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    • PreppyRemove filter
    • Size: 16Remove filter
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    • 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
      $20.00
      or Best Offer
      +$5.99 delivery
      Located in United States
      Save up to 20% when you buy more
      Sponsored
    • Southpole Shorts Boys Youth 16 Blue Denim Jorts Baggy Hip Hop Skater Grunge Y2K
      Southpole Shorts Boys Youth 16 Blue Denim Jorts Baggy Hip Hop Skater Grunge Y2K
      Opens in a new window or tab
      Pre-Owned
      $24.88
      or Best Offer
      +$6.99 delivery
      Located in United States
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Lacoste Sports Kid’s Navy Shorts Size 16
      Lacoste Sports Kid’s Navy Shorts Size 16
      Opens in a new window or tab
      Brand New
      $12.95
      or Best Offer
      +$2.00 delivery
      Located in United States
      7 watchers
      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
      Located in United States
      Sponsored
    • NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20
      Find similar itemsSee all the items on eBay that match this style
      NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20
      Opens in a new window or tab
      Brand New
      $21.14
      or Best Offer
      +$6.95 delivery
      Located in United States
      Sponsored
    • Vineyard Vines Boys Size 16 Lacrosse Stick Embroidered Bright Blue Shorts
      Vineyard Vines Boys Size 16 Lacrosse Stick Embroidered Bright Blue Shorts
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$5.60 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Short Boys Sz: 8 Khaki/Biege Classic Chino Cargo Preppy 24"x8"
      Polo Ralph Lauren Short Boys Sz: 8 Khaki/Biege Classic Chino Cargo Preppy 24"x8"
      Opens in a new window or tab
      Brand New
      $25.99
      or Best Offer
      +$10.00 delivery
      Located in United States
      Sponsored
    • American Flag Shorts Sz 8 Longer Length Gymboree GAP Kids TCP Tshirt Lot
      American Flag Shorts Sz 8 Longer Length Gymboree GAP Kids TCP Tshirt Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$7.95 delivery
      Located in United States
      Sponsored
    • Picked For You

      Top selling items from trusted sellers | Sponsored
      • Vineyard Vines Club Shorts Boys Great Quality Shorts - Multiple Sizes/Colors!
        Vineyard Vines Club Shorts Boys Great Quality Shorts - Multiple Sizes/Colors!
        $24.99
        vinchin1475 (1,030) 100%
      • NWT U.S. Polo Assn Sz16 Rolled Button Cuff Chino Khaki Shorts Adj. Waist Unisex
        NWT U.S. Polo Assn Sz16 Rolled Button Cuff Chino Khaki Shorts Adj. Waist Unisex
        $17.50
        light_up_your_life (2,982) 99.9%
      • 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
        $16.99
        fre-boon (1,970) 99.3%
      • Polo Ralph Lauren Boys Sz 14 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
        Polo Ralph Lauren Boys Sz 14 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
        $24.99
        kusgen123 (19,093) 99.4%
      • Vineyard Vines Kids Boys Cotton Club Shorts Starboard Green  $59.50 size12,14,16
        Vineyard Vines Kids Boys Cotton Club Shorts Starboard Green $59.50 size12,14,16
        $29.49
        coachjustyou (2,251) 100%
      • Polo Ralph Lauren Boys Sz 18 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
        Polo Ralph Lauren Boys Sz 18 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
        $24.99
        kusgen123 (19,093) 99.4%
        Last one
    • Zone Pro OT Sport Athletech Shorts Sz 8 8/10 Small S Lot Longer Length
      Zone Pro OT Sport Athletech Shorts Sz 8 8/10 Small S Lot Longer Length
      Opens in a new window or tab
      Pre-Owned
      $30.00
      or Best Offer
      +$7.95 delivery
      Located in United States
      Sponsored
    • NWT Vineyard Vines Teen 16 Breaker Shorts Pink 8" Classic Fit Performance Chino
      NWT Vineyard Vines Teen 16 Breaker Shorts Pink 8" Classic Fit Performance Chino
      Opens in a new window or tab
      Brand New
      $22.76
      or Best Offer
      +$6.02 delivery
      Located in United States
      Sponsored
    • Old Navy Khaki Shorts Boys Size 16 Adjustable Waist Teal Bermuda Pants #RN 54023
      Old Navy Khaki Shorts Boys Size 16 Adjustable Waist Teal Bermuda Pants #RN 54023
