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    • PreppyRemove filter
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    • Vintage Polo Ralph Lauren Boys Size 10 Blue Chino Shorts
      Vintage Polo Ralph Lauren Boys Size 10 Blue Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $12.00
      Buy It Now
      +$6.55 delivery
      Sponsored
    • Ralph Lauren/Tommy Bahama short/swim trunk bundle size 10/12
      Ralph Lauren/Tommy Bahama short/swim trunk bundle size 10/12
      Opens in a new window or tab
      Pre-Owned
      $27.99
      or Best Offer
      +$8.71 delivery
      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
    • J. Crew Crewcuts Boys Shorts Size 14
      J. Crew Crewcuts Boys Shorts Size 14
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Boy’s Size 14 Prepster Blue Denim Jean Shorts Drawstring Pony
      Find similar itemsSee all the items on eBay that match this style
      Polo Ralph Lauren Boy’s Size 14 Prepster Blue Denim Jean Shorts Drawstring Pony
      Opens in a new window or tab
      Pre-Owned
      $29.95
      Buy It Now
      +$5.80 delivery
      Sponsored
    • Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht Summer
      Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht Summer
      Opens in a new window or tab
      Pre-Owned
      $14.55
      or Best Offer
      +$5.80 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
    • 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
      Opens in a new window or tab
      Pre-Owned
      $13.85
      or Best Offer
      +$6.98 delivery
      Extra 15% off with coupon
      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!
          Opens in a new window or tab
          $24.99
          vinchin1475 (1,022) 100%
        • Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform Chino
          Pure Stuff Shorts Boys 14 Navy Golf Preppy Church Pockets Cargo Uniform Chino
          Opens in a new window or tab
          $22.84
          connectedthreads (2,007) 99.6%
        • Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14)  $59.50
          Vineyard Vines Boys Cotton Summer Twill Club Shorts Antigua Green (14) $59.50
          Opens in a new window or tab
          $29.50
          coachjustyou (2,245) 100%
        • Short Bermuda Chino Pump Baggy Fabric Capri Shorts Child Boy 22673
          Short Bermuda Chino Pump Baggy Fabric Capri Shorts Child Boy 22673
          Opens in a new window or tab
          $19.33
          pbezler (55,981) 100%
        • Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14
          Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14
          Opens in a new window or tab
          $29.49
          coachjustyou (2,245) 100%
    • Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht Summer
      Vineyard Vines Shorts Boys size 14 Seer Sucker Stripe Chino Preppy Yacht Summer
      Opens in a new window or tab
      Pre-Owned
      $19.98
      or Best Offer
      +$5.99 delivery in 2-4 days
      Free returns
      Extra 10% off with coupon
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      Top Rated Plus
    • 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
      $21.59
      Was: $26.9920% off
      Buy It Now
      +$6.80 delivery
      Extra 20% off with coupon
      Sponsored
    • NWOT Gap Boys Linen Cotton Shorts Size 14 Blue Lightweight Resort Preppy Golf
      NWOT Gap Boys Linen Cotton Shorts Size 14 Blue Lightweight Resort Preppy Golf
      Opens in a new window or tab
      New (Other)
      $19.00
      or Best Offer
      +$5.00 delivery in 2-3 days
      Sponsored
    • Vintage Polo Jeans Co. Ralph Lauren Jean Shorts Boys 10 Black Denim Carpenter
      Vintage Polo Jeans Co. Ralph Lauren Jean Shorts Boys 10 Black Denim Carpenter
      Opens in a new window or tab
      Pre-Owned
      $24.95
      or Best Offer
      +$7.95 delivery
      Free returns
      Extra 10% off with coupon
