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378 results

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    • PreppyRemove filter
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    • Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWT
      Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWT
      Opens in a new window or tab
      Brand New
      $19.99
      or Best Offer
      +$7.35 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
      $21.59
      Was: $26.9920% off
      or Best Offer
      +$29.68 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
    • Ralph Lauren Blue Seersucker Chino Shorts (Size:  Boys 7)
      Ralph Lauren Blue Seersucker Chino Shorts (Size: Boys 7)
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Properly Tied Youth Small 8 Boys Shorts Grey Elastic Waist Preppy
      Find similar itemsSee all the items on eBay that match this style
      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
    • Boys Shorts Size 7-8 Cargo Summer Lee Dungarees Gap Kids Urban Pipeline Lot of 3
      Boys Shorts Size 7-8 Cargo Summer Lee Dungarees Gap Kids Urban Pipeline Lot of 3
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$8.24 delivery
      Sponsored
    • 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
      Sponsored
      Top Rated Plus
    • NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button Zip
      NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button Zip
      Opens in a new window or tab
      Brand New
      $29.88
      or Best Offer
      +$6.50 delivery
      Free returns
      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 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
      $19.59
      Was: $27.9930% off
      Buy It Now
      +$5.80 delivery
      Free returns
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      Top Rated Plus
    • Vintage Polo Ralph Lauren Boys Cargo Shorts Size 18 Blue Chino
      Vintage Polo Ralph Lauren Boys Cargo Shorts Size 18 Blue Chino
      Opens in a new window or tab
      Pre-Owned
      $13.99
      Buy It Now
      +$7.69 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
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    • NWT Crewcuts Boys' Spring/Summer Preppy Shorts - Gray - Cotton Size 7
      NWT Crewcuts Boys' Spring/Summer Preppy Shorts - Gray - Cotton Size 7
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      Brand New
      $13.95
      Buy It Now
      +$6.95 delivery in 2-4 days
      Sponsored
    • JANIE AND JACK BLACK SHORTS BOYS SIZE 7 PERFORMANCE STRETCH
      JANIE AND JACK BLACK SHORTS BOYS SIZE 7 PERFORMANCE STRETCH
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      Pre-Owned
      $13.29
      Was: $18.9930% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Ralph Lauren Polo Navy Blue Classic Chino Shorts (Size: Boys 7)
      Ralph Lauren Polo Navy Blue Classic Chino Shorts (Size: Boys 7)
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • 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
    • Plaid Shorts 4-5 Boys Gap Golf Pleated Check Colorful Purple Green 90s Size XS
      Plaid Shorts 4-5 Boys Gap Golf Pleated Check Colorful Purple Green 90s Size XS
      Opens in a new window or tab
      Pre-Owned
      $7.03
      0 bids · Time left1h 9m
      $9.99
      Buy It Now
      +$5.80 delivery
      Sponsored
    • Vineyard Vines by Shep & Ian Boy's Size 7 Flat Front Blue Casual Shorts Preppy
      Vineyard Vines by Shep & Ian Boy's Size 7 Flat Front Blue Casual Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.99
      Buy It Now
      +$5.99 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras Preppy
      Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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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        • 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
          $21.59
          +$29.68 delivery
        • 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
        • 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
        • Gap Kids boys MADRAS PLAID SHORTS blue green retro hipster cargo pants preppy 7
          Gap
          Gap Kids boys MADRAS PLAID SHORTS blue green retro hipster cargo pants preppy 7
          Opens in a new window or tab
          Pre-Owned
          $24.99
          +$4.00 delivery
    • 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
      $9.74
      Was: $12.9925% off
      or Best Offer
      +$5.95 delivery
      Free returns
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      Top Rated Plus
    • 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
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    • Ralph Lauren Polo Shorts Boys 20 NEW Patchwork Plaid NWT Kids Chino Teen Child
      Ralph Lauren Polo Shorts Boys 20 NEW Patchwork Plaid NWT Kids Chino Teen Child
      Opens in a new window or tab
      Brand New
      $20.99
      Was: $34.9940% off
      or Best Offer
      +$5.99 delivery
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    • Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 7 anchor
      Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 7 anchor
      Opens in a new window or tab
      Pre-Owned
      $12.75
      or Best Offer
      +$6.90 delivery
      Sponsored
    • 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
      $13.00
      or Best Offer
      +$7.00 delivery
      Free returns
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    • 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
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      $7.99
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      +$5.84 delivery
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    • 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
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    • Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUC
      Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUC
      Opens in a new window or tab
      Pre-Owned
      $8.00
      0 bids · Time left5d
      $16.00
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    • 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
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      +$6.75 delivery
      Free returns
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    • Polo Ralph Lauren Boys Cotton Ripstop Cargo Shorts Size 18 Shorts Gray 30x11
      Polo Ralph Lauren Boys Cotton Ripstop Cargo Shorts Size 18 Shorts Gray 30x11
      Opens in a new window or tab
      Pre-Owned
      $16.19
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      +$7.35 delivery
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    • Chaps Bermuda Shorts Boys 18 Blue Plaid
      Chaps Bermuda Shorts Boys 18 Blue Plaid
      Opens in a new window or tab
      Pre-Owned
      $10.00
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      +$5.99 delivery
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    • True Religion Boys Bermuda Jean Shorts Size 18 Blue Denim Relaxed Distressed
      True Religion Boys Bermuda Jean Shorts Size 18 Blue Denim Relaxed Distressed
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      +$9.99 delivery
      Free returns
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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