      Opens in a new window or tab
      Pre-Owned
      $13.99
      or Best Offer
      +$4.50 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • Champion Boys Athletic Shorts Sz 7/8 7 8 Lot
      Champion Boys Athletic Shorts Sz 7/8 7 8 Lot
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$6.57 delivery
      Located in United States
      Sponsored
    • Captain America Superman Shorts Sz 8 Small S Lot Longer Length Brooklyn Tshirt
      Captain America Superman Shorts Sz 8 Small S Lot Longer Length Brooklyn Tshirt
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$7.95 delivery
      Located in United States
      Sponsored
    • 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
      $17.95
      Was: $19.9510% off
      or Best Offer
      +$6.99 delivery
      Located in United States
      Free returns
      Extra 25% off with coupon
      Sponsored
      Top Rated Plus
    • Vintage Abercrombie & Fitch Cargo Shorts Youth 16 Red Plaid Heavyweight Y2K 90s
      Vintage Abercrombie & Fitch Cargo Shorts Youth 16 Red Plaid Heavyweight Y2K 90s
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.99 delivery in 2-4 days
      Located in United States
      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
      Located in United States
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Nautica Madras Patchwork Plaid Boys Bermuda Shorts Size 16 EUC
      Nautica Madras Patchwork Plaid Boys Bermuda Shorts Size 16 EUC
      Opens in a new window or tab
      Pre-Owned
      $14.96
      Was: $19.9525% off
      Buy It Now
      +$8.71 delivery
      Located in United States
      Sponsored
    • Tommy Hilfiger Youth Board Shorts XL (20) 30X12 Red Coral Elastic And Drawstring
      Tommy Hilfiger Youth Board Shorts XL (20) 30X12 Red Coral Elastic And Drawstring
      Opens in a new window or tab
      Pre-Owned
      $9.99
      Buy It Now
      Free delivery
      Located in United States
      Sponsored
    • Vineyard Vines Stretch Breaker Sea Swell Green Shorts Boys Sz 16 NWT
      Vineyard Vines Stretch Breaker Sea Swell Green Shorts Boys Sz 16 NWT
      Opens in a new window or tab
      Brand New
      $19.00
      0 bids · Time left6d 13h
      +$8.71 delivery
      Located in United States
      Sponsored
    • Captain America Everlast Starting Point Shorts Sz 8 Small S Lot Longer Length
      Captain America Everlast Starting Point Shorts Sz 8 Small S Lot Longer Length
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$7.95 delivery
      Located in United States
      Sponsored
    • Vineyard Vines Shorts Boys Size 16 Sailor Red Shorts Stretch NEW
      Vineyard Vines Shorts Boys Size 16 Sailor Red Shorts Stretch NEW
      Opens in a new window or tab
      Brand New
      $19.79
      Was: $21.9910% off
      or Best Offer
      +$7.99 delivery
      Located in United States
      Sponsored
    • NWT Polo Ralph Lauren Boys Stretch Seersucker Shorts Classic Preppy Summer 20
      NWT Polo Ralph Lauren Boys Stretch Seersucker Shorts Classic Preppy Summer 20
      Opens in a new window or tab
      Brand New
      $20.00
      Buy It Now
      +$8.30 delivery
      Located in United States
      Sponsored
    • Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat Front
      Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat Front
      Opens in a new window or tab
      Pre-Owned
      $8.58
      Was: $10.7220% off
      or Best Offer
      +$6.90 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • 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 to $26.99
      Buy It Now
      Free delivery in 2-4 days
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • NWT, Tony Hawk, Black, Cargo, Stretch, Flex Shorts-Boys Size 8
      NWT, Tony Hawk, Black, Cargo, Stretch, Flex Shorts-Boys Size 8
      Opens in a new window or tab
      Brand New
      $12.00
      0 bids · Time left2d 9h
      or Best Offer
      Free delivery
      Located in United States
      Sponsored
    • Johnnie-O Prep-Formance Youth Shorts 16 Stone Color
      Johnnie-O Prep-Formance Youth Shorts 16 Stone Color
      Opens in a new window or tab
      Pre-Owned
      $29.00
      or Best Offer
      +$7.00 delivery
      Located in United States
      Sponsored
    • VTG Polo by Ralph Lauren Youth Shorts Size 16 Tartan Plaid Lightweight Cotton
      VTG Polo by Ralph Lauren Youth Shorts Size 16 Tartan Plaid Lightweight Cotton
      Opens in a new window or tab
