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490 results

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    • PreppyRemove filter
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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
      $11.34
      or Best Offer
      +$5.62 delivery
      Extra 15% off with coupon
      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
      $19.98
      or Best Offer
      +$5.99 delivery in 2-4 days
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • NIKE Golf Shorts Boys Performance Dri-Fit Size 14/16 Blue Green Plaid Adjustable
      NIKE Golf Shorts Boys Performance Dri-Fit Size 14/16 Blue Green Plaid Adjustable
      Opens in a new window or tab
      Pre-Owned
      $13.99
      or Best Offer
      +$6.50 delivery
      Free returns
      Sponsored
    • Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *
      Chubbies Shorts Boys Medium Burnt Orange Brown Cotton Regular Fit 3.5" *
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$7.99 delivery
      Free returns
      30% off 2+ with coupon
      Sponsored
      Top Rated Plus
    • 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 2-4 days
      Free returns
      Save up to 30% when you buy more
      Sponsored
    • Vineyard Vines Size 14 Boys Performance Shorts! NWT!
      Vineyard Vines Size 14 Boys Performance Shorts! NWT!
      Opens in a new window or tab
      Brand New
      $20.00
      or Best Offer
      +$4.84 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
    • Spalding Basketball Shorts Boys Medium Activewear Bottom w/ Pockets
      Spalding Basketball Shorts Boys Medium Activewear Bottom w/ Pockets
      Opens in a new window or tab
      Pre-Owned
      $0.99
      0 bids · Time left2d 14h
      +$5.50 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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%
        • 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
          $14.93
          pbezler (55,980) 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 (2,002) 99.6%
        • Cargo Bermuda Shorts Short Capri Stretch Waist Kids Boys 30065
          Cargo Bermuda Shorts Short Capri Stretch Waist Kids Boys 30065
          Opens in a new window or tab
          $44.42
          pbezler (55,980) 100%
        • 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%
    • Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEW
      Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEW
      Opens in a new window or tab
      Brand New
      $20.99
      Was: $27.9925% off
      Buy It Now
      +$5.80 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      $33.75
      Was: $37.5010% off
      or Best Offer
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam Preppy
      Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.77
      or Best Offer
      +$7.35 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      $17.76
      Was: $19.9511% off
      Buy It Now
      +$9.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$10.00 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
    • 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 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
    • Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Opens in a new window or tab
      Brand New
      $12.00
      0 bids · Time left2d 2h
      or Best Offer
      +$4.71 delivery
      Sponsored
    • POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino Cotton
      POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino Cotton
      Opens in a new window or tab
      Pre-Owned
      $17.09
      Was: $18.9910% off
      or Best Offer
      +$6.99 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
    • Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
      Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWT
      Opens in a new window or tab
      Brand New
      $28.60
      Buy It Now
      Free delivery
      Save up to 9% when you buy more
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    • Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue Belt
      Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue Belt
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • 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 left1d 3h
      +$6.55 delivery
      Sponsored
    • 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
      Sponsored
    • 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
      $16.00
      Was: $20.0020% off
      or Best Offer
      +$7.35 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts  Boys 20  Blue & White Striped NEW
      Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEW
      Opens in a new window or tab
      Brand New
      $15.00
      or Best Offer
      +$4.84 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
    • NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button Zip
      NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button Zip
      Opens in a new window or tab
      Brand New
      $29.88
      or Best Offer
      +$6.50 delivery
      Free returns
      Sponsored
    • 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
    • Polo Ralph Lauren Shorts Set of 2 Boys Size 20 Green Red Classic Preppy Casual
      Polo Ralph Lauren Shorts Set of 2 Boys Size 20 Green Red Classic Preppy Casual
      Opens in a new window or tab
      Pre-Owned
      $32.95
      or Best Offer
      +$7.25 delivery
      Sponsored
    • 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
      $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
    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20
      Opens in a new window or tab
      Pre-Owned
      $18.75
      Was: $25.0025% off
      or Best Offer
      +$6.99 delivery
      Sponsored
    • NWT Vineyard Vines Boys' Blue Stretch Breaker Shorts Size 14 Swordfish Sea Turtl
      NWT Vineyard Vines Boys' Blue Stretch Breaker Shorts Size 14 Swordfish Sea Turtl
      Opens in a new window or tab
      Brand New
      $23.00
      or Best Offer
