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    • PreppyRemove filter
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    • Crewcuts Boys Chino Shorts Size 16 Salmon Preppy Classic Summer Staple School
      Crewcuts Boys Chino Shorts Size 16 Salmon Preppy Classic Summer Staple School
      Opens in a new window or tab
      Brand New
      $14.88
      Buy It Now
      +$9.45 delivery
      Free returns
      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
    • 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
      $28.00
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Boys 16 28 Denim Shorts Dark Wash Dungarees Blue
      Polo Ralph Lauren Boys 16 28 Denim Shorts Dark Wash Dungarees Blue
      Opens in a new window or tab
      Pre-Owned
      $32.97
      or Best Offer
      +$9.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Olive Green Drawstring Gorpcore Casual Shorts Sz 6
      Find similar itemsSee all the items on eBay that match this style
      Polo Ralph Lauren Boys Olive Green Drawstring Gorpcore Casual Shorts Sz 6
      Opens in a new window or tab
      Pre-Owned
      $12.25
      or Best Offer
      +$4.52 delivery
      Sponsored
    • NEW True Religion Black Jean Shorts Boys 16 Geno Relaxed Slim
      NEW True Religion Black Jean Shorts Boys 16 Geno Relaxed Slim
      Opens in a new window or tab
      Brand New
      $16.97
      Buy It Now
      +$5.99 delivery
      Extra 30% off with coupon
      Sponsored
    • Boys Gap Kids Navy Blue Shorts size 6 Adjust Waist Preppy School
      Boys Gap Kids Navy Blue Shorts size 6 Adjust Waist Preppy School
      Opens in a new window or tab
      Pre-Owned
      $11.99
      Buy It Now
      Free delivery
      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 left5d 23h
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Oshkosh Shorts Boys Size 6 Pink Casual Flat Preppy Chino Straight Pants 7 Inseam
      Oshkosh Shorts Boys Size 6 Pink Casual Flat Preppy Chino Straight Pants 7 Inseam
      Opens in a new window or tab
      Pre-Owned
      $13.85
      or Best Offer
      +$6.98 delivery
      Extra 15% off with coupon
      Sponsored
    • 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
    • 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
    • TCP Carter’s Boys Shorts Lot Sz 6 Camo Khaki
      TCP Carter’s Boys Shorts Lot Sz 6 Camo Khaki
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Under Armour Golf Shorts Boys Size 16 Khaki Chino 10” Inseam
      Under Armour Golf Shorts Boys Size 16 Khaki Chino 10” Inseam
      Opens in a new window or tab
      Pre-Owned
      $10.80
      Was: $18.0040% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      $25.00
      or Best Offer
      +$6.99 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
      $24.95
      or Best Offer
      +$6.75 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Size 16 White Embroidered Logo Dress Chino Shorts
      Polo Ralph Lauren Boys Size 16 White Embroidered Logo Dress Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $11.25
      or Best Offer
      +$6.79 delivery
      Sponsored
    • 2012 GYMBOREE BOYS Summer Stock Up Pull-On Cargo Pocket Knit Shorts 6 Yrs Olive
      2012 GYMBOREE BOYS Summer Stock Up Pull-On Cargo Pocket Knit Shorts 6 Yrs Olive
      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
    • SouthPole Shorts 16 Boys Red White Plaid 12" Inseam Skater Hip Hop
      SouthPole Shorts 16 Boys Red White Plaid 12" Inseam Skater Hip Hop
      Opens in a new window or tab
      Pre-Owned
      $16.97
      or Best Offer
      +$8.97 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      $59.99
      or Best Offer
      +$8.19 delivery
      Sponsored
    • Boy’s Size 16 Gap Kids Khaki Short
      Boy’s Size 16 Gap Kids Khaki Short
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.62 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
          $12.76
          +$6.25 delivery
        • Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
          Hurley
          Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf Preppy
          Opens in a new window or tab
          Pre-Owned
          $6.98
          +$6.95 delivery
          Extra 10% off with coupon
        • 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
    • Vineyard Vines Boys Navy Blue Khaki Shorts Size 16 Adjustable Waist Turtles
      Vineyard Vines Boys Navy Blue Khaki Shorts Size 16 Adjustable Waist Turtles
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Tea Collection Blue Plaid Cotton Shorts Boy Size 4
      Tea Collection Blue Plaid Cotton Shorts Boy Size 4
      Opens in a new window or tab
      Pre-Owned
      $11.00
      or Best Offer
      +$5.09 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
      5 watchers
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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
      Buy It Now
      +$6.55 delivery
      Sponsored
    • Vntg Polo Ralph Lauren Jean Shorts Youth Boys Blue Denim Carpenter Sz 16