      Pre-Owned
      $15.98
      Was: $19.9820% off
      or Best Offer
      +$5.02 delivery
      Located in United States
      Sponsored
    • Gap Kids Boys Size 8 Light Gray Chino Shorts 100% Cotton Adjustable Waist
      Gap Kids Boys Size 8 Light Gray Chino Shorts 100% Cotton Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $5.00
      or Best Offer
      +$6.02 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Khaki Shorts Boys 16 Beige Flat Front Chino Casual Youth
      Polo Ralph Lauren Khaki Shorts Boys 16 Beige Flat Front Chino Casual Youth
      Opens in a new window or tab
      Pre-Owned
      $11.81
      Was: $16.8730% off
      or Best Offer
      +$6.49 delivery
      Located in United States
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • 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
      $23.08
      Was: $32.9730% off
      or Best Offer
      +$9.99 delivery
      Located in United States
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boys Salmon Cotton Chino Shorts Summer Casual Preppy Size 16
      Vineyard Vines Boys Salmon Cotton Chino Shorts Summer Casual Preppy Size 16
      Opens in a new window or tab
      Pre-Owned
      $23.75
      or Best Offer
      +$5.02 delivery
      Located in United States
      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
      $11.99
      Was: $14.9920% off
      or Best Offer
      +$5.00 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat Front
      Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat Front
      Opens in a new window or tab
      Pre-Owned
      $8.48
      Was: $10.6020% off
      or Best Offer
      +$6.90 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • NWT Lands' End Boys Wrinkle Resistant Cotton Chino Shorts Navy Blue Size 8 , 12
      NWT Lands' End Boys Wrinkle Resistant Cotton Chino Shorts Navy Blue Size 8 , 12
      Opens in a new window or tab
      Brand New
      $13.99
      Buy It Now
      +$5.99 delivery
      Located in United States
      Save up to 15% when you buy more
      Sponsored
    • Polo Ralph Lauren Big Boys' Size 20 Yellow Cotton Shorts elastic waist pockets
      Polo Ralph Lauren Big Boys' Size 20 Yellow Cotton Shorts elastic waist pockets
      Opens in a new window or tab
      Pre-Owned
      $16.38
      Was: $18.009% off
      Buy It Now
      +$8.75 delivery
      Located in United States
      Sponsored
    • Crazy 8 Plaid Patchwork Kids Shorts Size 8, Adjustable Waist, Pockets
      Crazy 8 Plaid Patchwork Kids Shorts Size 8, Adjustable Waist, Pockets
      Opens in a new window or tab
      Pre-Owned
      $4.50
      0 bids · Time left6d 17h
      $9.00
      Buy It Now
      +$7.10 delivery
      Located in United States
      Sponsored
    • (4) Boys Size 8 / 365 Kids Khaki Uniform School Shorts Lots
      (4) Boys Size 8 / 365 Kids Khaki Uniform School Shorts Lots
      Opens in a new window or tab
      New (Other)
      $33.95
      Buy It Now
      +$8.78 delivery
      Located in United States
      Sponsored
    • Old Navy Adjustable Waist Boys Size 16 Red Khaki School Shorts NEW #RN 54023
      Old Navy Adjustable Waist Boys Size 16 Red Khaki School Shorts NEW #RN 54023
      Opens in a new window or tab
      New (Other)
      $8.50
      Was: $10.0015% off
      or Best Offer
      +$4.50 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.99 delivery
      Located in United States
      Sponsored
    • Ralph Lauren Shorts Youth 20 Beige Straight Outdoor Preppy
      Ralph Lauren Shorts Youth 20 Beige Straight Outdoor Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.99 delivery
      Located in United States
      Free returns
      Sponsored
    • NEW Vineyard Vines Performance Breaker Shorts Size 8 Turf Green Preppy Coastal
      NEW Vineyard Vines Performance Breaker Shorts Size 8 Turf Green Preppy Coastal
      Opens in a new window or tab
      Brand New
      $28.00
      Buy It Now
      +$8.75 delivery
      Located in United States
      Sponsored
    • Baileys Pt Shorts Boys Youth 16 Blue Bermuda Thick Stitch Rockabilly Western
      Baileys Pt Shorts Boys Youth 16 Blue Bermuda Thick Stitch Rockabilly Western
      Opens in a new window or tab
      Pre-Owned
      $12.24
      or Best Offer
      +$6.99 delivery
      Located in United States
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Vineyard Vines Target Youth Boys Whale Logo Patchwork Chino Shorts Preppy XL 16
