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    • PreppyRemove filter
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    • Chubbies Shorts Youth Blue Black Small 6" Inseam Preppy Prep Casual Athleisure
      Chubbies Shorts Youth Blue Black Small 6" Inseam Preppy Prep Casual Athleisure
      Opens in a new window or tab
      Pre-Owned
      $19.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 14 Brown Khaki Cargo Baggy Loose Skater Youth PRL
      Polo Ralph Lauren Shorts Boys 14 Brown Khaki Cargo Baggy Loose Skater Youth PRL
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Lot Of Boys Old Navy Chino Khaki Active Wear Shorts Sz Small 6/7 Tan Brown Gray
      Lot Of Boys Old Navy Chino Khaki Active Wear Shorts Sz Small 6/7 Tan Brown Gray
      Opens in a new window or tab
      Pre-Owned
      $13.75
      Was: $27.5050% off
      or Best Offer
      +$17.49 delivery
      Sponsored
    • Under Armour Chino Shorts Youth Boys 14 Blue Loose Drive Athletic Golf
      Under Armour Chino Shorts Youth Boys 14 Blue Loose Drive Athletic Golf
      Opens in a new window or tab
      Pre-Owned
      $17.79
      Was: $19.7710% off
      or Best Offer
      +$7.45 delivery
      Free returns
      Sponsored
    • Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      Find similar itemsSee all the items on eBay that match this style
      Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      Opens in a new window or tab
      Brand New
      $14.99
      List price: $30.9952% off
      Buy It Now
      Free delivery in 2-3 days
      Free returns
      Save up to 30% when you buy more
      Sponsored
    • Lot of 9 Boy's Youth Small 7 8 Athletic Shorts Adidas New Balance Nike Reebok
      Lot of 9 Boy's Youth Small 7 8 Athletic Shorts Adidas New Balance Nike Reebok
      Opens in a new window or tab
      Pre-Owned
      $50.00
      or Best Offer
      +$15.71 delivery
      Sponsored
    • Vineyard Vines by Shep & Ian Boy's Size 7 Flat Front Blue Casual Shorts Preppy
      Vineyard Vines by Shep & Ian Boy's Size 7 Flat Front Blue Casual Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.99
      Buy It Now
      +$5.99 delivery
      Sponsored
    • 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
      Pre-Owned
      $22.00
      or Best Offer
      +$8.84 delivery
      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 (1,025) 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 (2,029) 99.8%
        • 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 (2,247) 100%
        • 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
          $34.49
          coachjustyou (2,247) 100%
        • 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
          Opens in a new window or tab
          $24.99
          kusgen123 (18,982) 99.3%
        • 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 (2,247) 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
          $22.21
          pbezler (55,988) 99.6%
        • Boys Children Shorts Bermuda Hawaii Capri Leisure Short Pants 30046
          Boys Children Shorts Bermuda Hawaii Capri Leisure Short Pants 30046
          Opens in a new window or tab
          $26.43
          pbezler (55,988) 99.6%
    • 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
    • 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
    • Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double Knit
      Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double Knit
      Opens in a new window or tab
      Pre-Owned
      $28.99
      Buy It Now
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys Tan Flat Front Adjustable 8" Sz 14 Preppy Uniform
      Polo Ralph Lauren Shorts Boys Tan Flat Front Adjustable 8" Sz 14 Preppy Uniform
      Opens in a new window or tab
      Pre-Owned
      $21.00
      Buy It Now
      +$5.09 delivery
      Sponsored
    • Polo Ralph Lauren Khaki Shorts Youth Size 14 Boys NWT Beige Chino New
      Polo Ralph Lauren Khaki Shorts Youth Size 14 Boys NWT Beige Chino New
      Opens in a new window or tab
      Brand New
      $24.99
      or Best Offer
      +$5.00 delivery
      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
      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
    • 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
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • EUC Boys Vineyard Vines Striped Seersucker Shorts Sz-14
      EUC Boys Vineyard Vines Striped Seersucker Shorts Sz-14
      Opens in a new window or tab
      Pre-Owned
      $19.99
      Buy It Now
      Free delivery
      Sponsored
    • Polo Ralph Lauren Boys Shorts 14 Chino Khaki Tan Pony Logo Flat Front NWT
      Polo Ralph Lauren Boys Shorts 14 Chino Khaki Tan Pony Logo Flat Front NWT
      Opens in a new window or tab
      Brand New
