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647 results

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    • PreppyRemove filter
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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
      Sponsored
    • 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
    • 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
      $24.00
      or Best Offer
      +$8.71 delivery
      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
      $21.59
      Was: $26.9920% off
      or Best Offer
      +$29.68 delivery
      Sponsored
    • Vineyard Vines Boys Size 10 Chino Breaker Shorts Adjustable Waist Lot of 3
      Find similar itemsSee all the items on eBay that match this style
      Vineyard Vines Boys Size 10 Chino Breaker Shorts Adjustable Waist Lot of 3
      Opens in a new window or tab
      Pre-Owned
      $30.00
      Buy It Now
      +$10.08 delivery
      Sponsored
    • Carter’s Boy’s Shorts Lot Of 3 • Tan, Olive, Navy Size 10
      Carter’s Boy’s Shorts Lot Of 3 • Tan, Olive, Navy Size 10
      Opens in a new window or tab
      Pre-Owned
      $38.66
      Buy It Now
      +$6.49 delivery
      Sponsored
    • 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
    • Vineyard Vines Shorts Boys size 16 Seer Sucker Stripe Chino Preppy Yacht Summer
      Vineyard Vines Shorts Boys size 16 Seer Sucker Stripe Chino Preppy Yacht Summer
      Opens in a new window or tab
      Pre-Owned
      $5.00
      0 bids · Time left6d 20h
      $14.00
      Buy It Now
      +$5.65 delivery
      Sponsored
    • Ralph Lauren Shorts Boys 10 Camo Ripstop Cargo Preppy School
      Ralph Lauren Shorts Boys 10 Camo Ripstop Cargo Preppy School
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$6.60 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • Polo Ralph Lauren Twill Shorts Boys 6 Straight Fit Sand Khaki Preppy Classic
      Polo Ralph Lauren Twill Shorts Boys 6 Straight Fit Sand Khaki Preppy Classic
      Opens in a new window or tab
      Brand New
      $19.00
      or Best Offer
      +$6.99 delivery
      Sponsored
    • GAP Kids Gray Seersucker Shorts, Size Large (10), NEW
      GAP Kids Gray Seersucker Shorts, Size Large (10), NEW
      Opens in a new window or tab
      Brand New
      $12.99
      or Best Offer
      +$5.31 delivery
      Sponsored
    • Crewcuts Factory Pink Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy Easter
      Crewcuts Factory Pink Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy Easter
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$6.99 delivery
      Extra 15% off with coupon
      Sponsored
    • 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
      Sponsored
    • Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" Waist
      Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" Waist
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.84 delivery
      Free returns
      Sponsored
    • 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 2-3 days
      Sponsored
    • BROOKS BROTHERS Madras Plaid  Shorts 10 $58 Boys Preppy Patchwork Flat Front
      BROOKS BROTHERS Madras Plaid Shorts 10 $58 Boys Preppy Patchwork Flat Front
      Opens in a new window or tab
      Pre-Owned
      $12.08
      Was: $17.2530% off
      or Best Offer
      +$5.80 delivery
      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
    • NWT Vineyard Vines Boys' Breaker Club Shorts Size 10 Stone Chino
      NWT Vineyard Vines Boys' Breaker Club Shorts Size 10 Stone Chino
      Opens in a new window or tab
      Brand New
      $16.90
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Vineyard Vines Boys Fine Line Seersucker Breaker Shorts size 18 blue and white
      Vineyard Vines Boys Fine Line Seersucker Breaker Shorts size 18 blue and white
      Opens in a new window or tab
      Pre-Owned
      $17.00
      or Best Offer
      +$7.00 delivery
      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
          $21.59
          +$29.68 delivery
        • GAP Kids Easy Fit Shorts Youth 10 Blue Chino Long Adjust Waist School Uniform
          Gap
          GAP Kids Easy Fit Shorts Youth 10 Blue Chino Long Adjust Waist School Uniform
          Opens in a new window or tab
          Pre-Owned
          $15.99
          +$6.98 delivery
        • VINTAGE Wrangler Denim Cargo Shorts Youth Boys 10 Husky Adjustable Waist Y2K
          Wrangler
          VINTAGE Wrangler Denim Cargo Shorts Youth Boys 10 Husky Adjustable Waist Y2K
          Opens in a new window or tab
          Pre-Owned
          $15.99
          +$6.95 delivery
        • Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
          Nike
          Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer Preppy
          Opens in a new window or tab
          Pre-Owned
          $12.60
          +$6.55 delivery
        • Nike Shorts Boys 10R Blue Plaid Cargo Pockets Casual Golf  Youth Pre-owned READ
          Nike
          Nike Shorts Boys 10R Blue Plaid Cargo Pockets Casual Golf Youth Pre-owned READ
          Opens in a new window or tab
          Pre-Owned
          $5.39
          +$4.95 delivery
    • 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 Classic 9” All Over PONY Shorts Boys 10 BLUE/WHITE Pinstripe
      Polo RALPH LAUREN Classic 9” All Over PONY Shorts Boys 10 BLUE/WHITE Pinstripe
      Opens in a new window or tab
      Pre-Owned
      $19.99
      Buy It Now
      +$4.84 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWT
      Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWT
      Opens in a new window or tab
      Brand New
      $17.99
      Was: $19.9910% off
      or Best Offer
      +$7.35 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Gap Kids Flat Front Chino Shorts Boys Size 16 Adjustable Waist Stretch Cotton
      Gap Kids Flat Front Chino Shorts Boys Size 16 Adjustable Waist Stretch Cotton
      Opens in a new window or tab
      Pre-Owned
      $8.94
      or Best Offer
      +$5.99 delivery
      Sponsored
    • POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUC
      POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUC
      Opens in a new window or tab
      Pre-Owned
      $23.00
      Buy It Now
      +$4.71 delivery
      Free returns
      Sponsored
    • Vintage Polo Ralph Lauren Boys Cargo Shorts Size 18 Blue Chino
      Vintage Polo Ralph Lauren Boys Cargo Shorts Size 18 Blue Chino
      Opens in a new window or tab
      Pre-Owned
      $13.99
      Buy It Now
      +$7.69 delivery
      Sponsored
    • VTG Polo by Ralph Lauren Youth Shorts Size 16 Tartan Plaid Lightweight Cotton
      VTG Polo by Ralph Lauren Youth Shorts Size 16 Tartan Plaid Lightweight Cotton
      Opens in a new window or tab
      Pre-Owned
      $19.98
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Vineyard Vines NWT Boy’s Size 16 Blue Embroidered Lacrosse Preppy Cotton Shorts
      Vineyard Vines NWT Boy’s Size 16 Blue Embroidered Lacrosse Preppy Cotton Shorts
      Opens in a new window or tab
      Brand New
      $19.00
      or Best Offer
      +$7.35 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
    • J. Bailey Boys'  Pete Short Shrimp Twill Boys  Short Size 6 Spring Summer Preppy
      J. Bailey Boys' Pete Short Shrimp Twill Boys Short Size 6 Spring Summer Preppy
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Vineyard Vines Boy's Khaki Embroidered Whale Shorts Size 16 – Preppy Chino Style
      Vineyard Vines Boy's Khaki Embroidered Whale Shorts Size 16 – Preppy Chino Style
      Opens in a new window or tab
      New (Other)
      $7.50
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Ralph Lauren Shorts Boys 10 Beige Chino Seer Sucker Flat Front Golf Preppy Beach
      Ralph Lauren Shorts Boys 10 Beige Chino Seer Sucker Flat Front Golf Preppy Beach
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$5.95 delivery
      Sponsored
    • 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
      $18.89
      Was: $26.9930% off
      Buy It Now
      +$6.80 delivery
      Extra 25% off with coupon
      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
      $13.58
      Was: $16.9720% off
      Buy It Now
      +$5.99 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 left20h 5m
      $21.00
      Buy It Now
      +$7.00 delivery
      Sponsored
    • NWOT Tommy Hilfiger Boys Chino Shorts Size 18 School Uniform Beige Twill Blend
      NWOT Tommy Hilfiger Boys Chino Shorts Size 18 School Uniform Beige Twill Blend
      Opens in a new window or tab
      New (Other)
      $18.99
      or Best Offer
      +$5.00 delivery in 2-3 days
      Sponsored
    • 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
      Buy It Now
      +$4.84 delivery
      Sponsored
    • 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 left21h 17m
      $23.40
      Buy It Now
      +$8.71 delivery
      Sponsored
    • 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
    • Polo Ralph Lauren Boys 16 28 Denim Shorts Dark Wash Dungarees Blue
      Polo Ralph Lauren Boys 16 28 Denim Shorts Dark Wash Dungarees Blue
      Opens in a new window or tab
      Pre-Owned
      $23.08
      Was: $32.9730% off
      or Best Offer
