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    • Category

      • Boys' Clothing (Sizes 4 & Up)
        • Selected categoryShorts
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        SMLXL4567Filter Applied810Filter Applied10-121214161820
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        • Preppy (38) Items (38)
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38 results

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  • New with tags
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  • Shop on eBay
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    Brand New
    $20.00
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    or Best Offer
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    • Fit: Not SpecifiedRemove filter
    • PreppyRemove filter
    • Size: 7Remove filter
    • Size: 10Remove filter
    • Clear AllFilters
    • 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
    • Boys Sz 7 POLO Ralph Lauren Summer Lot Paint Splatter Bermuda Polo Shorts
      Boys Sz 7 POLO Ralph Lauren Summer Lot Paint Splatter Bermuda Polo Shorts
      Opens in a new window or tab
      Pre-Owned
      $55.00
      Buy It Now
      +$6.84 delivery
      Sponsored
    • Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16
      Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16
      Opens in a new window or tab
      Brand New
      $29.49
      Buy It Now
      Free delivery
      Free returns
      1+ watchers
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Plaid Madras Cotton Shorts Blue Red Kids Size 10
      Polo Ralph Lauren Plaid Madras Cotton Shorts Blue Red Kids Size 10
      Opens in a new window or tab
      Pre-Owned
      $11.99
      Was: $15.9925% off
      Buy It Now
      +$4.99 delivery
      Sponsored
    • Izod Boys Sz 10 Shorts Colorful Plaid Adjustable Waist 100% Cotton Preppy Summer
      Find similar itemsSee all the items on eBay that match this style
      Izod Boys Sz 10 Shorts Colorful Plaid Adjustable Waist 100% Cotton Preppy Summer
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$6.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Janie and Jack Boys Size 7 / Plaid Short, adjustable waist, Field Green and Navy
      Janie and Jack Boys Size 7 / Plaid Short, adjustable waist, Field Green and Navy
      Opens in a new window or tab
      Pre-Owned
      $8.99
      or Best Offer
      +$4.99 delivery in 2-4 days
      Sponsored
    • GAP Golf Shorts Boy Size 10 Athletic Gray Blue Khaki Adjustable waist Preppy
      GAP Golf Shorts Boy Size 10 Athletic Gray Blue Khaki Adjustable waist Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.45
      or Best Offer
      +$5.65 delivery
      Sponsored
    • Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable Waist
      Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $24.00
      or Best Offer
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • GapKids Cotton Cargo Patchwork Madras Boys Shorts size 10
      GapKids Cotton Cargo Patchwork Madras Boys Shorts size 10
      Opens in a new window or tab
      Pre-Owned
      $19.98
      or Best Offer
      +$7.80 delivery
      Free returns
      Sponsored
    • Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts 10/12
      Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts 10/12
      Opens in a new window or tab
      Brand New
      $12.59
      Was: $17.9930% off
      or Best Offer
      Free 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
    • Crewcuts Boys Size 7 Navy Blue 100% Linen Shorts Coastal Preppy Adjustable Waist
      Crewcuts Boys Size 7 Navy Blue 100% Linen Shorts Coastal Preppy Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $13.49
      Was: $14.9910% off
      or Best Offer
      +$4.95 delivery in 2-4 days
      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 left6d 21h
      or Best Offer
      +$4.99 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys Sz 10 Chino Khaki Casual
      Polo Ralph Lauren Shorts Boys Sz 10 Chino Khaki Casual
      Opens in a new window or tab
      Pre-Owned
      $15.25
      or Best Offer
      +$6.80 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Childrens Place Boys Plaid Shorts Size 7
      Childrens Place Boys Plaid Shorts Size 7
      Opens in a new window or tab
      Brand New
      $13.95
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 7 Blue Straight Leg Preppy Casual Pockets Cotton
      Polo Ralph Lauren Shorts Boys 7 Blue Straight Leg Preppy Casual Pockets Cotton
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.65 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
      $17.40
      Was: $20.0013% off
      or Best Offer
      +$6.99 delivery
      Extra 20% off with coupon
      Sponsored
    • Polo Ralph Lauren Plaid Shorts Boys 12 Cotton Preppy Coastal Academia Summer
      Polo Ralph Lauren Plaid Shorts Boys 12 Cotton Preppy Coastal Academia Summer
      Opens in a new window or tab
      Pre-Owned
      $19.88
      or Best Offer
      +$6.30 delivery
      Sponsored
    • Garanimals Boys Sz 7 Shorts Gray Checkered Pull On 100% Cotton Preppy Summer
      Garanimals Boys Sz 7 Shorts Gray Checkered Pull On 100% Cotton Preppy Summer
      Opens in a new window or tab
      Pre-Owned