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    • Oshkosh B’gosh First Wave Boys Shorts Jean Denim Cargo Khaki Sz 7 Lot Of 3
      Oshkosh B’gosh First Wave Boys Shorts Jean Denim Cargo Khaki Sz 7 Lot Of 3
      Opens in a new window or tab
      Pre-Owned
      $30.00
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    • 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
      $15.00
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      +$4.84 delivery
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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
      Free returns
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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
      Opens in a new window or tab
      Pre-Owned
      $14.99
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      +$6.00 delivery
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    • 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
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      $30.00
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    • VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton Canvas
      VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton Canvas
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      $18.69
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    • Vineyard Vines Nantucket Red Club Shorts Boys Size 20
      Vineyard Vines Nantucket Red Club Shorts Boys Size 20
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      Pre-Owned
      $20.00
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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
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      $22.00
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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
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    • 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
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      +$5.62 delivery
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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
      Opens in a new window or tab
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      $18.99
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    • Vineyard Vines Boys Pastel Plaid Shorts Adj Waist Size 7
      Vineyard Vines Boys Pastel Plaid Shorts Adj Waist Size 7
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      Pre-Owned
      $16.95
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      +$6.55 delivery
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    • Vineyard Vines Shorts Boys 18 Navy Blue Chino Preppy Beach Casual Whale
      Vineyard Vines Shorts Boys 18 Navy Blue Chino Preppy Beach Casual Whale
      Opens in a new window or tab
      Pre-Owned
      $15.19
      Was: $16.8810% off
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      +$6.50 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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    • 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
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      +$5.80 delivery
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    • Vineyard Vines Boys On The Go Performance Shorts Size 7 Adjustable Waist
      Vineyard Vines Boys On The Go Performance Shorts Size 7 Adjustable Waist
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      $18.00
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    • 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
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      Pre-Owned
      $10.00
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    • Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat Front
      Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat Front
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      Pre-Owned
      $10.21
      Was: $14.5830% off
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    • Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra Bermuda
      Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra Bermuda
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      Pre-Owned
      $13.99
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      +$7.00 delivery
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    • 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
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      Pre-Owned
      $15.77
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    • 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
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      Pre-Owned
      $27.99
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    • Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat Front
      Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat Front
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      Pre-Owned
      $10.31
      Was: $14.7330% off
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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)
      $14.40
      Was: $18.0020% off
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    • Cat & Jack Carter’s TCP Boys Shorts Lot Sz 7 Camo Jean
      Cat & Jack Carter’s TCP Boys Shorts Lot Sz 7 Camo Jean
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.45 delivery
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    • Vineyard Vines Boy’s Size 7 White Whale/Baseballs Shorts Adjustable Waist
      Vineyard Vines Boy’s Size 7 White Whale/Baseballs Shorts Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $19.99
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    • Boy 7 JANIE and JACK SHORTS Red White Blue PATCHWORK Checks Plaids:  100% COTTON
      Boy 7 JANIE and JACK SHORTS Red White Blue PATCHWORK Checks Plaids: 100% COTTON
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      Pre-Owned
      $14.95
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      +$6.55 delivery
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    • Ralph Lauren Polo Classic Minimalist White Chino Bermuda 100% Cotton Shorts 18
      Ralph Lauren Polo Classic Minimalist White Chino Bermuda 100% Cotton Shorts 18
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      Pre-Owned
      $28.39
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      +$5.31 delivery
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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
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      Pre-Owned
      $20.00
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      +$7.99 delivery
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    • Polo Ralph Lauren Shorts Boys 20 Navy Blue Chino Pockets Stretch Preppy School
      Polo Ralph Lauren Shorts Boys 20 Navy Blue Chino Pockets Stretch Preppy School
      Opens in a new window or tab
      Brand New
      $25.88
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      +$6.99 delivery
      Free returns
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    • 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
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      Pre-Owned
      $13.85
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      +$6.98 delivery
      Extra 5% off with coupon
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