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    • NWT Polo Ralph Lauren Bermuda Shorts Youth Boy 10 Beige Khaki Casual 100% Cotton
      NWT Polo Ralph Lauren Bermuda Shorts Youth Boy 10 Beige Khaki Casual 100% Cotton
      Opens in a new window or tab
      Brand New
      $19.99
      or Best Offer
      +$5.99 delivery
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    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)
      Opens in a new window or tab
      Pre-Owned
      $16.50
      Was: $22.0025% off
      or Best Offer
      +$6.99 delivery
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    • 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
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$4.84 delivery
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    • 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
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    • Lot of 3 GAP KIDS Boys Cargo Shorts Khaki Navy Blue Green Size 10 Regular
      Lot of 3 GAP KIDS Boys Cargo Shorts Khaki Navy Blue Green Size 10 Regular
      Opens in a new window or tab
      Pre-Owned
      $24.50
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      +$9.90 delivery
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    • Vineyard Vines Performance Boy’s Shorts Chino Size 14 Adjustable Waist 9” Inseam
      Vineyard Vines Performance Boy’s Shorts Chino Size 14 Adjustable Waist 9” Inseam
      Opens in a new window or tab
      Pre-Owned
      $14.00
      or Best Offer
      +$12.71 delivery
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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
      Opens in a new window or tab
      Brand New
      $13.95
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      +$6.95 delivery in 2-4 days
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    • Seersucker Size 10
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      New (Other)
      $59.99
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      +$4.84 delivery
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    • Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered Logo
      Polo Ralph Lauren Shorts Youth Boys 14 Khaki Bear All Over Embroidered Logo
      Opens in a new window or tab
      Pre-Owned
      $19.95
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      +$9.45 delivery
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    • J.Crew Crewcuts Boys Khaki Cotton Chino Shorts Adjustable Waist Boys Size 14
      J.Crew Crewcuts Boys Khaki Cotton Chino Shorts Adjustable Waist Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $9.00
      0 bids · Time left3d 10h
      or Best Offer
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    • Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 Embroidered
      Vintage Coogi Jean Shorts Boys JNCO Style Baggy Y2K 90s Skater Sz 14 Embroidered
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      Pre-Owned
      $37.50
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      +$5.99 delivery
      Free returns
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    • Lot 3 Lands End Boys Khaki Chinos Shorts School Uniform Size 10
      Lot 3 Lands End Boys Khaki Chinos Shorts School Uniform Size 10
      Opens in a new window or tab
      Pre-Owned
      $16.49
      Was: $21.9925% off
      or Best Offer
      +$10.00 delivery
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    • NWT Cat & Jack Boys Blue Flat Front Stretch Shorts Adjustable Waist Sz 10
      NWT Cat & Jack Boys Blue Flat Front Stretch Shorts Adjustable Waist Sz 10
      Opens in a new window or tab
      Brand New
      $7.50
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      +$4.84 delivery
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    • Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!
      Vineyard Vines Size 14 Blue Boys Performance Shorts! NWT! Great Buy!
