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    • PreppyRemove filter
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    • 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
    • JANIE & JACK Boys Striped Seersucker Capri Blue Shorts 10 Preppy Casual Classic
      JANIE & JACK Boys Striped Seersucker Capri Blue Shorts 10 Preppy Casual Classic
      Opens in a new window or tab
      Pre-Owned
      $19.80
      Was: $22.0010% off
      or Best Offer
      +$4.84 delivery
      Sponsored
    • 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
    • Lacoste Boys Two Tone White/ Olive Green Logo Sweat Shorts W/Pockets Kids Sz 10
      Lacoste Boys Two Tone White/ Olive Green Logo Sweat Shorts W/Pockets Kids Sz 10
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$8.54 delivery
      Sponsored
    • True Religion Shorts Boys 10 Geno Relaxed Slim Blue Denim Cuffed Bermuda Short
      Find similar itemsSee all the items on eBay that match this style
      True Religion Shorts Boys 10 Geno Relaxed Slim Blue Denim Cuffed Bermuda Short
      Opens in a new window or tab
      Pre-Owned
      $14.95
      or Best Offer
      +$5.95 delivery
      Sponsored
    • Carter’s Boy’s Shorts Lot Of 3 • Tan, Olive, Navy Size 10
      Carter’s Boy’s Shorts Lot Of 3 • Tan, Olive, Navy Size 10
      Opens in a new window or tab
      Pre-Owned
      $37.99
      Buy It Now
      +$6.31 delivery
      Sponsored
    • Vineyard Vines Boys Size 10 Chino Breaker Shorts Adjustable Waist Lot of 3
      Vineyard Vines Boys Size 10 Chino Breaker Shorts Adjustable Waist Lot of 3
      Opens in a new window or tab
      Pre-Owned
      $30.00
      Buy It Now
      +$10.08 delivery
      10 watchers
      Sponsored
    • Ralph Lauren Polo Blue chambray shorts. Drawstring in waist. Size 10
      Ralph Lauren Polo Blue chambray shorts. Drawstring in waist. Size 10
      Opens in a new window or tab
      Brand New
      $25.00
      or Best Offer
      +$6.22 delivery
      Sponsored
    • Boys shorts size 10, dress shorts, school shorts, preppy
      Boys shorts size 10, dress shorts, school shorts, preppy
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$6.20 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
    • 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
      $24.99
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Vineyard Vines boys size 10 Performance Adj. Waist pockets shorts
      Vineyard Vines boys size 10 Performance Adj. Waist pockets shorts
      Opens in a new window or tab
      Pre-Owned
      $15.70
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Polo RALPH LAUREN Classic 9” All Over PONY Shorts Boys 10 BLUE/WHITE Pinstripe
      Polo RALPH LAUREN Classic 9” All Over PONY Shorts Boys 10 BLUE/WHITE Pinstripe
      Opens in a new window or tab
      Pre-Owned
      $19.99
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Tommy Hilfiger Shorts Boys Chinos Khakis Tan School Uniform Size 10 Kids Preppy
      Tommy Hilfiger Shorts Boys Chinos Khakis Tan School Uniform Size 10 Kids Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.92
      or Best Offer
      +$7.35 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • 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 Blue Chino Shorts Adjustable Waist Boys Size 10
      Vineyard Vines Performance Blue Chino Shorts Adjustable Waist Boys Size 10
      Opens in a new window or tab
      Pre-Owned
      $18.05
      Was: $19.005% off
      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
    • Lacoste Sports Kid’s White Shorts Size 10
      Lacoste Sports Kid’s White Shorts Size 10
      Opens in a new window or tab
      Pre-Owned
      $15.00
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Lands End Shorts Boys Size 10 Khaki Adjustable Waist
      Lands End Shorts Boys Size 10 Khaki Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $5.00
      Buy It Now
      +$7.35 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • From our popular brands

      Based on number of views and purchases | Sponsored
        • VINTAGE Wrangler Denim Cargo Shorts Youth Boys 10 Husky Adjustable Waist Y2K
          Wrangler
          VINTAGE Wrangler Denim Cargo Shorts Youth Boys 10 Husky Adjustable Waist Y2K
          Pre-Owned
          $17.77
          +$6.95 delivery
        • GAP Kids Easy Fit Shorts Youth 10 Blue Chino Long Adjust Waist School Uniform
          Gap
          GAP Kids Easy Fit Shorts Youth 10 Blue Chino Long Adjust Waist School Uniform
          Pre-Owned
          $11.19
          +$6.98 delivery
          Extra 20% off with coupon
        • 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
        • 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
        • Nike Shorts Boys 10R Blue Plaid Cargo Pockets Casual Golf  Youth Pre-owned READ
          Nike
          Nike Shorts Boys 10R Blue Plaid Cargo Pockets Casual Golf Youth Pre-owned READ
          Pre-Owned
          $5.39
          +$4.95 delivery
        • Hurley x Nike Dri Fit Golf Short Boys Black Flat Front Chino Size 10
          Hurley
          Hurley x Nike Dri Fit Golf Short Boys Black Flat Front Chino Size 10
          Pre-Owned
          $10.99
          +$5.00 delivery
    • Vineyard Vines Breaker Shorts Boys 10 Ocean Breeze Striped Seersucker Casual NWT
      Vineyard Vines Breaker Shorts Boys 10 Ocean Breeze Striped Seersucker Casual NWT
      Opens in a new window or tab
      Brand New
      $26.99
      Buy It Now
      +$6.80 delivery
      Extra 20% off with coupon
      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
    • NWT Vineyard Vines Boys' Breaker Club Shorts Size 10 Stone Chino
      NWT Vineyard Vines Boys' Breaker Club Shorts Size 10 Stone Chino
      Opens in a new window or tab
      Brand New
      $16.90
      or Best Offer
      +$8.71 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
    • Vineyard Vines Breaker Shorts Boys Island Paradice green blue 10 NWT
