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    • Size: 16Remove filter
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    • NEW Chubbies Youth Medium Ultimate Training Shorts The Shark Sides Blue NWT
      NEW Chubbies Youth Medium Ultimate Training Shorts The Shark Sides Blue NWT
      Opens in a new window or tab
      Brand New
      $19.99
      or Best Offer
      +$8.99 delivery
      Sponsored
    • Under Armour Loose Fit Shorts Lot Of 2 Boys Youth M Stretch Logo Heatgear Preppy
      Under Armour Loose Fit Shorts Lot Of 2 Boys Youth M Stretch Logo Heatgear Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.95
      Buy It Now
      +$8.95 delivery
      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
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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
    • Polo Ralph Lauren Classic Chino Shorts Youth 7 Navy Blue Belted Preppy Kids
      Polo Ralph Lauren Classic Chino Shorts Youth 7 Navy Blue Belted Preppy Kids
      Opens in a new window or tab
      Pre-Owned
      $13.67
      Buy It Now
      +$5.50 delivery
      Free returns
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    • 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
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    • 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
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      +$8.24 delivery
      Sponsored
    • Vineyard Vines Target Youth Boys Whale Logo Patchwork Chino Shorts Preppy XL 16
      Vineyard Vines Target Youth Boys Whale Logo Patchwork Chino Shorts Preppy XL 16
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$5.99 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
      $17.99
      Was: $19.9910% off
      Buy It Now
      +$6.99 delivery
      Free returns
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      Top Rated Plus
    • Vntg Polo Ralph Lauren Jean Shorts Youth Boys Blue Denim Carpenter Sz 16
      Vntg Polo Ralph Lauren Jean Shorts Youth Boys Blue Denim Carpenter Sz 16
      Opens in a new window or tab
      Brand New
      $19.99
      or Best Offer
      +$8.19 delivery
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    • 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
      $4.99
      0 bids · Time left1d 5h
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • 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
    • Abercrombie Fitch Boys Classic Chino Shorts Size 15/16 Turquoise Preppy
      Abercrombie Fitch Boys Classic Chino Shorts Size 15/16 Turquoise Preppy
      Opens in a new window or tab
      Pre-Owned
      $8.20
      or Best Offer
      +$8.71 delivery
      Sponsored
    • Vineyard Vines Shorts Boy's 16 Pink Chino Flat Front Preppy Beach Camp Whale
      Vineyard Vines Shorts Boy's 16 Pink Chino Flat Front Preppy Beach Camp Whale
      Opens in a new window or tab
      New (Other)
      $7.99
      or Best Offer
      +$8.71 delivery
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    • 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
    • Abercrombie Kids Shorts Boys Size 16 Grey White Checkered Plaid Preppy Cotton
      Abercrombie Kids Shorts Boys Size 16 Grey White Checkered Plaid Preppy Cotton
      Opens in a new window or tab
      Pre-Owned
      $12.49
      or Best Offer
      +$4.84 delivery
      Sponsored
    • 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
      4.5 out of 5 stars.
      (3)3 product ratings - Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)
      $11.49
      or Best Offer
      +$6.55 delivery
      Free returns
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    • NWT Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 16
      NWT Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 16
      Opens in a new window or tab
      Brand New
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    • 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
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      +$5.62 delivery
      Sponsored
    • Lot Of 3 GAP Boys Flat Front Khaki Tan Uniform Chino Shorts Size 16 Regular
      Lot Of 3 GAP Boys Flat Front Khaki Tan Uniform Chino Shorts Size 16 Regular
      Opens in a new window or tab
      Pre-Owned
      $19.99
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      +$8.00 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
      $12.73
      Was: $16.9725% off
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    • 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
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      +$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
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      Brand New
      $24.99
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    • 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
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      +$7.35 delivery
      Sponsored
    • Polo Ralph Lauren Boys Size 16 Cobalt Blue Classic Elastic Sides Shorts Logo
      Polo Ralph Lauren Boys Size 16 Cobalt Blue Classic Elastic Sides Shorts Logo
      Opens in a new window or tab
      Pre-Owned
      $16.00
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    • 4 Pairs Of Boys Khaki Shorts Size 7- Cat&jack, Children’s Place, Wonder Nation
      4 Pairs Of Boys Khaki Shorts Size 7- Cat&jack, Children’s Place, Wonder Nation
      Opens in a new window or tab
      Pre-Owned
      $16.00
      or Best Offer
      +$9.31 delivery
      Sponsored
    • Vineyard Vines Boys' Breaker Shorts Size 16 Khaki
      Vineyard Vines Boys' Breaker Shorts Size 16 Khaki
      Opens in a new window or tab
      Pre-Owned
      $18.00
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      +$8.71 delivery
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    • Eddie Bauer Shorts Boys 16 Khaki Cargo Knee Length Baggy Flat Front Skate Cotton
      Eddie Bauer Shorts Boys 16 Khaki Cargo Knee Length Baggy Flat Front Skate Cotton
      Opens in a new window or tab
      Pre-Owned
      $19.99
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    • 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
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      +$8.99 delivery
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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
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    • Boys Vineyard Vines Hawaiian Print Shorts 100% Cotton Size 16 * Large * X Large
      Boys Vineyard Vines Hawaiian Print Shorts 100% Cotton Size 16 * Large * X Large
      Opens in a new window or tab
      Pre-Owned
      $18.00
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      +$6.80 delivery
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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
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      +$5.99 delivery
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    • Polo Ralph Lauren Shorts Chino Boys Youth Size 16 Coral Casual Preppy
      Polo Ralph Lauren Shorts Chino Boys Youth Size 16 Coral Casual Preppy
