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87 results

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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
    • 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
      $32.97
      or Best Offer
      +$9.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • 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
      or Best Offer
      +$8.99 delivery
      Free returns
      Extra 20% off with coupon
      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
      $17.99
      Was: $19.9910% off
      Buy It Now
      +$6.99 delivery
      Free returns
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      Top Rated Plus
    • 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 left2d 10h
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Buy It Now
      Free 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
    • 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 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
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys 7 Colorful Chino Preppy Youth School Plaid
      Polo Ralph Lauren Shorts Boys 7 Colorful Chino Preppy Youth School Plaid
      Opens in a new window or tab
      Pre-Owned
      $14.75
      or Best Offer
      +$6.40 delivery
      Free returns
      Sponsored
    • Vineyard Vines Boys Sz 16 Classic Breaker Performance Shorts Blue Classic Preppy
      Vineyard Vines Boys Sz 16 Classic Breaker Performance Shorts Blue Classic Preppy
      Opens in a new window or tab
      Pre-Owned
      $16.00
      Buy It Now
      +$5.57 delivery
      Free returns
      Sponsored
    • 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
      Buy It Now
      Free delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts 16 27 Coral Sullivan Slim Cutoff Denim Pink
      Polo Ralph Lauren Shorts 16 27 Coral Sullivan Slim Cutoff Denim Pink
      Opens in a new window or tab
      Pre-Owned
      $17.87
      or Best Offer
      +$6.49 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • 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
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • Vineyard Vines Shorts Boys Size 16 Gray Breaker Shorts Stretch
      Vineyard Vines Shorts Boys Size 16 Gray Breaker Shorts Stretch
      Opens in a new window or tab
      Brand New
      $17.95
      Was: $19.9510% off
      Buy It Now
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Sponsored
      Top Rated Plus
    • POLO RALPH LAUREN Shorts Boys 16 Embroidered Navy Blue Pony AOP Drawstring Prep
      POLO RALPH LAUREN Shorts Boys 16 Embroidered Navy Blue Pony AOP Drawstring Prep
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • POLO RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual Summer 16
      POLO RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual Summer 16
      Opens in a new window or tab
      Pre-Owned
      $12.74
      Was: $14.9915% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • 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
      $10.80
      Was: $18.0040% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys 16 (10” Inseam) Navy Blue Classic Chino Preppy
      Polo Ralph Lauren Shorts Boys 16 (10” Inseam) Navy Blue Classic Chino Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.95
      Was: $19.9510% off
      or Best Offer
      +$7.99 delivery
      Free returns
      Extra 12% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys 7 Blue Chambray Pockets Logo Navy PRL #67 Belt
      Polo Ralph Lauren Shorts Boys 7 Blue Chambray Pockets Logo Navy PRL #67 Belt
      Opens in a new window or tab
      Pre-Owned
      $21.99
      or Best Offer
      +$16.55 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Ralph Lauren Shorts Youth 16 Navy Blue Cargo Baggy Cut Offs Boys Polo Jean Co
      Ralph Lauren Shorts Youth 16 Navy Blue Cargo Baggy Cut Offs Boys Polo Jean Co
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Youth 16 Brown Khaki Tan Cargo Cotton Classic Fit Boys
      Polo Ralph Lauren Shorts Youth 16 Brown Khaki Tan Cargo Cotton Classic Fit Boys
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Khaki Shorts Boys 16 Beige Flat Front Chino Casual Youth
      Polo Ralph Lauren Khaki Shorts Boys 16 Beige Flat Front Chino Casual Youth
      Opens in a new window or tab
      Pre-Owned
      $16.87
      or Best Offer