      Opens in a new window or tab
      Brand New
      $22.99
      or Best Offer
      +$8.84 delivery
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    • Polo Ralph Lauren Boys Prepster Shorts Sz 14 Chambray Blue
      Polo Ralph Lauren Boys Prepster Shorts Sz 14 Chambray Blue
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$9.91 delivery
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    • 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
      Extra 26% off with coupon
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      Top Rated Plus
    • Lot of 3 Boys Cargo Shorts, Polo Ralph Lauren Athletic Shorts Size 10
      Lot of 3 Boys Cargo Shorts, Polo Ralph Lauren Athletic Shorts Size 10
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      $12.00
      or Best Offer
      +$8.71 delivery
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    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 (10" Inseam)
      Opens in a new window or tab
      Pre-Owned
      $16.50
      Was: $22.0025% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 14
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $18.75
      Was: $25.0025% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • JANIE AND JACK BLACK SHORTS BOYS SIZE 7 PERFORMANCE STRETCH
      JANIE AND JACK BLACK SHORTS BOYS SIZE 7 PERFORMANCE STRETCH
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Indian Madras Plaid Patchwork Shorts Bermuda Boys Youth 14
      Polo Ralph Lauren Indian Madras Plaid Patchwork Shorts Bermuda Boys Youth 14
      Opens in a new window or tab
      Pre-Owned
      $24.99
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      +$4.84 delivery
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    • Wonder Nation Boys Khaki Cargo Shorts Sz 14
      Wonder Nation Boys Khaki Cargo Shorts Sz 14
      Opens in a new window or tab
      Pre-Owned
      $11.52
      Was: $12.8010% off
      or Best Offer
      +$8.71 delivery
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    • Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14
      Polo Ralph Lauren Bear Ralph's Tigers Drawstring Shorts Preppy Boys Youth Sz 14
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$5.25 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18
      Opens in a new window or tab
      Pre-Owned
      $5.00
      Buy It Now
      +$6.55 delivery
      Sponsored
    • Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach Golf
      Ralph Lauren Boys Size 14 Bermuda Shorts Pink Plaid Preppy Easter Beach Golf
      Opens in a new window or tab
      Pre-Owned
      $13.99
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      +$7.01 delivery
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    • Vineyard Vines Shorts Youth Boys Size 14 Khaki Shorts (N3)
      Vineyard Vines Shorts Youth Boys Size 14 Khaki Shorts (N3)
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14
      Polo Ralph Lauren Blue Drawstring Preppy Shorts Boy's Size 14
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$7.00 delivery
      Extra 15% off with coupon
      Sponsored
    • 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
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    • 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
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      +$6.95 delivery
      Free returns
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    • Vineyard Vines Boys Pastel Plaid Shorts Adj Waist Size 7
      Vineyard Vines Boys Pastel Plaid Shorts Adj Waist Size 7
      Opens in a new window or tab
      Pre-Owned
      $16.95
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      +$6.55 delivery
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    • Polo Ralph Lauren Shorts Youth 7 Green Blue Vintage Plaid Preppy Classic Chino
      Polo Ralph Lauren Shorts Youth 7 Green Blue Vintage Plaid Preppy Classic Chino
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$4.84 delivery
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    • Vintage 1990s Polo Ralph Lauren Shorts Boys Sz 14 Cotten Bermuda Shorts Striped
      Vintage 1990s Polo Ralph Lauren Shorts Boys Sz 14 Cotten Bermuda Shorts Striped
      Opens in a new window or tab
      Pre-Owned
      $10.49
      Was: $14.9930% off
      or Best Offer
      +$5.80 delivery
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    • Lands’ End Boys Bermuda Shorts Size 10-14 Lot of 2 Summer Beach Vacation
      Lands’ End Boys Bermuda Shorts Size 10-14 Lot of 2 Summer Beach Vacation
      Opens in a new window or tab
      Pre-Owned
      $11.90
      or Best Offer
      +$5.65 delivery
      Free returns
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    • J Crew Crewcuts Boys Classic Chino Bermuda Shorts Blue Adjustable Waist Size 7
      J Crew Crewcuts Boys Classic Chino Bermuda Shorts Blue Adjustable Waist Size 7
      Opens in a new window or tab
      Pre-Owned
      $15.44
      or Best Offer
      +$5.54 delivery
      Free returns
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    • J Crew Crewcuts Seersucker Shorts Boys Size 10 Green White Striped 100% Cotton
