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565 results

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    • PreppyRemove filter
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    • Vineyard Vines Shorts Anchor Nautical Boys 16 XL EUC
      Vineyard Vines Shorts Anchor Nautical Boys 16 XL EUC
      Opens in a new window or tab
      Pre-Owned
      $14.00
      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
    • 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
      $16.24
      Was: $24.9935% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vintage Abercrombie & Fitch Cargo Shorts Youth 16 Red Plaid Heavyweight Y2K 90s
      Vintage Abercrombie & Fitch Cargo Shorts Youth 16 Red Plaid Heavyweight Y2K 90s
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.99 delivery in 2-4 days
      Sponsored
    • Vintage NOS Boys 16 RALPH LAUREN Shorts Navy Blue $45 POLO 100% Cotton Chinos
      Find similar itemsSee all the items on eBay that match this style
      Vintage NOS Boys 16 RALPH LAUREN Shorts Navy Blue $45 POLO 100% Cotton Chinos
      Opens in a new window or tab
      Brand New
      $10.46
      Was: $14.9530% off
      Buy It Now
      +$5.80 delivery
      Sponsored
    • Lot Of 7 Pairs Of Boys Shorts Youth Size 16 Hurley Nike Dri-Fit and Old Navy
      Lot Of 7 Pairs Of Boys Shorts Youth Size 16 Hurley Nike Dri-Fit and Old Navy
      Opens in a new window or tab
      Pre-Owned
      $44.00
      or Best Offer
      +$21.20 delivery
      Sponsored
    • Abercrombie Fitch Cargo Shorts Youth 16 Red Y2K Utility Faded Outdoors
      Abercrombie Fitch Cargo Shorts Youth 16 Red Y2K Utility Faded Outdoors
      Opens in a new window or tab
      Pre-Owned
      $1.99
      0 bids · Time left2d 4h
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vtg Jean Shorts Tommy Hilfiger Boys 16 Denim Jorts 90s Y2K Flag Logo Carpenter
      Vtg Jean Shorts Tommy Hilfiger Boys 16 Denim Jorts 90s Y2K Flag Logo Carpenter
      Opens in a new window or tab
      Pre-Owned
      $15.99
      Was: $19.9920% off
      Buy It Now
      +$6.99 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 (1,024) 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 (2,246) 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 (2,246) 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 (2,020) 99.6%
    • 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
    • Properly Tied Youth Small 8 Boys Shorts Grey Elastic Waist Preppy
      Properly Tied Youth Small 8 Boys Shorts Grey Elastic Waist Preppy
      Opens in a new window or tab
      Brand New
      $20.26
      or Best Offer
      +$8.71 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
    • Boys Polo Ralph Lauren Straight Fit Twill Khaki Shorts in Basic Sand Size 16
      Boys Polo Ralph Lauren Straight Fit Twill Khaki Shorts in Basic Sand Size 16
      Opens in a new window or tab
      Pre-Owned
      $16.95
      or Best Offer
      +$6.00 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
    • 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
    • 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
    • Polo Ralph Lauren Kids Shorts Toddler 4T Green Cotton Preppy
      Polo Ralph Lauren Kids Shorts Toddler 4T Green Cotton Preppy
      Opens in a new window or tab
      Pre-Owned
      $13.59
      Was: $15.9915% off
      or Best Offer
      +$4.84 delivery
      Sponsored
    • NEW True Religion Black Jean Shorts Boys 16 Geno Relaxed Slim
      NEW True Religion Black Jean Shorts Boys 16 Geno Relaxed Slim
      Opens in a new window or tab
      Brand New
      $16.97
      Buy It Now
      +$5.99 delivery
      Sponsored
    • 2 Pair - Tony Hawk Cargo / Skater Shorts, Boys Size 16, Gray Solid and Tan Plaid
      2 Pair - Tony Hawk Cargo / Skater Shorts, Boys Size 16, Gray Solid and Tan Plaid
      Opens in a new window or tab
      Pre-Owned
      $16.95
      Buy It Now
      +$10.45 delivery
      Sponsored
    • RALPH LAUREN POLO Shorts Boy's Sz 16 Light Blue Pony Logo Flat Front Cotton
      RALPH LAUREN POLO Shorts Boy's Sz 16 Light Blue Pony Logo Flat Front Cotton
