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295 results

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    • PreppyRemove filter
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    • 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
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *
      Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$7.99 delivery
      Free returns
      30% off 2+ with coupon
      Sponsored
      Top Rated Plus
    • Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
      Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
      Opens in a new window or tab
      Pre-Owned
      $26.99
      or Best Offer
      +$29.68 delivery
      Sponsored
    • Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy Boys
      Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy Boys
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$8.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      Find similar itemsSee all the items on eBay that match this style
      Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      Opens in a new window or tab
      Pre-Owned
      $10.39
      Was: $12.9920% off
      or Best Offer
      +$5.95 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
    • Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Opens in a new window or tab
      Brand New
      $12.00
      0 bids · Time left4d 3h
      or Best Offer
      +$4.71 delivery
      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
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    • Vtg Boys Gap Golf Pleated Plaid Check Blue White Green 90s Shorts Size 4-5 XS
      Vtg Boys Gap Golf Pleated Plaid Check Blue White Green 90s Shorts Size 4-5 XS
      Opens in a new window or tab
      Pre-Owned
      $5.79
      0 bids · Time left14h 46m
      $9.99
      Buy It Now
      +$5.80 delivery
      Sponsored
    • GAP Sonoma Garanimals Timberland Boys Shorts Cargo Khaki Sz 4 Lot Of 4
      GAP Sonoma Garanimals Timberland Boys Shorts Cargo Khaki Sz 4 Lot Of 4
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • NWOT Tommy Hilfiger Boys Chino Shorts Size 18 School Uniform Beige Twill Blend
      NWOT Tommy Hilfiger Boys Chino Shorts Size 18 School Uniform Beige Twill Blend
      Opens in a new window or tab
      New (Other)
      $18.99
      or Best Offer
      +$5.00 delivery in 2-4 days
      Sponsored
    • POLO Ralph Lauren Youth Size 18 Blue Chino Shorts
      POLO Ralph Lauren Youth Size 18 Blue Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Boys BLUE Shorts 18 Cotton OLD NAVY XXL Drawstring Active Breathe Pockets
      Boys BLUE Shorts 18 Cotton OLD NAVY XXL Drawstring Active Breathe Pockets
      Opens in a new window or tab
      Pre-Owned
      $5.00
      0 bids · Time left22h 45m
      +$5.80 delivery
      Sponsored
    • Boys Tony Hawk Shorts Green Plaid Size 18 Skater Preppy
      Boys Tony Hawk Shorts Green Plaid Size 18 Skater Preppy
      Opens in a new window or tab
      Pre-Owned
      $14.44
      Was: $16.9915% off
      or Best Offer
      Free delivery
      Sponsored
    • Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
      Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring Summer
      Opens in a new window or tab
      Pre-Owned
      $22.45
      Was: $24.9510% off
      or Best Offer
      +$6.75 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-Button
      Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-Button
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.62 delivery
      Sponsored
    • Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" Waist
      Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" Waist
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.84 delivery
      Free returns
      Sponsored
    • Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 Preppy
      Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 Preppy
      Opens in a new window or tab
      Pre-Owned
      $11.69
      Was: $12.9910% off
      or Best Offer
      +$9.45 delivery
      Sponsored
    • Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Opens in a new window or tab
      Brand New
      $22.97
      Buy It Now
      Free delivery in 2-4 days
      5 watchers
      Sponsored
    • Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINT
      Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINT
      Opens in a new window or tab
      Pre-Owned
      $19.20
      Was: $24.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • From our popular brands

      Based on number of views and purchases | Sponsored
        • Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
          Gap
          Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
          Opens in a new window or tab
          Pre-Owned
          $26.99
          +$29.68 delivery
        • Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
          Wrangler
          Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
          Opens in a new window or tab
          Brand New
          $15.95
          +$6.25 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
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        • Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
          Nike
          Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
          Opens in a new window or tab
          Pre-Owned
          $12.60
          +$6.55 delivery
    • 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
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    • Boy Scouts of America Shorts Youth Boys Sz 18 Green Cargo Pocket Outdoor Preppy
      Boy Scouts of America Shorts Youth Boys Sz 18 Green Cargo Pocket Outdoor Preppy
      Opens in a new window or tab
      Pre-Owned
      $18.85
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      +$7.98 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