      J Crew Crewcuts Seersucker Shorts Boys Size 10 Green White Striped 100% Cotton
      Opens in a new window or tab
      Brand New
      $18.99
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Old Navy Shorts Boys Kids Tan Khaki Bermuda Uniform Summer Casual Shorts Sz 10
      Old Navy Shorts Boys Kids Tan Khaki Bermuda Uniform Summer Casual Shorts Sz 10
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Vineyard Vines Performance Shorts Boys Gray Size 14
      Vineyard Vines Performance Shorts Boys Gray Size 14
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$5.49 delivery
      Extra 12% off with coupon
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    • Old Navy Shorts Boys Blue Pin Striped Casual Classic Bermuda Style Shorts Sz 10
      Old Navy Shorts Boys Blue Pin Striped Casual Classic Bermuda Style Shorts Sz 10
      Opens in a new window or tab
      Pre-Owned
      $12.00
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      +$4.71 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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      +$5.99 delivery
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    • Vineyard Vines Red Blue Plaid Seersucker Shorts Boys Size 10
      Vineyard Vines Red Blue Plaid Seersucker Shorts Boys Size 10
      Opens in a new window or tab
      Pre-Owned
      $15.00
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      +$4.84 delivery
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    • 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
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      +$5.99 delivery
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    • Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids Preppy
      Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids Preppy
      Opens in a new window or tab
      Brand New
      $19.95
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      +$4.84 delivery
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    • Crewcuts Shorts Boys Size 7 Green Fish Pattern Playful Coastal Preppy Casual
      Crewcuts Shorts Boys Size 7 Green Fish Pattern Playful Coastal Preppy Casual
      Opens in a new window or tab
      Pre-Owned
      $15.20
      or Best Offer
      +$7.99 delivery
      Free returns
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      Top Rated Plus
    • Old Navy Cargo Shorts Boys SIZE 10 Reg x 9” inseam Tan Beige Adjustable Waist
      Old Navy Cargo Shorts Boys SIZE 10 Reg x 9” inseam Tan Beige Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $5.81
      Was: $6.257% off
      or Best Offer
      +$5.21 delivery
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    • Vineyard Vines Boys Shorts Seersucker Party Breaker Short 14 Sailors Red Blue
      Vineyard Vines Boys Shorts Seersucker Party Breaker Short 14 Sailors Red Blue
      Opens in a new window or tab
      Brand New
      $21.24
      Was: $24.9915% off
      Buy It Now
      +$4.57 delivery
      Free returns
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      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
      $19.95
      or Best Offer
      +$4.84 delivery
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    • NWT Polo Ralph Lauren Kids Size 7 (S) Blue Cotton Shorts Toddler Palm Trees
      NWT Polo Ralph Lauren Kids Size 7 (S) Blue Cotton Shorts Toddler Palm Trees
      Opens in a new window or tab
      Brand New
      $22.06
      Buy It Now
      +$5.79 delivery
      Extra 16% off with coupon
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    • Gap Kids Shorts Boy's 10 Regular Multicolor Madras Adjustable Waist Vacation NWT
      Gap Kids Shorts Boy's 10 Regular Multicolor Madras Adjustable Waist Vacation NWT
      Opens in a new window or tab
      Brand New
      $22.49
      Was: $24.9910% off
      Buy It Now
      +$11.00 delivery
      Extra 20% off with coupon
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    • Polo Ralph Lauren Shorts Boys 7 Khaki Flat Front Classic Polo Chino Stretch
      Polo Ralph Lauren Shorts Boys 7 Khaki Flat Front Classic Polo Chino Stretch
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$4.84 delivery
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    • NWT J Crew Crewcuts Factory Boys Gramercy Shorts 14 Flex Chino Navy Blue
      NWT J Crew Crewcuts Factory Boys Gramercy Shorts 14 Flex Chino Navy Blue
      Opens in a new window or tab
      Brand New
      $20.00
      or Best Offer
      +$7.35 delivery
      Free returns
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    • Lands' End Active Chino Shorts Boys Size 7 Khaki Beige Adjustable Uniform
      Lands' End Active Chino Shorts Boys Size 7 Khaki Beige Adjustable Uniform
      Opens in a new window or tab
      Pre-Owned
      $11.99
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      +$4.84 delivery
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    • Polo Ralph Lauren Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14
      Polo Ralph Lauren Boys Bermuda Shorts Preppy Casual Summer Belted Yellow Sz 14
      Opens in a new window or tab
      Brand New
      $30.79
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