J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $12.79
      Was: $15.9920% off
      or Best Offer
      +$5.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Knit Shorts Big Pony Rainbow Boys Large (14-16) Blue Pull On
      Polo Ralph Lauren Knit Shorts Big Pony Rainbow Boys Large (14-16) Blue Pull On
      Opens in a new window or tab
      Pre-Owned
      $19.95
      or Best Offer
      +$6.84 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic Chino
      Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic Chino
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
    • J. Bailey Boys Seersucker Shorts Blue White Striped Preppy Southern Style Size 8
      J. Bailey Boys Seersucker Shorts Blue White Striped Preppy Southern Style Size 8
      Opens in a new window or tab
      Pre-Owned
      $22.85
      or Best Offer
      +$7.25 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • NWT Nautica Big Boys Heather Gray French Terry Sweat Shorts sz 8  S
      NWT Nautica Big Boys Heather Gray French Terry Sweat Shorts sz 8 S
      Opens in a new window or tab
      Brand New
      $12.00
      Buy It Now
      +$4.99 delivery
      Save up to 10% when you buy more
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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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      +$5.95 delivery
      Free returns
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      Top Rated Plus
    • Class Club Boy's Size 8 Navy Blue Modern Fit Adjustable Waist Shorts Uniform
      Class Club Boy's Size 8 Navy Blue Modern Fit Adjustable Waist Shorts Uniform
      Opens in a new window or tab
      Pre-Owned
      $8.88
      or Best Offer
      +$2.89 delivery
      Sponsored
    • VINTAGE Bloomingdale’s The Next Generation Shorts Youth Large 16-18 Blue 80s
      VINTAGE Bloomingdale’s The Next Generation Shorts Youth Large 16-18 Blue 80s
      Opens in a new window or tab
      Brand New
      $19.38
      Was: $22.8015% off
      or Best Offer
      +$6.55 delivery
      Free returns
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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
      or Best Offer
      +$7.95 delivery
      Sponsored
    • Columbia Shorts Boys Large Blue PFG Fishing Elastic Waist Cargo Pockets 26x7.5"
      Columbia Shorts Boys Large Blue PFG Fishing Elastic Waist Cargo Pockets 26x7.5"
      Opens in a new window or tab
      Pre-Owned
      $10.49
      Was: $14.9930% off
      or Best Offer
      +$5.89 delivery
      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
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    • J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8
      J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8
      Opens in a new window or tab
      Pre-Owned
      $15.44
      or Best Offer
      +$5.54 delivery
      Free returns
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      Top Rated Plus
    • Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
      Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
      Opens in a new window or tab
      Pre-Owned
      $11.49
      or Best Offer
      +$6.55 delivery
      Free returns
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    • Polo Ralph Lauren Shorts Youth Boys Size L (14-16) Gray Sweatshorts Drawstring
      Polo Ralph Lauren Shorts Youth Boys Size L (14-16) Gray Sweatshorts Drawstring
      Opens in a new window or tab
      Pre-Owned
      $13.88
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      +$8.24 delivery
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    • EUC Lot Of 2 Gap Kids Boy's Elastic Waistband Cotton Twill Shorts, Large (10-12)
      EUC Lot Of 2 Gap Kids Boy's Elastic Waistband Cotton Twill Shorts, Large (10-12)
      Opens in a new window or tab
      Pre-Owned
      $22.00
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      +$7.50 delivery
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    • 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
      $8.00
      or Best Offer
      +$7.00 delivery
      Free returns
      Extra 10% off with coupon
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    • Nike Athletic Sportswear 2 Tone Light Blue Neon Yellow Logo Youth Size L 27-28
      Nike Athletic Sportswear 2 Tone Light Blue Neon Yellow Logo Youth Size L 27-28
      Opens in a new window or tab
      Pre-Owned
      $12.50
      or Best Offer
      +$6.40 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Hanna Andersson Jersey Stripey Shorts Size 8
      Hanna Andersson Jersey Stripey Shorts Size 8
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.57 delivery
      Sponsored
    • Under Armour Shorts Boys L Gray Lightweight Cargo Youth Golf Performance
      Under Armour Shorts Boys L Gray Lightweight Cargo Youth Golf Performance
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$8.71 delivery
      Free returns
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      Top Rated Plus
    • 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
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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
      Opens in a new window or tab
      Brand New
      $17.00
      or Best Offer
      +$7.35 delivery
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    • 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
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    • NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) Blue
      NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) Blue
      Opens in a new window or tab
      Brand New
      $14.99
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      +$5.80 delivery
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    • new Carter's Boys Flat Front Shorts khaki beige Size 8 adj waistband School Prep
      new Carter's Boys Flat Front Shorts khaki beige Size 8 adj waistband School Prep
      Opens in a new window or tab
      New (Other)
      $12.45
      Was: $13.9911% off
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      Free 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
      $20.12
      Was: $28.7430% off
      or Best Offer
      +$9.45 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 Boys L 14-16 Sweat Shorts Spell out Stretch French Terry White
      Polo Ralph Lauren Boys L 14-16 Sweat Shorts Spell out Stretch French Terry White
      Opens in a new window or tab
      Pre-Owned
      $21.59
      Buy It Now
      +$6.00 delivery
      Sponsored
    • 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 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
      Buy It Now
      +$6.84 delivery
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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
      Opens in a new window or tab
      Brand New
      $36.99
      Buy It Now
      +$9.99 delivery
      Sponsored
    • The Children's Place & Cherokee Boys Khaki Cargo Flat Front Shorts Size 8 Bundle
      The Children's Place & Cherokee Boys Khaki Cargo Flat Front Shorts Size 8 Bundle
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$10.00 delivery
      Sponsored
    • Old Navy Pull On Linen Blend Shorts Boys Size Medium 8 Tan Drawstring Waist
      Old Navy Pull On Linen Blend Shorts Boys Size Medium 8 Tan Drawstring Waist
      Opens in a new window or tab
      Pre-Owned
      $5.60
      Was: $7.0020% off
      or Best Offer
      +$4.98 delivery
      Free returns
      Sponsored
      Top Rated Plus
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