      Brand New
      $30.00
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      +$4.84 delivery
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    • Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
      Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
      Opens in a new window or tab
      Pre-Owned
      $12.60
      Was: $14.0010% off
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    • Polo Ralph Lauren Boy Shorts Size 18 Pepster Color Block Oxford Preppy Academia
      Polo Ralph Lauren Boy Shorts Size 18 Pepster Color Block Oxford Preppy Academia
      Opens in a new window or tab
      Brand New
      $41.99
      Was: $59.9930% off
      or Best Offer
      +$8.19 delivery
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    • Under Armour Youth Boys 18 Golf Shorts Loose Fit Sharp Gray Comfort Stretch
      Under Armour Youth Boys 18 Golf Shorts Loose Fit Sharp Gray Comfort Stretch
      Opens in a new window or tab
      Pre-Owned
      $8.00
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      +$6.55 delivery
      Sponsored
    • Lucky Brand Beige Cargo Shorts Size 18 30" Waist 10" Inseam Preppy Rugged
      Lucky Brand Beige Cargo Shorts Size 18 30" Waist 10" Inseam Preppy Rugged
      Opens in a new window or tab
      Pre-Owned
      $8.88
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      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWT
      Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWT
      Opens in a new window or tab
      Brand New
      $23.99
      Was: $29.9920% off
      or Best Offer
      +$7.25 delivery
      Last one
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    • Vintage Polo Ralph Lauren Shorts Youth 18 XL Green Cargo Utility Kids Boys
      Vintage Polo Ralph Lauren Shorts Youth 18 XL Green Cargo Utility Kids Boys
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Buy It Now
      +$8.50 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Opens in a new window or tab
      Pre-Owned
      $22.40
      Was: $28.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 18
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 18
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Was: $25.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Opens in a new window or tab
      Pre-Owned
      $5.00
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      +$6.55 delivery
      Sponsored
    • ABERCROMBIE KIDS Green Linen Blend SHORTS Boy’s Size 17/18 Drawstring & Pockets
      ABERCROMBIE KIDS Green Linen Blend SHORTS Boy’s Size 17/18 Drawstring & Pockets
      Opens in a new window or tab
      Pre-Owned
      $10.00
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      +$5.50 delivery
      Extra 10% off with coupon
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    • Vineyard Vines Boy’s Performance Breaker Hybrid Shorts Dusty Pink Size 18 12”
      Vineyard Vines Boy’s Performance Breaker Hybrid Shorts Dusty Pink Size 18 12”
      Opens in a new window or tab
      Pre-Owned
      $16.00
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      +$3.99 delivery
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    • Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
      Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
      Opens in a new window or tab
      Brand New
      $15.95
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      +$6.25 delivery
      Free returns
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    • Janie & Jack Boys Yellow Seersucker striped Shorts size 4 Preppy Easter  NWOT
      Janie & Jack Boys Yellow Seersucker striped Shorts size 4 Preppy Easter NWOT
      Opens in a new window or tab
      New (Other)
      $10.00
      0 bids · Time left2d 23h
      $15.00
      Buy It Now
      +$4.33 delivery
      Sponsored
    • Children's Place Khaki Shorts Boys Size 4T
      Children's Place Khaki Shorts Boys Size 4T
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Vineyard vines boys chino shorts classic fit flat front size 18 color green
      Vineyard vines boys chino shorts classic fit flat front size 18 color green
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$5.97 delivery
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    • Vintage Polo Ralph Lauren Shorts Boys Size 18 Blue 11" Cargo Outdoor Casual
      Vintage Polo Ralph Lauren Shorts Boys Size 18 Blue 11" Cargo Outdoor Casual
      Opens in a new window or tab
      Pre-Owned
      $15.95
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      +$6.95 delivery
      Free returns
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    • POLO RALPH LAUREN BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British Tan
      POLO RALPH LAUREN BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British Tan
      Opens in a new window or tab
      Pre-Owned
      $12.99
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    • Under Armour Loose Fit Shorts Lot Of 2 Boys Youth M Stretch Logo Heatgear Preppy
      Under Armour Loose Fit Shorts Lot Of 2 Boys Youth M Stretch Logo Heatgear Preppy
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      $19.95
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    • Tommy Hilfiger Boys 2T-4 Flat Front Sangria Shorts TBSHC11J  Preppy Minimalist
      Tommy Hilfiger Boys 2T-4 Flat Front Sangria Shorts TBSHC11J Preppy Minimalist
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    • Polo Ralph Lauren Old Navy Boys Sz 18 Shorts Khaki Camo Cargo Chino Lot Of 3
      Polo Ralph Lauren Old Navy Boys Sz 18 Shorts Khaki Camo Cargo Chino Lot Of 3
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      Pre-Owned
      $45.00
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    • Janie & Jack Shorts Boys Cotton Blue Chambray  Palm Print Shorts, Sz 4T NWOT
      Janie & Jack Shorts Boys Cotton Blue Chambray Palm Print Shorts, Sz 4T NWOT