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      Pre-Owned
      $14.00
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      +$5.99 delivery
      Free returns
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    • 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
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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
      $19.99
      0 bids · Time left21h 48m
      $25.99
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      +$8.71 delivery
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    • 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
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      +$5.54 delivery
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    • Polo Ralph Lauren Cargo Shorts Boys Size 16 Tan 10" Inseam Pockets Preppy
      Polo Ralph Lauren Cargo Shorts Boys Size 16 Tan 10" Inseam Pockets Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
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    • 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
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    • 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
      $21.00
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    • Gap Kids Shorts Boys Size 16 Gray Chino Stretch Uniform Dressy, NEW
      Gap Kids Shorts Boys Size 16 Gray Chino Stretch Uniform Dressy, NEW
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      Brand New
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    • Mini Boden Boys Youth Cargo Shorts Size 9 Green 100% Cotton 10" Inseam
      Mini Boden Boys Youth Cargo Shorts Size 9 Green 100% Cotton 10" Inseam
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    • 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
      or Best Offer
      +$6.85 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
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      Brand New
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    • 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
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      Pre-Owned
      $55.00
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    • Vineyard Vines Boy's Size 16 Salmon Pink Shorts Performance Golf Chino Shorts
      Vineyard Vines Boy's Size 16 Salmon Pink Shorts Performance Golf Chino Shorts
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      Pre-Owned
      $18.99
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    • Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
      Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo Shorts
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    • 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
      $21.88
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    • Old Navy Built In Flex Shorts Boys 16 Blue Mid Rise Stretch New
      Old Navy Built In Flex Shorts Boys 16 Blue Mid Rise Stretch New
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      Brand New
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    • 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
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      Brand New
      $18.75
      Was: $25.0025% off
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    • 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
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    • NWT Vineyard Vines Boys' Blue Stretch Breaker Shorts Size 16 Swordfish Sea Turtl
      NWT Vineyard Vines Boys' Blue Stretch Breaker Shorts Size 16 Swordfish Sea Turtl
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      $23.00
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    • Childrens Place Cargo Shorts Boys Size 16 Adjustable Waist School Black
      Childrens Place Cargo Shorts Boys Size 16 Adjustable Waist School Black
      Opens in a new window or tab
      Pre-Owned
      $7.75
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    • 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
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      +$6.95 delivery
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    • 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
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      +$4.99 delivery
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    • Vineyard Vines Boys Sz 16 Classic Breaker Performance Shorts Blue Classic Preppy
      Vineyard Vines Boys Sz 16 Classic Breaker Performance Shorts Blue Classic Preppy
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      Pre-Owned
      $16.00
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      +$5.57 delivery
      Free returns
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    • Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 Preppy
      Tommy Hilfiger Boys Cargo Shorts Pockets Red Orange Size M 12/14 Preppy
      Opens in a new window or tab
      Pre-Owned
      $11.69
      Was: $12.9910% off
      or Best Offer
      +$9.45 delivery
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    • NEW! Mayoral Boys Sz 9 Shorts Belt Blue Green Stripe Preppy Adjustable Waist
      NEW! Mayoral Boys Sz 9 Shorts Belt Blue Green Stripe Preppy Adjustable Waist
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    • Polo Ralph Lauren Boys Sz 16 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
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      Brand New
      $24.99
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    • Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16
      Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16
      Opens in a new window or tab
      Brand New
      $29.49
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    • 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
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    • Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy New
      Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy New
      Opens in a new window or tab
      Brand New
      $12.95
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    • J Crew Boys Chino Shorts Bleecker Size 16 Khaki Straight Stretch Cotton Casual
      J Crew Boys Chino Shorts Bleecker Size 16 Khaki Straight Stretch Cotton Casual
      Opens in a new window or tab
      Brand New
      $33.24
      or Best Offer
      +$5.80 delivery
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    • 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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    • Vineyard Vines Boys Red Embroidered Candy Cane Whale Breaker Shorts 16 3H0227
      Vineyard Vines Boys Red Embroidered Candy Cane Whale Breaker Shorts 16 3H0227
      Opens in a new window or tab
      Brand New
      $66.00
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    • Garanimals Boys Sz 7 Shorts Gray Checkered Pull On 100% Cotton Preppy Summer
      Garanimals Boys Sz 7 Shorts Gray Checkered Pull On 100% Cotton Preppy Summer
      Opens in a new window or tab
      Pre-Owned
      $7.00
      or Best Offer
      +$6.00 delivery
      Free returns
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