      +$9.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Old Navy Sand Cargo Shorts Boys Size 16 Adjustable Waist NWT
      Old Navy Sand Cargo Shorts Boys Size 16 Adjustable Waist NWT
      Opens in a new window or tab
      Brand New
      $11.00
      Buy It Now
      +$6.84 delivery
      Sponsored
    • Lacoste Sports Kid’s White Shorts Size 10
      Lacoste Sports Kid’s White Shorts Size 10
      Opens in a new window or tab
      Pre-Owned
      $15.00
      Buy It Now
      +$4.84 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
      $15.95
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      +$8.95 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
      or Best Offer
      +$6.95 delivery
      Free returns
      Last one
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      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
    • 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
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    • Urban Pipeline Flat Fron Shorts Size 16 Brick Red Kids New Adjustable Waist
      Urban Pipeline Flat Fron Shorts Size 16 Brick Red Kids New Adjustable Waist
      Opens in a new window or tab
      Brand New
      $20.99
      Was: $29.9930% off
      or Best Offer
      +$4.99 delivery in 2-4 days
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    • NWOT Crewcuts Boys Classic Gramercy Blue/White Seersucker Shorts AdjustableSz 10
      NWOT Crewcuts Boys Classic Gramercy Blue/White Seersucker Shorts AdjustableSz 10
      Opens in a new window or tab
      New (Other)
      $15.00
      or Best Offer
      +$6.55 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
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      Top Rated Plus
    • Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOP
      Opens in a new window or tab
      Pre-Owned
      $9.74
      Was: $12.9925% off
      or Best Offer
      +$5.95 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
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    • GAP Boys Madras Plaid Cargo Shorts Size 6 Adjustable Patchwork Preppy Y2K
      GAP Boys Madras Plaid Cargo Shorts Size 6 Adjustable Patchwork Preppy Y2K
      Opens in a new window or tab
      Pre-Owned
      $7.50
      Buy It Now
      +$5.50 delivery
      Free returns
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    • Hope & Henry Size 6 Linen Organic Blend Shorts Adjustable Waist Classic Preppy
      Hope & Henry Size 6 Linen Organic Blend Shorts Adjustable Waist Classic Preppy
      Opens in a new window or tab
      Brand New
      $21.12
      Was: $24.0012% off
      or Best Offer
      +$5.95 delivery in 2-4 days
      Sponsored
    • Boys Levis 511 Blue Jean Denim Shorts Size 10 Dark/Medium Wash
      Boys Levis 511 Blue Jean Denim Shorts Size 10 Dark/Medium Wash
      Opens in a new window or tab
      Pre-Owned
      $7.95
      or Best Offer
      +$5.62 delivery
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    • 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
    • Boys Pink Shorts 6 RALPH LAUREN Salmon Cargo Cotton Vintage Pocket POLO
      Boys Pink Shorts 6 RALPH LAUREN Salmon Cargo Cotton Vintage Pocket POLO
      Opens in a new window or tab
      Pre-Owned
      $17.09
      Was: $17.995% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Old Navy Plain Front Khaki Chino Shorts Preppy 12" Inseam - Size Boy's 16
      Old Navy Plain Front Khaki Chino Shorts Preppy 12" Inseam - Size Boy's 16
      Opens in a new window or tab
      Pre-Owned
      $11.99
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable Waist
      Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $24.00
      or Best Offer
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Navy Blue Stretch Chino Cotton Shorts Classic Preppy Summer
      Polo Ralph Lauren Navy Blue Stretch Chino Cotton Shorts Classic Preppy Summer
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.40 delivery
      Sponsored
    • Vintage NOS Boys 16 RALPH LAUREN Shorts Navy Blue $45 POLO 100% Cotton Chinos
      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
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    • Vineyard Vines Boys Salmon Cotton Chino Shorts Summer Casual Preppy Size 16
      Vineyard Vines Boys Salmon Cotton Chino Shorts Summer Casual Preppy Size 16
      Opens in a new window or tab
      Pre-Owned
      $23.75
      or Best Offer
      +$4.84 delivery
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    • 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
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      +$5.84 delivery
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