      Opens in a new window or tab
      New (Other)
      $12.00
      0 bids · Time left4d 3h
      or Best Offer
      +$4.71 delivery
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    • Old Navy Kid Boys Knee Length Uniform Shorts 2-Pack Shore Enough Size 18 Plus
      Old Navy Kid Boys Knee Length Uniform Shorts 2-Pack Shore Enough Size 18 Plus
      Opens in a new window or tab
      Brand New
      $15.99
      Was: $19.9920% off
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    • Boys OLD NAVY Drawstring Shorts 18 XXL Active Breathe Gray Pockets Cotton
      Boys OLD NAVY Drawstring Shorts 18 XXL Active Breathe Gray Pockets Cotton
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      Pre-Owned
      $4.65
      Was: $5.007% off
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    • PENGUIN nwt NEW~Medium Brown Canvas Casual Shorts~Boy's Size ~8Y~Drawstring~8~
      PENGUIN nwt NEW~Medium Brown Canvas Casual Shorts~Boy's Size ~8Y~Drawstring~8~
      Opens in a new window or tab
      Brand New
      $17.95
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    • Vineyard Vines Boys Seersucker Breaker Shorts White Light Blue Stripe Kids 18
      Vineyard Vines Boys Seersucker Breaker Shorts White Light Blue Stripe Kids 18
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      Pre-Owned
      $11.00
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    • Calvin Klein Boys shorts with Belt Sz.18 Black NWT Preppy Comfort Summer Casual
      Calvin Klein Boys shorts with Belt Sz.18 Black NWT Preppy Comfort Summer Casual
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      Brand New
      $25.00
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    • Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy Golf
      Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy Golf
      Opens in a new window or tab
      Brand New
      $13.50
      Was: $16.8720% off
      or Best Offer
      +$6.49 delivery
      Free returns
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    • Signature Levi Strauss Jean Denim Cutoff Shorts Boy's 18 Adjustable Waist
      Signature Levi Strauss Jean Denim Cutoff Shorts Boy's 18 Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $8.59
      Was: $9.9914% off
      or Best Offer
      +$5.99 delivery
      Free returns
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    • NEW Polo Ralph Lauren Boys Cotton Chino Shorts Pink Sz 18 NWT Golf Casual
      NEW Polo Ralph Lauren Boys Cotton Chino Shorts Pink Sz 18 NWT Golf Casual
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      Brand New
      $19.90
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      +$6.55 delivery
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    • Brooks Brothers Boys' Nautical Chino Shorts In Navy, Embroidered Size: 18
      Brooks Brothers Boys' Nautical Chino Shorts In Navy, Embroidered Size: 18
      Opens in a new window or tab
      New (Other)
      $18.00
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      +$5.50 delivery
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    • POLO Ralph Lauren Seersucker Shorts Preppy Blue White - Size Boy's 18
      POLO Ralph Lauren Seersucker Shorts Preppy Blue White - Size Boy's 18
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      Pre-Owned
      $14.99
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      +$7.35 delivery
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    • Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 12 NWT
      Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 12 NWT
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      $29.99
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    • Boys Levis 511 Blue Jean Denim Shorts Size 10 Dark/Medium Wash
      Boys Levis 511 Blue Jean Denim Shorts Size 10 Dark/Medium Wash
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      Pre-Owned
      $7.95
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      +$5.62 delivery
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    • Polo Ralph Lauren Blue Spa Terry Shorts Boy’s Size M 10-12 Medium Drawstring NWT
      Polo Ralph Lauren Blue Spa Terry Shorts Boy’s Size M 10-12 Medium Drawstring NWT
      Opens in a new window or tab
      Brand New
      $39.90
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      +$7.35 delivery
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    • Old Skool Boys 18 Plaid Bermuda Shorts Green Cream Blue LOGO Pockets Preppy
      Old Skool Boys 18 Plaid Bermuda Shorts Green Cream Blue LOGO Pockets Preppy
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$5.90 delivery
      Free returns
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      Top Rated Plus
    • Royal and Awesome Boys Golf Shorts Medium Multicolor Cartoon Comic Birdie Eagle
      Royal and Awesome Boys Golf Shorts Medium Multicolor Cartoon Comic Birdie Eagle
      Opens in a new window or tab
      Pre-Owned
      $13.49
      Was: $14.9910% off
      Buy It Now
      +$5.95 delivery
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    • Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy New
      Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy New
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      $12.95
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      +$8.19 delivery
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    • Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff Cotton
      Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff Cotton
      Opens in a new window or tab
      Pre-Owned
      $10.68
      or Best Offer
      +$5.62 delivery
      Free returns
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    • NWT Polo Ralph Lauren Boys Stretch Cotton Seersucker Shorts, Blue/White, Sz 18
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