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394 results

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    • PreppyRemove filter
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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
      $16.89
      or Best Offer
      +$7.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vintage Abercrombie & Fitch Shorts Boys Small Green Cargo Surplus Youth Kids
      Vintage Abercrombie & Fitch Shorts Boys Small Green Cargo Surplus Youth Kids
      Opens in a new window or tab
      Pre-Owned
      $9.49
      Was: $18.9850% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      $24.95
      or Best Offer
      +$6.75 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Polyester Golf Shorts 18 Blue 29x10.5 New With Tag
      Polo Ralph Lauren Boys Polyester Golf Shorts 18 Blue 29x10.5 New With Tag
      Opens in a new window or tab
      Brand New
      $22.50
      Was: $25.0010% off
      or Best Offer
      Free delivery
      Free returns
      Sponsored
    • Boys OLD NAVY Drawstring Shorts 18 XXL Active Breathe BLUE Pockets Cotton
      Boys OLD NAVY Drawstring Shorts 18 XXL Active Breathe BLUE Pockets Cotton
      Opens in a new window or tab
      Pre-Owned
      $5.00
      0 bids · Time left6d 5h
      +$5.80 delivery
      Sponsored
    • Vineyard Vines Performance Breathable Shorts Youth XL Size 18 Whales Zip Pockets
      Vineyard Vines Performance Breathable Shorts Youth XL Size 18 Whales Zip Pockets
      Opens in a new window or tab
      New (Other)
      $12.00
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts
      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 2-4 days
      Free returns
      Save up to 30% when you buy more
      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
    • 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
      44 sold
      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 left5h 28m
      $4.00
      Buy It Now
      +$4.84 delivery
      Sponsored
    • 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
    • Boys OLD NAVY Drawstring Shorts 18 XXL Active Breathe Gray Pockets Cotton
      Boys OLD NAVY Drawstring Shorts 18 XXL Active Breathe Gray Pockets Cotton
      Opens in a new window or tab
      Pre-Owned
      $5.00
      0 bids · Time left5d 5h
      +$5.80 delivery
      Sponsored
    • Vineyard Vines Performance Stretch Adjustable Khaki Shorts - Boys Size 4T
      Vineyard Vines Performance Stretch Adjustable Khaki Shorts - Boys Size 4T
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Opens in a new window or tab
      Brand New
      $22.97
      Buy It Now
      Free delivery in 2-4 days
      5 watchers
      Sponsored
    • Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
      Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
      Opens in a new window or tab
      Pre-Owned
      $17.54
      Was: $26.9935% off
      or Best Offer
      +$29.68 delivery
      Sponsored
    • Vintage Polo Ralph Lauren Shorts Youth 18 XL Green Cargo Utility Kids Boys
      Vintage Polo Ralph Lauren Shorts Youth 18 XL Green Cargo Utility Kids Boys
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Buy It Now
      +$8.50 delivery
      Sponsored
    • Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINT
      Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINT
      Opens in a new window or tab
      Pre-Owned
      $24.00
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Jumping Beans Boys Athletic Shorts Sz 7 Lot
      Jumping Beans Boys Athletic Shorts Sz 7 Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • H&M Boys Blue Cotton Chino Shorts Size 7 Adjustable Waist Preppy Summer Style
      H&M Boys Blue Cotton Chino Shorts Size 7 Adjustable Waist Preppy Summer Style
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • 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
    • From our popular brands

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        • Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
          Gap
          Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray Blue
          Opens in a new window or tab
          Pre-Owned
          $17.54
          +$29.68 delivery
        • Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"
          Nike
          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
          +$4.99 delivery
        • Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts Small
          Nike
          Nike 2 Pair Kids Athleisure Preppy Windbreaker Style Elastic Waist Shorts Small
          Opens in a new window or tab
          Pre-Owned
          $14.95
