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    • Category

      • Boys' Clothing (Sizes 4 & Up)
        • Selected categoryShorts
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        SMLXL456781010-12121416Filter Applied18Filter Applied20
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32 results

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    • Size: 18Remove filter
    • Size: 16Remove filter
    • Fit: Not SpecifiedRemove filter
    • PreppyRemove filter
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    • 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 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
      $19.96
      Was: $24.9520% off
      or Best Offer
      +$6.75 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Brooks Brothers Shorts Youth Boy 18 Patchwork Plaid Cotton 28x10 Preppy Academia
      Brooks Brothers Shorts Youth Boy 18 Patchwork Plaid Cotton 28x10 Preppy Academia
      Opens in a new window or tab
      Pre-Owned
      $15.71
      Was: $26.1840% off
      or Best Offer
      +$5.26 delivery
      Sponsored
    • Boys Vineyard Vines Hawaiian Print Shorts 100% Cotton Size 16 * Large * X Large
      Boys Vineyard Vines Hawaiian Print Shorts 100% Cotton Size 16 * Large * X Large
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$6.80 delivery
      Sponsored
    • Abercrombie Kids Shorts Boys Size 16 Grey White Checkered Plaid Preppy Cotton
      Find similar itemsSee all the items on eBay that match this style
      Abercrombie Kids Shorts Boys Size 16 Grey White Checkered Plaid Preppy Cotton
      Opens in a new window or tab
      Pre-Owned
      $12.49
      or Best Offer
      +$4.84 delivery
      Sponsored
    • 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
    • Vineyard Vines Performance Shorts Boys 16 Pink Breathable
      Vineyard Vines Performance Shorts Boys 16 Pink Breathable
      Opens in a new window or tab
      Pre-Owned
      $12.23
      or Best Offer
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines NWT Boy’s Size 16 Blue Embroidered Lacrosse Preppy Cotton Shorts
      Vineyard Vines NWT Boy’s Size 16 Blue Embroidered Lacrosse Preppy Cotton Shorts
      Opens in a new window or tab
      Brand New
      $19.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Properly Tied Boys shorts size 16 Salmon Dress Preppy School
      Properly Tied Boys shorts size 16 Salmon Dress Preppy School
      Opens in a new window or tab
      Pre-Owned
      $13.13
      Was: $17.2724% off
      or Best Offer
      +$6.55 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
      Sponsored
      Top Rated Plus
    • Vineyard Vines by Shep & Ian Boys Coral Chino Shorts Size 18
      Vineyard Vines by Shep & Ian Boys Coral Chino Shorts Size 18
      Opens in a new window or tab
      Pre-Owned
      $9.95
      or Best Offer
      +$5.85 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Brand New
      $25.00
      or Best Offer
      Free delivery in 2-4 days
      Sponsored
    • Polo Ralph Lauren Bermuda Shorts Boy's Size 16 Blue Emboidered Flags Preppy
      Polo Ralph Lauren Bermuda Shorts Boy's Size 16 Blue Emboidered Flags Preppy
      Opens in a new window or tab
      Pre-Owned
      $13.00
      Buy It Now
      +$5.50 delivery
      Sponsored
    • POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton Chino
      POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton Chino
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$12.71 delivery
      Sponsored
    • Levis Carpenter Shorts Boys 16R Classiccore Blue Denim Normcore Preppy
      Levis Carpenter Shorts Boys 16R Classiccore Blue Denim Normcore Preppy
      Opens in a new window or tab
      Pre-Owned
      $9.00
      or Best Offer
      +$10.25 delivery
      Sponsored
    • Vineyard Vines Boy Stretch Breaker Shorts Size 16 Khaki Chino Preppy New
      Vineyard Vines Boy Stretch Breaker Shorts Size 16 Khaki Chino Preppy New
      Opens in a new window or tab
      Brand New
      $27.99
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vans Brown Multicolor Plaid Boys Shorts Size 18
      Vans Brown Multicolor Plaid Boys Shorts Size 18
      Opens in a new window or tab
      Pre-Owned
      $4.00
      0 bids · Time left3d 21h