      $20.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • 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
      Sponsored
    • Vineyard Vines Classic Embroidered Whale Seersucker Shorts Boys Sz 7 Preppy
      Vineyard Vines Classic Embroidered Whale Seersucker Shorts Boys Sz 7 Preppy
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$6.55 delivery
      Sponsored
    • O'Neill Hybrid Boy's Gray and Black Checkered Shorts - Size 26 -
      O'Neill Hybrid Boy's Gray and Black Checkered Shorts - Size 26 -
      Opens in a new window or tab
      Pre-Owned
      $4.00
      0 bids · Time left1h 47m
      $5.50
      Buy It Now
      +$3.99 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Kids Boys 14 Beige Khaki Bermuda
      Polo Ralph Lauren Shorts Kids Boys 14 Beige Khaki Bermuda
      Opens in a new window or tab
      Pre-Owned
      $15.20
      or Best Offer
      +$6.20 delivery
      Sponsored
    • 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
      $17.95
      Was: $19.9510% off
      Buy It Now
      +$9.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active Shorts
      Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active Shorts
      Opens in a new window or tab
      Brand New
      $24.99
      Buy It Now
      Free delivery
      Free returns
      Save up to 30% when you buy more
      Sponsored
    • Vineyard Vines Shorts Size S Kids
      Vineyard Vines Shorts Size S Kids
      Opens in a new window or tab
      Pre-Owned
      $1.99
      0 bids · Time left1d 9h
      $4.00
      Buy It Now
      +$4.84 delivery
      Sponsored
    • janie and jack boys size 14 pink polo and pink/blue plaid shorts
      janie and jack boys size 14 pink polo and pink/blue plaid shorts
      Opens in a new window or tab
      Pre-Owned
      $19.00
      0 bids · Time left6d 12h
      $24.70
      Buy It Now
      +$10.00 delivery
      Sponsored
    • Boys Wonder Nation Gray Tough Core Drawstring Shorts Size S(6-7) School Approved
      Boys Wonder Nation Gray Tough Core Drawstring Shorts Size S(6-7) School Approved
      Opens in a new window or tab
      Brand New
      $8.50
      Buy It Now
      Free delivery
      45 sold
      Sponsored
    • Polo Ralph Lauren Red Chino Shorts Drawstring Boy’s size XL 18/20 NWOT
      Polo Ralph Lauren Red Chino Shorts Drawstring Boy’s size XL 18/20 NWOT
      Opens in a new window or tab
      New (Other)
      $21.00
      or Best Offer
      +$12.19 delivery
      Sponsored
    • Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 14
      Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Vineyard Vines Shorts Boys Size 14 Beige Chino Casual Preppy Stretch Logo
      Vineyard Vines Shorts Boys Size 14 Beige Chino Casual Preppy Stretch Logo
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • Crewcuts Boys Pink and Blue Striped Bermuda Seersucker Shorts Size 14
      Crewcuts Boys Pink and Blue Striped Bermuda Seersucker Shorts Size 14
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$5.80 delivery
      Free returns
      Sponsored
    • Lands End Shorts Boys Size 14 Navy Blue Active School Uniform Bottoms Kids
      Lands End Shorts Boys Size 14 Navy Blue Active School Uniform Bottoms Kids
      Opens in a new window or tab
      Pre-Owned
      $16.00
      or Best Offer
      +$6.31 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys Size 14 Youth Khaki Beige Cargo Hiking Pockets
      Polo Ralph Lauren Shorts Boys Size 14 Youth Khaki Beige Cargo Hiking Pockets
      Opens in a new window or tab
      Pre-Owned
      $12.98
      or Best Offer
      +$5.99 delivery
      Sponsored
    • NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 14 PONY
      NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 14 PONY
      Opens in a new window or tab
      Brand New
      $36.99
      Buy It Now
      Free delivery
      Free returns
      20% off 3+
      Sponsored
      Top Rated Plus
    • Oshkosh B’gosh First Wave Boys Shorts Jean Denim Cargo Khaki Sz 7 Lot Of 3
      Oshkosh B’gosh First Wave Boys Shorts Jean Denim Cargo Khaki Sz 7 Lot Of 3
      Opens in a new window or tab
      Pre-Owned
      $30.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • 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 left17h 6m
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Janie & Jack Boys’ Linen Blend Shorts Blue Chambray Size 14 Stretch Waist
      Janie & Jack Boys’ Linen Blend Shorts Blue Chambray Size 14 Stretch Waist
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$4.41 delivery in 2-4 days
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    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14
      Opens in a new window or tab
      Pre-Owned
      $17.60
      Was: $22.0020% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring Preppy
      Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring Preppy
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$7.65 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 TWO PAIR PACK
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 14 TWO PAIR PACK
      Opens in a new window or tab
      Pre-Owned
      $25.00
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      +$9.39 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Pre-Owned
      $37.50
      or Best Offer
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys Size 14 Khaki Cotton Cargo Drawstring Youth
      Polo Ralph Lauren Shorts Boys Size 14 Khaki Cotton Cargo Drawstring Youth
      Opens in a new window or tab
      Pre-Owned
      $11.49
      or Best Offer
      +$7.35 delivery
      Free returns
      Extra 15% off with coupon
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      Top Rated Plus
    • Mini Boden Boys Classic Chino Shorts Blue Tan Lot of 2 Size 14 Read*
      Mini Boden Boys Classic Chino Shorts Blue Tan Lot of 2 Size 14 Read*
      Opens in a new window or tab
      Pre-Owned
      $26.00
      Buy It Now
      +$10.00 delivery
      Sponsored
    • 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
      or Best Offer
      +$4.57 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Under Armour Golf Shorts Boys Size 14 Chino Inseam Gray Heatgear
      Under Armour Golf Shorts Boys Size 14 Chino Inseam Gray Heatgear
      Opens in a new window or tab
      Pre-Owned
      $9.89
      0 bids · Time left2d 16h
      +$6.55 delivery
      Sponsored
    • Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWT
      Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWT
      Opens in a new window or tab
      Brand New
      $29.99
      or Best Offer
      +$7.25 delivery
      Last one
      Sponsored
    • Janie and Jack Seersucker Flat Front Chino Shorts Blue White Boys 7 NEW
      Janie and Jack Seersucker Flat Front Chino Shorts Blue White Boys 7 NEW
      Opens in a new window or tab
      Brand New
      $12.99
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    • Gap kids boys khaki cargo shorts size 14, new with tags W/ Adjustable Waist.
      Gap kids boys khaki cargo shorts size 14, new with tags W/ Adjustable Waist.
      Opens in a new window or tab
      Brand New
      $14.00
      or Best Offer
      +$8.00 delivery
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    • Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
      Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
      Opens in a new window or tab
      Pre-Owned
      $23.00
      or Best Offer
      +$4.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Adidas Pro Player Everlast Rawlings Boys Athletic Shorts Sz 7 Lot
      Adidas Pro Player Everlast Rawlings Boys Athletic Shorts Sz 7 Lot
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$7.35 delivery
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    • Boy 7 JANIE and JACK SHORTS Red White Blue PATCHWORK Checks Plaids:  100% COTTON
      Boy 7 JANIE and JACK SHORTS Red White Blue PATCHWORK Checks Plaids: 100% COTTON
      Opens in a new window or tab
      Pre-Owned
      $14.95
      or Best Offer
      +$6.55 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
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    • Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 7 anchor
      Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 7 anchor
      Opens in a new window or tab
      Pre-Owned
      $12.75
      or Best Offer
      +$6.90 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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    • Vineyard Vines Boys Classic Fit Club Shorts, size 14, Stone, NWT
      Vineyard Vines Boys Classic Fit Club Shorts, size 14, Stone, NWT
      Opens in a new window or tab
      Brand New
      $20.00
      Buy It Now
      +$5.70 delivery
      Sponsored
    • Cat & Jack Carter’s TCP Boys Shorts Lot Sz 7 Camo Jean
      Cat & Jack Carter’s TCP Boys Shorts Lot Sz 7 Camo Jean
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.45 delivery
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    • Polo Ralph Lauren Shorts Boys 7 Blue Chambray Pockets Logo Navy PRL #67 Belt
      Polo Ralph Lauren Shorts Boys 7 Blue Chambray Pockets Logo Navy PRL #67 Belt
      Opens in a new window or tab
      Pre-Owned
      $21.99
      or Best Offer
      +$16.55 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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 2-3 days
      Free returns
      Extra 10% off with coupon
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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
      or Best Offer
      +$5.99 delivery
      Sponsored
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