      Vntg Polo Ralph Lauren Jean Shorts Youth Boys Blue Denim Carpenter Sz 16
      Opens in a new window or tab
      Brand New
      $10.00
      Was: $19.9950% off
      or Best Offer
      +$8.19 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
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    • Lot Of Two Boys Size 4 /4T Shorts Gray Blue Cargo US Polo Assn. & Wonder Nation
      Lot Of Two Boys Size 4 /4T Shorts Gray Blue Cargo US Polo Assn. & Wonder Nation
      Opens in a new window or tab
      Pre-Owned
      $9.99
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      +$5.80 delivery
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    • Vineyard Vines Boy's Size 16 Salmon Pink Shorts Performance Golf Chino Shorts
      Vineyard Vines Boy's Size 16 Salmon Pink Shorts Performance Golf Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Vineyard Vines Shorts Anchor Nautical Boys 16 XL EUC
      Vineyard Vines Shorts Anchor Nautical Boys 16 XL EUC
      Opens in a new window or tab
      Pre-Owned
      $14.00
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      +$4.84 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 Shorts Boys 16 Embroidered Navy Blue Pony AOP Drawstring Prep
      POLO RALPH LAUREN Shorts Boys 16 Embroidered Navy Blue Pony AOP Drawstring Prep
      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
    • 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
    • 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 left2d 18h
      +$5.80 delivery
      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
    • Polo Ralph Lauren Boys Size 16 Denim Chino Shorts Blue Jean NWT
      Polo Ralph Lauren Boys Size 16 Denim Chino Shorts Blue Jean NWT
      Opens in a new window or tab
      Brand New
      $21.24
      Was: $24.9915% off
      Buy It Now
      +$6.85 delivery
      Free returns
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      Top Rated Plus
    • Vineyard Vines Stretch Breaker Sailors Red Shorts Boys Sz 16 NWT
      Vineyard Vines Stretch Breaker Sailors Red Shorts Boys Sz 16 NWT
      Opens in a new window or tab
      Brand New
      $19.99
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      +$7.35 delivery
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    • NWT Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 16
      NWT Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 16
      Opens in a new window or tab
      Brand New
      $24.99
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      +$5.99 delivery
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    • 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
    • Polo Ralph Lauren Reversible Shorts Boy's 18 Madras Plaid Patchwork Chambray
      Polo Ralph Lauren Reversible Shorts Boy's 18 Madras Plaid Patchwork Chambray
      Opens in a new window or tab
      Pre-Owned
      $21.99
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      +$5.80 delivery
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    • Evolution In Design Torn Ripped Patches Shorts Boys 16 28x12 Urban Streetwear
      Evolution In Design Torn Ripped Patches Shorts Boys 16 28x12 Urban Streetwear
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.99 delivery
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    • Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
      Vinyard Vines BOYS french terry shorts Size 6 PREPPY pink NWT
      Opens in a new window or tab
      Brand New
      $29.99
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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
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$8.71 delivery
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    • Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green Preppy
      Orient Expressed Vintage Boys Checked Shorts Sz 6 Easter Blue And Green Preppy
      Opens in a new window or tab
      Pre-Owned
      $7.28
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      +$5.75 delivery
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    • Vtg Jean Shorts Tommy Hilfiger Boys 16 Denim Jorts 90s Y2K Flag Logo Carpenter
      Vtg Jean Shorts Tommy Hilfiger Boys 16 Denim Jorts 90s Y2K Flag Logo Carpenter
      Opens in a new window or tab
      Pre-Owned
      $17.99
      Was: $19.9910% off
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      +$6.99 delivery
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    • NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable Waist
      NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable Waist
      Opens in a new window or tab
      Brand New
      $17.99
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      +$5.25 delivery
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    • Polo Ralph Lauren Shorts Boys 6 Multicolor Plaid Chino Preppy
      Polo Ralph Lauren Shorts Boys 6 Multicolor Plaid Chino Preppy
      Opens in a new window or tab
      Pre-Owned
      $6.50
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      +$7.99 delivery