      +$5.21 delivery
      Sponsored
    • Sz 18 Husky Boys Shorts, Khaki Chino 10" Inseam Flat Front New
      Sz 18 Husky Boys Shorts, Khaki Chino 10" Inseam Flat Front New
      Opens in a new window or tab
      New (Other)
      $10.99
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Wonder Nation Boys Sz 18 Shorts Blue Flat Front Chino Stretch Adjustable Preppy
      Wonder Nation Boys Sz 18 Shorts Blue Flat Front Chino Stretch Adjustable Preppy
      Opens in a new window or tab
      Pre-Owned
      $7.00
      or Best Offer
      +$7.00 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • POLO RALPH LAUREN Boys Belted Bermuda Shorts Size 16 Navy Blue NEW Chino Uniform
      POLO RALPH LAUREN Boys Belted Bermuda Shorts Size 16 Navy Blue NEW Chino Uniform
      Opens in a new window or tab
      New (Other)
      $20.00
      or Best Offer
      +$5.95 delivery
      Extra 15% off with coupon
      Sponsored
    • Boys Plaid Bermuda Shorts Gray Cargo Cream Black Adjustable Waist Preppy Size 16
      Boys Plaid Bermuda Shorts Gray Cargo Cream Black Adjustable Waist Preppy Size 16
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$9.25 delivery
      Sponsored
    • Levis Cargo Shorts Youth 16 Adjustable waist Khaki Tan Brown Boys Preppy Western
      Levis Cargo Shorts Youth 16 Adjustable waist Khaki Tan Brown Boys Preppy Western
      Opens in a new window or tab
      Pre-Owned
      $17.54
      Was: $21.9320% off
      or Best Offer
      +$8.19 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Pink Preppy Bermuda Long Shorts boys 18
      Polo Ralph Lauren Pink Preppy Bermuda Long Shorts boys 18
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$8.90 delivery
      Sponsored
    • Vineyard Vines boys shorts sz 16 blue green plaid VV wakehurst club shorts
      Vineyard Vines boys shorts sz 16 blue green plaid VV wakehurst club shorts
      Opens in a new window or tab
      Brand New
      $46.62
      Was: $60.5423% off
      or Best Offer
      +$9.45 delivery
      Sponsored
    • Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 16 Beige Preppy Golf Pony
      Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 16 Beige Preppy Golf Pony
      Opens in a new window or tab
      Pre-Owned
      $29.99
      or Best Offer
      +$10.10 delivery
      Sponsored
    • Polo Ralph Lauren Boys Shorts 16 Preppy Pink Salmon Cotton Adjustable Waist
      Polo Ralph Lauren Boys Shorts 16 Preppy Pink Salmon Cotton Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $22.64
      Was: $23.835% off
      or Best Offer
      +$5.80 delivery
      Free returns
      Extra 25% off with coupon
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boys Classic Club | Breaker | Blue Twill Shorts Sz 16
      Vineyard Vines Boys Classic Club | Breaker | Blue Twill Shorts Sz 16
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Boys Ralph Lauren Classic Polo Chino Shorts 18 29 in waist White Navy Ponys Golf
      Boys Ralph Lauren Classic Polo Chino Shorts 18 29 in waist White Navy Ponys Golf
      Opens in a new window or tab
      Pre-Owned
      $22.07
      Was: $23.998% off
      or Best Offer
      +$5.25 delivery
      Sponsored
    • Vineyard Vines Boys Gamefish Embroidered Seersucker Shorts Breaker Blue Size 16
      Vineyard Vines Boys Gamefish Embroidered Seersucker Shorts Breaker Blue Size 16
      Opens in a new window or tab
      Brand New
      $39.00
      Buy It Now
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green  $59.50
      Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50
      Opens in a new window or tab
      Brand New
      $34.49
      Buy It Now
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines pink preppy flat front kids 16 long shorts
      Vineyard Vines pink preppy flat front kids 16 long shorts
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$7.79 delivery
      Sponsored
    • Vineyard Vines Blue Embroidered Fish Breaker Shorts size Boy's 16 Coastal Preppy
      Vineyard Vines Blue Embroidered Fish Breaker Shorts size Boy's 16 Coastal Preppy
      Opens in a new window or tab
      Pre-Owned
      $28.00
      or Best Offer
      +$6.00 delivery
      Sponsored
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