      +$9.45 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
      Sponsored
    • Vineyard Vines Boys Light Blue Seersucker Striped Shorts Vacation Size 14 Chino
      Vineyard Vines Boys Light Blue Seersucker Striped Shorts Vacation Size 14 Chino
      Opens in a new window or tab
      Pre-Owned
      $15.24
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Vineyard Vines Embroidered Surfboard Breaker Shorts Blue Boys Size 14 -NEW
      Vineyard Vines Embroidered Surfboard Breaker Shorts Blue Boys Size 14 -NEW
      Opens in a new window or tab
      Brand New
      $28.99
      Buy It Now
      Free 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
      Buy It Now
      +$4.57 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEW
      Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEW
      Opens in a new window or tab
      Brand New
      $22.00
      Buy It Now
      +$6.84 delivery
      Sponsored
    • Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy Boys
      Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy Boys
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$8.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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 The Sullivan Slim Denim Shorts Paint Splatter Boys Size 20 NWT
      Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Boys Size 20 NWT
      Opens in a new window or tab
      Brand New
      $29.95
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    • Polo Ralph Lauren Shorts Boys 20 (11” Inseam) Beige Classic Chino Preppy School
      Polo Ralph Lauren Shorts Boys 20 (11” Inseam) Beige Classic Chino Preppy School
      Opens in a new window or tab
      Pre-Owned
      $19.95
      or Best Offer
      +$8.99 delivery
      Free returns
      Extra 12% off with coupon
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      Top Rated Plus
    • Polo Ralph Lauren Boy's Chino Shorts Size 14 Tan Preppy 9" Inseam
      Polo Ralph Lauren Boy's Chino Shorts Size 14 Tan Preppy 9" Inseam
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$7.02 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boys Kids 14 Blue Uniform Dress Shep Ian Chino Adjustable Waist
      Vineyard Vines Boys Kids 14 Blue Uniform Dress Shep Ian Chino Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $7.95
      Buy It Now
      +$5.95 delivery
      Sponsored
    • Polo Ralph Lauren India Madras Plaid Shorts Boys 14 Preppy Multi Color 9" inseam
      Polo Ralph Lauren India Madras Plaid Shorts Boys 14 Preppy Multi Color 9" inseam
      Opens in a new window or tab
      Pre-Owned
      $21.99
      Buy It Now
      +$4.84 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 Boys 14 Plaid Shorts Blue Green Shep Ian Preppy 100% Cotton
      Vineyard Vines Boys 14 Plaid Shorts Blue Green Shep Ian Preppy 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $16.00
      or Best Offer
      +$4.84 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
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    • Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Opens in a new window or tab
      Brand New
      $17.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • 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
      $11.15
      Buy It Now
      +$5.00 delivery
      Sponsored
    • Vineyard Vines Boys BurgeeFlag Embroidery Club Shorts Ocean Splash 14 Blue NWT
      Vineyard Vines Boys BurgeeFlag Embroidery Club Shorts Ocean Splash 14 Blue NWT
      Opens in a new window or tab
      Brand New
      $20.00
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      +$5.80 delivery
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    • 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
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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
      Sponsored
    • Ecko Unltd Kids Jean Shorts & Tee Size 12M Blue Denim Casual Summer Boys NWT
      Ecko Unltd Kids Jean Shorts & Tee Size 12M Blue Denim Casual Summer Boys NWT
      Opens in a new window or tab
      Brand New
      $24.70
      Was: $26.005% off
      or Best Offer
      +$10.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
      Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
      Opens in a new window or tab
      Pre-Owned
      $11.49
      or Best Offer
      +$6.55 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • NWT Crewcuts Boy’s Stanton Seersucker Chino Shorts Blue White Striped Cotton 14
      NWT Crewcuts Boy’s Stanton Seersucker Chino Shorts Blue White Striped Cotton 14
      Opens in a new window or tab
      Brand New
      $19.99
      Was: $39.9950% off
      or Best Offer
      +$7.35 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Boys RALPH LAUREN Polo Sz 20 31” Waist Shorts Madras Plaid Patchwork Preppy
      Boys RALPH LAUREN Polo Sz 20 31” Waist Shorts Madras Plaid Patchwork Preppy
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$6.25 delivery
      Sponsored
    • Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff Cotton
      Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff Cotton
      Opens in a new window or tab
      Pre-Owned
      $10.68
      or Best Offer
      +$5.62 delivery
      Free returns
      Sponsored
    • 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
      Buy It Now
      +$4.84 delivery
      Sponsored
    • 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
    • Vineyard Vines Salmon Boys Shorts Size 14 EUC
      Vineyard Vines Salmon Boys Shorts Size 14 EUC
      Opens in a new window or tab
      Pre-Owned
      $14.25
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Vineyard Vines Boys Light Baby Blue Preppy Casual Chino Cotton Shorts Size 14
      Vineyard Vines Boys Light Baby Blue Preppy Casual Chino Cotton Shorts Size 14
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$5.99 delivery
      Sponsored
    • NWOT Gap Boys Linen Cotton Shorts Size 14 Blue Lightweight Resort Preppy Golf
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