      $7.00
      or Best Offer
      +$6.00 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • All In Motion Boys Sz 10 Golf Shorts Blue Gray Active Activewear Preppy Stretch
      All In Motion Boys Sz 10 Golf Shorts Blue Gray Active Activewear Preppy Stretch
      Opens in a new window or tab
      Brand New
      $16.95
      or Best Offer
      +$5.40 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
    • Crewcuts Factory Tan Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy Easter
      Crewcuts Factory Tan Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy Easter
      Opens in a new window or tab
      Pre-Owned
      $17.40
      Was: $20.0013% off
      or Best Offer
      +$6.99 delivery
      Extra 20% off with coupon
      Sponsored
    • HAWK Gray Checkered Preppy Shorts Youth Boys Size 7
      HAWK Gray Checkered Preppy Shorts Youth Boys Size 7
      Opens in a new window or tab
      Pre-Owned
      $5.40
      Was: $6.0010% off
      or Best Offer
      +$5.50 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Abercrombie Kids Shorts Boys 10 Tan Cargo Preppy
      Abercrombie Kids Shorts Boys 10 Tan Cargo Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$10.10 delivery
      Sponsored
    • Nautica XLarge 7x Boys Shorts Orange And Blue Dress Summer Preppy
      Nautica XLarge 7x Boys Shorts Orange And Blue Dress Summer Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$5.99 delivery
      Sponsored
    • NWT Tommy Hilfiger Belted Chino Shorts Khaki Size 10
      NWT Tommy Hilfiger Belted Chino Shorts Khaki Size 10
      Opens in a new window or tab
      Brand New
      $19.95
      or Best Offer
      +$5.95 delivery in 2-4 days
      Sponsored
    • Mini Boden Corduroy Shorts Boys 7Y Youth Orange Bermuda Cut Offs Coastal Beach*
      Mini Boden Corduroy Shorts Boys 7Y Youth Orange Bermuda Cut Offs Coastal Beach*
      Opens in a new window or tab
      Pre-Owned
      $6.82
      Was: $17.0660% off
      or Best Offer
      +$6.49 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Jumping Beans Boys Sz 7 Striped Pull On Shorts 100% Cotton Preppy
      Jumping Beans Boys Sz 7 Striped Pull On Shorts 100% Cotton Preppy
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$6.00 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • NWT Peek Boys Plaid Cotton Shorts Size 10 With Pockets Holiday Preppy Photos
      NWT Peek Boys Plaid Cotton Shorts Size 10 With Pockets Holiday Preppy Photos
      Opens in a new window or tab
      Brand New
      $18.99
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Boy’s Size 10 Blue and White Seersucker Shorts
      Polo Ralph Lauren Boy’s Size 10 Blue and White Seersucker Shorts
      Opens in a new window or tab
      Pre-Owned
      $18.00
      Was: $24.0025% off
      or Best Offer
      +$8.00 delivery
      Sponsored
    • Polo Ralph Lauren Navy Blue Boy 10 Blue Pony Preppy Parachute Rugby Twill Shorts
      Polo Ralph Lauren Navy Blue Boy 10 Blue Pony Preppy Parachute Rugby Twill Shorts
      Opens in a new window or tab
      Pre-Owned
      $10.79
      Was: $11.9910% off
      or Best Offer
      +$6.95 delivery
      Sponsored
    • Red Snap Belted Plaid Cargo Shorts Size 10 Blue Red  EUC Casual Preppy Cotton
      Red Snap Belted Plaid Cargo Shorts Size 10 Blue Red EUC Casual Preppy Cotton
      Opens in a new window or tab
      Pre-Owned
      $10.99
      Buy It Now
      +$6.90 delivery
      Sponsored
    • Lands' End Boy's 10 Tangerine Orange Shorts Chino Cotton Adjustable Waist Preppy
      Lands' End Boy's 10 Tangerine Orange Shorts Chino Cotton Adjustable Waist Preppy
      Opens in a new window or tab
      Pre-Owned
      $12.00
      Buy It Now
      +$7.00 delivery in 2-4 days
      Sponsored
    • Preppy Zara boys khaki basic tan shorts for school  sz 9/10
      Preppy Zara boys khaki basic tan shorts for school sz 9/10
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$14.25 delivery
      Sponsored
    • Children's Place Boys Shorts navy blue (size 7) adjust. waist
      Children's Place Boys Shorts navy blue (size 7) adjust. waist
      Opens in a new window or tab
      Pre-Owned
      $4.99
      or Best Offer
      +$4.99 delivery
      Sponsored
    • Gap Kids Boys Khaki Shark Print Shorts Size 7 Preppy
      Gap Kids Boys Khaki Shark Print Shorts Size 7 Preppy
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      Free delivery
      Sponsored
    • OshKosh Boys Size 10 Pink Red Draw String Elastic Cargo Preppy Dressy Shorts
      OshKosh Boys Size 10 Pink Red Draw String Elastic Cargo Preppy Dressy Shorts
      Opens in a new window or tab
      Pre-Owned
      $13.99
      Buy It Now
      Free delivery
      Sponsored
    • Hartstrings 10 Boys Shorts Dress Preppy Plaid Madras Blue White Green Patchwork
      Hartstrings 10 Boys Shorts Dress Preppy Plaid Madras Blue White Green Patchwork
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Polo Ralph Lauren Madras Patchwork Prospect & Preppy plaid shorts boy's size 10
      Polo Ralph Lauren Madras Patchwork Prospect & Preppy plaid shorts boy's size 10
      Opens in a new window or tab
      Pre-Owned
      $23.00
      or Best Offer
      +$8.71 delivery
      Sponsored
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