      Vineyard Vines Target Youth Boys Whale Logo Patchwork Chino Shorts Preppy XL 16
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$5.99 delivery
      Located in United States
      Sponsored
    • Carhartt Boys LWD Shorts Caviar Black Size XL 18/20
      Carhartt Boys LWD Shorts Caviar Black Size XL 18/20
      Opens in a new window or tab
      Brand New
      $13.00
      Buy It Now
      +$6.25 delivery
      Located in United States
      Sponsored
    • Vineyard Vines Boys Breaker Khaki Shorts Size 16 Performance School Uniform NEW
      Vineyard Vines Boys Breaker Khaki Shorts Size 16 Performance School Uniform NEW
      Opens in a new window or tab
      Brand New
      $14.99
      or Best Offer
      +$10.60 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Khaki Ripstop Cargo Shorts Youth Boys Size 20 (XL)
      Polo Ralph Lauren Khaki Ripstop Cargo Shorts Youth Boys Size 20 (XL)
      Opens in a new window or tab
      Pre-Owned
      $18.59
      Was: $19.997% off
      Buy It Now
      Free delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Cargo Shorts Boy's 16 Khaki Classic Chino Pockets Outdoor
      Polo Ralph Lauren Cargo Shorts Boy's 16 Khaki Classic Chino Pockets Outdoor
      Opens in a new window or tab
      Brand New
      $24.99
      Buy It Now
      +$6.99 delivery
      Located in United States
      Sponsored
    • NWT Polo Ralph Lauren Boys’ Sullivan Slim Cutoff Denim Short  Blue Denim Size 20
      NWT Polo Ralph Lauren Boys’ Sullivan Slim Cutoff Denim Short Blue Denim Size 20
      Opens in a new window or tab
      Brand New
      $29.97
      Buy It Now
      Free delivery
      Located in United States
      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
      $17.44
      or Best Offer
      +$5.94 delivery
      Located in United States
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Stretch Twill Prepster Chino Shorts, BLUE Size 16
      Polo Ralph Lauren Boys Stretch Twill Prepster Chino Shorts, BLUE Size 16
      Opens in a new window or tab
      Pre-Owned
      $5.90
      Buy It Now
      +$8.75 delivery
      Located in United States
      Sponsored
    • Gap Kids Cotton Multicolor Patchwork Preppy Madras Youth Boys Shorts  8
      Gap Kids Cotton Multicolor Patchwork Preppy Madras Youth Boys Shorts 8
      Opens in a new window or tab
      Pre-Owned
      $13.99
      or Best Offer
      +$10.20 delivery
      Located in United States
      Sponsored
    • Abercrombie Kids Black Sweat Shorts Boys Kids 7 / 8 Elastic Waist Drawstring
      Abercrombie Kids Black Sweat Shorts Boys Kids 7 / 8 Elastic Waist Drawstring
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$4.99 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Sz 8 Boys Patchwork Madrid Plaid Shorts
      Polo Ralph Lauren Sz 8 Boys Patchwork Madrid Plaid Shorts
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      +$4.74 delivery in 2-4 days
      Located in United States
      Sponsored
    • Lands' End Active Chino Shorts Boys Size 8 Husky Khaki Beige Adjustable Uniform
      Lands' End Active Chino Shorts Boys Size 8 Husky Khaki Beige Adjustable Uniform
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$9.02 delivery
      Located in United States
      Sponsored
    • NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)
      NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)
      Opens in a new window or tab
      Brand New
      $32.94
      or Best Offer
      +$5.99 delivery
      Located in United States
      Sponsored
    • NWT Ralph Lauren Polo Boys Denim Raw Hem Sullivan Fit Shorts - Size 16
      NWT Ralph Lauren Polo Boys Denim Raw Hem Sullivan Fit Shorts - Size 16
      Opens in a new window or tab
      Brand New
      $20.00
      Buy It Now
      +$8.71 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Spring II Beige Shorts w/Belt - NEW w/TAGS - Size 20 Boys
      Polo Ralph Lauren Spring II Beige Shorts w/Belt - NEW w/TAGS - Size 20 Boys
      Opens in a new window or tab
      Brand New
      $32.00
      or Best Offer
      +$7.10 delivery
      Located in United States
      Sponsored
    • Polo Ralph Lauren Cargo Shorts Youth Sz  20 Classic Polo Chino Ivory
      Polo Ralph Lauren Cargo Shorts Youth Sz 20 Classic Polo Chino Ivory
      Opens in a new window or tab
      Brand New
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