          +$8.84 delivery
        • Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
          Wrangler
          Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
          Opens in a new window or tab
          Brand New
          $15.95
          +$6.25 delivery
          15% off 2+ with coupon
        • Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
          Gap
          Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
          Opens in a new window or tab
          Brand New
          $11.88
          +$7.35 delivery
    • Polo Ralph Lauren Chino Shorts Youth 18 Pink Corduroy Sailboats All Over Print
      Polo Ralph Lauren Chino Shorts Youth 18 Pink Corduroy Sailboats All Over Print
      Opens in a new window or tab
      Pre-Owned
      $11.99
      Was: $14.9920% off
      or Best Offer
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Chino Shorts Boys 20 Small Pony Elastic Drawstring Waist
      Polo Ralph Lauren Chino Shorts Boys 20 Small Pony Elastic Drawstring Waist
      Opens in a new window or tab
      Pre-Owned
      $15.95
      or Best Offer
      +$6.99 delivery
      Sponsored
    • The Children's Place Boys Size 4 Bermuda Shorts Pink Preppy New With Tag
      The Children's Place Boys Size 4 Bermuda Shorts Pink Preppy New With Tag
      Opens in a new window or tab
      Brand New
      $14.99
      or Best Offer
      Free delivery
      Sponsored
    • Boys POLO Ralph Lauren Size 7 Seersucker Shorts Blue White  Stripe Adj waist
      Boys POLO Ralph Lauren Size 7 Seersucker Shorts Blue White Stripe Adj waist
      Opens in a new window or tab
      Pre-Owned
      $17.43
      Was: $18.958% off
      or Best Offer
      +$5.25 delivery
      Sponsored
    • 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
    • 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
    • POLO RALPH LAUREN BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British Tan
      POLO RALPH LAUREN BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British Tan
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 18
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 18
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Was: $25.0020% off
      or Best Offer
      +$7.25 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
    • 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
    • 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
      $19.25
      Was: $27.5030% off
      or Best Offer
      +$17.49 delivery
      Sponsored
    • Polo Ralph Lauren Boys Blue Chino Shorts, Adjustable Waist, Size 7
      Polo Ralph Lauren Boys Blue Chino Shorts, Adjustable Waist, Size 7
      Opens in a new window or tab
      Pre-Owned
      $15.65
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Reversible Shorts Boy's 18 Madras Plaid Patchwork Chambray
      Polo Ralph Lauren Reversible Shorts Boy's 18 Madras Plaid Patchwork Chambray
      Opens in a new window or tab
      Pre-Owned
      $21.99
      Buy It Now
      +$5.80 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
      $23.99
      Was: $29.9920% off
      or Best Offer
      +$7.25 delivery
      Last one
      Sponsored
    • 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
      Sponsored
    • 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
    • Vineyard Vines Boy’s Size 7 Beige Whale Shorts American Flag Adjustable Waist
      Vineyard Vines Boy’s Size 7 Beige Whale Shorts American Flag Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.99 delivery
      Sponsored
    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18
      Opens in a new window or tab
      Pre-Owned
      $22.40
      Was: $28.0020% off
      or Best Offer
      +$7.25 delivery
      Sponsored
    • 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
      Buy It Now
      +$6.95 delivery in 2-4 days
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    • Under Armour Shorts Boys Size 18 Khaki Beige School Golf HeatGear Preppy NWT
      Under Armour Shorts Boys Size 18 Khaki Beige School Golf HeatGear Preppy NWT
      Opens in a new window or tab
      Brand New
      $15.99
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Vineyard Vines NWT Boys Sz 16 Red Blue Gingham Plaid Breaker Adjustable Shorts
      Vineyard Vines NWT Boys Sz 16 Red Blue Gingham Plaid Breaker Adjustable Shorts
      Opens in a new window or tab
      Brand New
      $29.99
      or Best Offer
      +$8.71 delivery
      Sponsored
    • NWOT Crewcuts Boy’s Gramercy Seersucker 9” Shorts 14 Blue Stripe $50 Adjustable
      NWOT Crewcuts Boy’s Gramercy Seersucker 9” Shorts 14 Blue Stripe $50 Adjustable
      Opens in a new window or tab