      Opens in a new window or tab
      Pre-Owned
      $9.99
      Buy It Now
      +$5.90 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
      $19.95
      Buy It Now
      +$9.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts 4T Navy Blue Big Pony Casual Flat Front Chino
      Polo Ralph Lauren Shorts 4T Navy Blue Big Pony Casual Flat Front Chino
      Opens in a new window or tab
      Pre-Owned
      $15.50
      or Best Offer
      +$5.80 delivery
      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 left3d 9h
      or Best Offer
      +$4.71 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
      Sponsored
    • Polo by Ralph Lauren Boy's Beige Preppy 100% Cotton Shorts Size 16
      Polo by Ralph Lauren Boy's Beige Preppy 100% Cotton Shorts Size 16
      Opens in a new window or tab
      Pre-Owned
      $9.88
      or Best Offer
      +$5.95 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
      Sponsored
      Top Rated Plus
    • 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
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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
      Sponsored
      Top Rated Plus
    • Boy’s Size 16 Gap Kids Khaki Short
      Boy’s Size 16 Gap Kids Khaki Short
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.62 delivery
      Sponsored
    • Vineyard Vines Yellowfin Plaid Club Shorts Boys 16 Preppy Beach Coastal Chinos
      Vineyard Vines Yellowfin Plaid Club Shorts Boys 16 Preppy Beach Coastal Chinos
      Opens in a new window or tab
      Pre-Owned
      $16.02
      Was: $22.8830% off
      or Best Offer
      +$7.49 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Evolution In Design Torn Ripped Patches Shorts Boys 16 28x12 Urban Streetwear
      Evolution In Design Torn Ripped Patches Shorts Boys 16 28x12 Urban Streetwear
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • SouthPole Shorts 16 Boys Red White Plaid 12" Inseam Skater Hip Hop
      SouthPole Shorts 16 Boys Red White Plaid 12" Inseam Skater Hip Hop
      Opens in a new window or tab
      Pre-Owned
      $16.97
      or Best Offer
      +$8.97 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Tailor Vintage Boys 4 Shorts Striped Lobster Print Blue Preppy Fun Summer
      Tailor Vintage Boys 4 Shorts Striped Lobster Print Blue Preppy Fun Summer
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$4.52 delivery
      Sponsored
    • POLO Ralph Lauren Lot of 2 Boys Shorts Size 16 Madras & Embroidered Chino EUC
      POLO Ralph Lauren Lot of 2 Boys Shorts Size 16 Madras & Embroidered Chino EUC
      Opens in a new window or tab
      Pre-Owned
      $15.00
      0 bids · Time left3d 2h
      $21.00
      Buy It Now
      +$7.00 delivery
      Sponsored
    • Under Armour Golf Shorts Boys Size 16 Khaki Chino 10” Inseam
      Under Armour Golf Shorts Boys Size 16 Khaki Chino 10” Inseam
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • Polo Ralph Lauren Boys Size 16 Denim Chino Shorts Blue Jean NWT
      Polo Ralph Lauren Boys Size 16 Denim Chino Shorts Blue Jean NWT
      Opens in a new window or tab
      Brand New
      $21.24
      Was: $24.9915% off
      Buy It Now
      +$6.85 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Chino Boys Youth Size 16 Coral Casual Preppy
      Polo Ralph Lauren Shorts Chino Boys Youth Size 16 Coral Casual Preppy
      Opens in a new window or tab
      Pre-Owned
      $14.00
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Size 16 White Embroidered Logo Dress Chino Shorts
      Polo Ralph Lauren Boys Size 16 White Embroidered Logo Dress Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $11.25
      or Best Offer
      +$6.79 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
      Extra 7% off with coupon
      Sponsored
      Top Rated Plus
    • U.S. Polo Assn. Boys Hartford Twill Flat Front Shorts Adjustable inner waistband
      U.S. Polo Assn. Boys Hartford Twill Flat Front Shorts Adjustable inner waistband
      Opens in a new window or tab
      Brand New
      $15.00
      or Best Offer
      Free delivery
      Sponsored
    • New Old Navy boys youth active go dry cool shorts XL 14/16