      Vineyard Vines Breaker Shorts Boys Island Paradice green blue 10 NWT
      Opens in a new window or tab
      Brand New
      $19.00
      0 bids · Time left5d 18h
      or Best Offer
      +$4.99 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
    • BROOKS BROTHERS Madras Plaid  Shorts 10 $58 Boys Preppy Patchwork Flat Front
      BROOKS BROTHERS Madras Plaid Shorts 10 $58 Boys Preppy Patchwork Flat Front
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Was: $17.2542% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • 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
    • Enyce Shorts Boys 10 Denim Jean Jorts Pockets Casual Y2K Stitched YOUTH
      Enyce Shorts Boys 10 Denim Jean Jorts Pockets Casual Y2K Stitched YOUTH
      Opens in a new window or tab
      Pre-Owned
      $18.98
      or Best Offer
      +$6.95 delivery
      Free returns
      Last one
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • 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
    • Crewcuts J Crew Boy Blue Cotton Pull-On Drawstring Shorts Size 12
      Crewcuts J Crew Boy Blue Cotton Pull-On Drawstring Shorts Size 12
      Opens in a new window or tab
      Pre-Owned
      $10.45
      or Best Offer
      +$4.75 delivery
      Sponsored
    • Vineyard Vines Performance Breaker Shorts Chinos Boys 10 Khaki Flat Front Preppy
      Vineyard Vines Performance Breaker Shorts Chinos Boys 10 Khaki Flat Front Preppy
      Opens in a new window or tab
      Pre-Owned
      $11.99
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Ralph Lauren Shorts Boys 10 Beige Chino Seer Sucker Flat Front Golf Preppy Beach
      Ralph Lauren Shorts Boys 10 Beige Chino Seer Sucker Flat Front Golf Preppy Beach
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.95 delivery
      Sponsored
    • Polo Ralph Lauren Boys White Straight Fit Chino Shorts with Pockets Size 10
      Polo Ralph Lauren Boys White Straight Fit Chino Shorts with Pockets Size 10
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$6.40 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
    • 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
    • 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
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 delivery
      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
    • 2pr Boys Sz 5 Plaid Shorts NICE!
      2pr Boys Sz 5 Plaid Shorts NICE!
      Opens in a new window or tab
      Pre-Owned
      $8.00
      0 bids · Time left45m
      $12.00
      Buy It Now
      +$10.00 delivery
      Sponsored
    • 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
      Sponsored
    • 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
      Buy It Now
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - Purple
      Crewcuts Shorts Boy’s Size 5 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
    • Vineyard Vines Stretch Breaker Sea Swell Green Shorts Boys Sz 10 NWT
      Vineyard Vines Stretch Breaker Sea Swell Green Shorts Boys Sz 10 NWT
      Opens in a new window or tab
      Brand New
      $19.99
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Boys Abercrombie Kids Lot Of 2 Cargo Shorts Polo Shirt Size 10 Large Y2K Vintage
      Boys Abercrombie Kids Lot Of 2 Cargo Shorts Polo Shirt Size 10 Large Y2K Vintage
      Opens in a new window or tab
      Pre-Owned
      $29.99
      or Best Offer
      +$8.95 delivery
      Sponsored
    • Nautica Shorts Youth 10 Turquoise Chino Casual Cotton Preppy Kids
      Nautica Shorts Youth 10 Turquoise Chino Casual Cotton Preppy Kids
      Opens in a new window or tab
      Pre-Owned
      $5.00
      Buy It Now
      +$4.52 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
    • 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
    • Polo Ralph Lauren Boys Slim Fit Blue and White Seersucker Preppy Shorts Size 10
      Polo Ralph Lauren Boys Slim Fit Blue and White Seersucker Preppy Shorts Size 10
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$8.00 delivery
      Sponsored
    • 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
    • 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
      Sponsored
      Top Rated Plus
    • Crewcuts Factory Pink Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy Easter
      Crewcuts Factory Pink Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy Easter
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$6.99 delivery
      Sponsored
    • 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
    • BNWT Vineyard Vines Boys 10 Tan Breaker Short Classic Preppy Very Nice Quality
      BNWT Vineyard Vines Boys 10 Tan Breaker Short Classic Preppy Very Nice Quality
      Opens in a new window or tab
      Brand New
      $19.99
      Buy It Now
      +$6.75 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
      $8.00
      or Best Offer
      +$7.00 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys All Over Pony Print Chino Shorts  White/Blue  Size 10
      Polo Ralph Lauren Boys All Over Pony Print Chino Shorts White/Blue Size 10
      Opens in a new window or tab
      Pre-Owned
      $15.96
      Buy It Now
      +$5.99 delivery
      Sponsored
    • 2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 5 Yrs
      2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 5 Yrs
      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
    • Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$5.00 delivery
      Sponsored
    • 2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      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
    • Southern Tide Shorts Boys 10 Beige Flat Front Lightweight Adjustable Waist
      Southern Tide Shorts Boys 10 Beige Flat Front Lightweight Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $9.02
      Was: $12.8830% off
      or Best Offer
      +$4.71 delivery
      Free returns
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