      New (Other)
      $19.99
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Straight Fit Cotton Shorts with Belt Boys Size 18 NWT Navy
      Polo Ralph Lauren Straight Fit Cotton Shorts with Belt Boys Size 18 NWT Navy
      Opens in a new window or tab
      Brand New
      $26.00
      or Best Offer
      +$6.84 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
    • Brooks Brothers Boys' Nautical Chino Shorts In Navy, Embroidered Size: 18
      Brooks Brothers Boys' Nautical Chino Shorts In Navy, Embroidered Size: 18
      Opens in a new window or tab
      New (Other)
      $18.00
      Buy It Now
      +$5.50 delivery
      Sponsored
    • Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy Golf
      Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy Golf
      Opens in a new window or tab
      Brand New
      $16.87
      or Best Offer
      +$6.49 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
      Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEW
      Opens in a new window or tab
      Brand New
      $15.95
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      +$6.25 delivery
      Free returns
      15% off 2+ with coupon
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    • Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-Button
      Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-Button
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.62 delivery
      Sponsored
    • 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
      Sponsored
    • FLAW Boys LUCKY BRAND Cargo Solid Gray ADJUSTABLE WAIST Pockets Shorts Size 7
      FLAW Boys LUCKY BRAND Cargo Solid Gray ADJUSTABLE WAIST Pockets Shorts Size 7
      Opens in a new window or tab
      Pre-Owned
      $8.54
      Was: $8.995% off
      or Best Offer
      +$5.80 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
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      +$6.55 delivery
      Sponsored
    • Vineyard Vines Boys Khaki Flat Front Bermuda Shorts Sz 18 Pockets Perfect Cond
      Vineyard Vines Boys Khaki Flat Front Bermuda Shorts Sz 18 Pockets Perfect Cond
      Opens in a new window or tab
      Pre-Owned
      $14.99
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      +$5.60 delivery
      Sponsored
    • GAP Kids Gray Seersucker Shorts, Size Small 6/7, NEW
      GAP Kids Gray Seersucker Shorts, Size Small 6/7, NEW
      Opens in a new window or tab
      Brand New
      $12.99
      or Best Offer
      +$5.31 delivery
      Sponsored
    • NEW Polo Ralph Lauren Boys Cotton Chino Shorts Pink Sz 18 NWT Golf Casual
      NEW Polo Ralph Lauren Boys Cotton Chino Shorts Pink Sz 18 NWT Golf Casual
      Opens in a new window or tab
      Brand New
      $19.90
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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
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      +$6.55 delivery
      Sponsored
    • Gap Kids Boys Shorts in Green Size 7
      Gap Kids Boys Shorts in Green Size 7
      Opens in a new window or tab
      Pre-Owned
      $6.99
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Janie and Jack Embroidered Pineapple Linen Blend Shorts Sz 7 NEW W/Tag Hawaiian
      Janie and Jack Embroidered Pineapple Linen Blend Shorts Sz 7 NEW W/Tag Hawaiian
      Opens in a new window or tab
      Brand New
      $19.99
      or Best Offer
      +$4.62 delivery
      Sponsored
    • Janie and Jack Boys Size 4 Linen Cotton Pink Chino Shorts Easter
      Janie and Jack Boys Size 4 Linen Cotton Pink Chino Shorts Easter
      Opens in a new window or tab
      Pre-Owned
      $8.99
      or Best Offer
      +$5.10 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boy's Madras Plaid Patchwork Shorts Sz 18 Youth Preppy
      Polo Ralph Lauren Boy's Madras Plaid Patchwork Shorts Sz 18 Youth Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.17 delivery
      Sponsored
    • Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
      Gap Boys Flat Front Twill Chino YOU CHOOSE Size & Color NWT
      Opens in a new window or tab
      Brand New
      $11.88
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Carter’s Garanimals Hollywood Boys Athletic Shorts Sz 7 Lot
      Carter’s Garanimals Hollywood Boys Athletic Shorts Sz 7 Lot
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Eddie Bauer 2-Pack Kids Hybrid Shorts Quick Dry Mesh Lined Active S-7/8 UPF50
      Eddie Bauer 2-Pack Kids Hybrid Shorts Quick Dry Mesh Lined Active S-7/8 UPF50
      Opens in a new window or tab
      Brand New
      $14.69
      or Best Offer
      +$8.84 delivery
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