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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 left4d 19h
      $15.00
      Buy It Now
      +$4.33 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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    • RALPH LAUREN POLO Shorts Boy's Sz 16 Light Blue Pony Logo Flat Front Cotton
      RALPH LAUREN POLO Shorts Boy's Sz 16 Light Blue Pony Logo Flat Front Cotton
      Opens in a new window or tab
      Pre-Owned
      $9.99
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      +$5.90 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
      $12.76
      Was: $15.9520% off
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      +$6.25 delivery
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    • Polo Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
      Polo Ralph Lauren Boys Classic Prepster Shorts Beige Twill Blue Pony Logo Size 6
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      Pre-Owned
      $9.99
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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
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      Pre-Owned
      $12.99
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      +$8.35 delivery in 2-4 days
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    • POLO BY RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual SIZE 16
      POLO BY RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual SIZE 16
      Opens in a new window or tab
      Pre-Owned
      $15.29
      Was: $16.9910% off
      or Best Offer
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    • POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUC
      POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUC
      Opens in a new window or tab
      Pre-Owned
      $15.50
      or Best Offer
      +$4.71 delivery
      Free returns
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    • Abercrombie Kids Shorts Boys Size 16 Grey White Checkered Plaid Preppy Cotton
      Abercrombie Kids Shorts Boys Size 16 Grey White Checkered Plaid Preppy Cotton
      Opens in a new window or tab
      Pre-Owned
      $12.49
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      +$4.84 delivery
      Sponsored
    • Gap Kids Shorts Boys Size 16 Gray Chino Stretch Uniform Dressy, NEW
      Gap Kids Shorts Boys Size 16 Gray Chino Stretch Uniform Dressy, NEW
      Opens in a new window or tab
      Brand New
      $15.99
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      +$6.25 delivery
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    • Vineyard Vines 3 Tone Summer Preppy Shorts (Boy's Size 18) Blue/Pink
      Vineyard Vines 3 Tone Summer Preppy Shorts (Boy's Size 18) Blue/Pink
      Opens in a new window or tab
      Pre-Owned
      $18.04
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      +$7.98 delivery
      Free returns
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    • Boys Vineyard Vines Breaker Shorts Size 16 khaki Vacation Trip Preppy
      Boys Vineyard Vines Breaker Shorts Size 16 khaki Vacation Trip Preppy
      Opens in a new window or tab
      Pre-Owned
      $12.50
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      +$6.99 delivery
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    • POLO RALPH LAUREN Jeans Shorts Youth 16 Sullivan Slim Fit Fray Blue Denim NWT
      POLO RALPH LAUREN Jeans Shorts Youth 16 Sullivan Slim Fit Fray Blue Denim NWT
      Opens in a new window or tab
      Brand New
      $25.00
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      +$5.84 delivery
      Save up to 15% when you buy more
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    • VV- NEW BOYS CAT & JACK GREEN STRIPED FLAT FRONT SHORTS SIZE 6
      VV- NEW BOYS CAT & JACK GREEN STRIPED FLAT FRONT SHORTS SIZE 6
      Opens in a new window or tab
      Brand New
      $5.99
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      +$5.00 delivery
      $7 off $50+ with coupon
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    • NWT Polo Ralph Lauren Boys Stretch Cotton Seersucker Shorts, Blue/White, Sz 18
      NWT Polo Ralph Lauren Boys Stretch Cotton Seersucker Shorts, Blue/White, Sz 18
      Opens in a new window or tab
      Brand New
      $27.00
      or Best Offer
      +$4.84 delivery
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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
      Opens in a new window or tab
      Pre-Owned
      $4.65
      Was: $5.007% off
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      +$5.80 delivery
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    • Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      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
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      Top Rated Plus
    • Vintage Boys POLO RALPH LAUREN  Shorts Size 6 Salmon Pink Cargo Cotton Pocket
      Vintage Boys POLO RALPH LAUREN Shorts Size 6 Salmon Pink Cargo Cotton Pocket
      Opens in a new window or tab
      Pre-Owned
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