      New Old Navy boys youth active go dry cool shorts XL 14/16
      Opens in a new window or tab
      Brand New
      $7.99
      or Best Offer
      +$5.84 delivery
      Sponsored
    • Brand New with tags- Abercrombie Kids- Boys Khaki Shorts- Size 13/14
      Brand New with tags- Abercrombie Kids- Boys Khaki Shorts- Size 13/14
      Opens in a new window or tab
      Brand New
      $15.00
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      +$5.50 delivery
      Sponsored
    • Vineyard Vines Shorts Boys size 14 Khaki Adjustable Waist
      Vineyard Vines Shorts Boys size 14 Khaki Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$5.49 delivery
      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
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      +$4.84 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 left10h 52m
      or Best Offer
      +$4.84 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
      $12.17
      Was: $13.9913% off
      Buy It Now
      +$7.01 delivery
      Sponsored
    • NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)
      NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)
      Opens in a new window or tab
      Brand New
      $33.61
      or Best Offer
      +$5.99 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
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      Top Rated Plus
    • POLO RALPH LAUREN Jeans Shorts Youth 16 Sullivan Slim Fit Fray Blue Denim NWT
      POLO RALPH LAUREN Jeans Shorts Youth 16 Sullivan Slim Fit Fray Blue Denim NWT
      Opens in a new window or tab
      Brand New
      $18.75
      Was: $25.0025% off
      or Best Offer
      +$5.84 delivery
      Save up to 15% when you buy more
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    • janie and jack boys new with tags size 16 red elastic waist chino shorts
      janie and jack boys new with tags size 16 red elastic waist chino shorts
      Opens in a new window or tab
      Brand New
      $18.00
      0 bids · Time left3d 3h
      $23.40
      Buy It Now
      +$8.71 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 14 Brown Tan Chino Preppy Casual Kids Youth
      Polo Ralph Lauren Shorts Boys 14 Brown Tan Chino Preppy Casual Kids Youth
      Opens in a new window or tab
      Pre-Owned
      $14.00
      or Best Offer
      Free delivery
      Sponsored
    • Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist Shorts
      Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist Shorts
      Opens in a new window or tab
      Pre-Owned
      $8.99
      or Best Offer
      +$5.60 delivery
      Free returns
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      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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    • 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 6h
      $24.70
      Buy It Now
      +$10.00 delivery
      Sponsored
    • NEW POLO RALPH LAUREN BOYS CHINO SHORTS COTTON NAVY BLUE SIZE 16
      NEW POLO RALPH LAUREN BOYS CHINO SHORTS COTTON NAVY BLUE SIZE 16
      Opens in a new window or tab
      Brand New
      $15.00
      or Best Offer
      +$9.45 delivery
      Sponsored
    • NWT Chubbies Boys  XS Stretch Short Khakinators Tan Khakis Uniform Preppy
      NWT Chubbies Boys XS Stretch Short Khakinators Tan Khakis Uniform Preppy
      Opens in a new window or tab
      Brand New
      $30.00
      Buy It Now
      +$4.84 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
    • Polo Ralph Lauren Boys Stretch Twill Prepster Chino Shorts, Yellow Size 16
      Polo Ralph Lauren Boys Stretch Twill Prepster Chino Shorts, Yellow Size 16
      Opens in a new window or tab
      Pre-Owned
      $16.00
      Buy It Now
      +$6.55 delivery
      Extra 10% off with coupon
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    • 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
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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
    • 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
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