      +$6.49 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Size 7 Black Cotton Chino Drawstring Shorts
      Polo Ralph Lauren Boys Size 7 Black Cotton Chino Drawstring Shorts
      Opens in a new window or tab
      Pre-Owned
      $14.99
      or Best Offer
      +$5.10 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Shorts Youth 16 Blue Straight Casual Preppy
      Vineyard Vines Shorts Youth 16 Blue Straight Casual Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
    • Vintage O'Neill Shorts Boys 16 Brown Y2K Plaid Chino Skater Surf Punk Rock
      Vintage O'Neill Shorts Boys 16 Brown Y2K Plaid Chino Skater Surf Punk Rock
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Shorts Boys Size 16 Chino Embroidered Whale USA Patriotic Youth
      Vineyard Vines Shorts Boys Size 16 Chino Embroidered Whale USA Patriotic Youth
      Opens in a new window or tab
      Pre-Owned
      $12.95
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 5% 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
      $9.99
      Buy It Now
      +$5.99 delivery
      Free returns
      Extra 5% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Cotton Chino Shorts Boys Youth Size 16 Navy Blue New With Tags
      Polo Ralph Lauren Cotton Chino Shorts Boys Youth Size 16 Navy Blue New With Tags
      Opens in a new window or tab
      Brand New
      $19.99
      Buy It Now
      +$7.35 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys 16 Red Chino Coral Flat front Preppy w/ Belt
      Polo Ralph Lauren Shorts Boys 16 Red Chino Coral Flat front Preppy w/ Belt
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • True Religion Jean Shorts Boys 16 Geno Relaxed Slim Distressed Raw Rinse Wash
      True Religion Jean Shorts Boys 16 Geno Relaxed Slim Distressed Raw Rinse Wash
      Opens in a new window or tab
      Brand New
      $18.67
      Was: $20.7510% off
      or Best Offer
      +$7.99 delivery
      Free returns
      Sponsored
    • Lee Cargo Shorts Youth 16 Reg Loose Khaki Tan Adjustable Waist Belt Pockets NEW
      Lee Cargo Shorts Youth 16 Reg Loose Khaki Tan Adjustable Waist Belt Pockets NEW
      Opens in a new window or tab
      Pre-Owned
      $24.99
      or Best Offer
      +$8.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Tommy Hilfiger Shorts Youth Boys Size 16 Blue Check Seersucker Chino 100% Cotton
      Tommy Hilfiger Shorts Youth Boys Size 16 Blue Check Seersucker Chino 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $15.29
      Was: $16.9910% off
      or Best Offer
      +$6.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      $8.89
      Was: $9.8810% off
      or Best Offer
      +$5.95 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
      $19.98
      or Best Offer
      +$5.99 delivery in 2-4 days
      Free returns
      Extra 10% off with coupon
      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
      $14.39
      Buy It Now
      +$5.50 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • POLO RALPH LAUREN Big Boy Lightweight Parachute Rugby Twill Shorts White Size 16
      POLO RALPH LAUREN Big Boy Lightweight Parachute Rugby Twill Shorts White Size 16
      Opens in a new window or tab
      Pre-Owned
      $11.10
      Was: $15.8530% off
      or Best Offer
      +$7.25 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • The Childrens Place Boys size 16 Shorts plaid cotton preppy New red white blue
      The Childrens Place Boys size 16 Shorts plaid cotton preppy New red white blue
      Opens in a new window or tab
      Brand New
      $8.00
      Was: $10.0020% off
      Buy It Now
      +$5.62 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Embroidered Whales Pink Khaki Shorts Boys Size 16
      Vineyard Vines Embroidered Whales Pink Khaki Shorts Boys Size 16
      Opens in a new window or tab
      Pre-Owned
      $14.99
      Was: $19.9925% off
      Buy It Now
      +$6.00 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Kids Tiger Camo Military Cargo Shorts Size 16 Embroidered
      Polo Ralph Lauren Kids Tiger Camo Military Cargo Shorts Size 16 Embroidered
      Opens in a new window or tab
      Pre-Owned
      $55.00
      or Best Offer
      +$9.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Sz 16 Blue Classic Preppy Flat Front Shorts 100% Cotton
      Polo Ralph Lauren Boys Sz 16 Blue Classic Preppy Flat Front Shorts 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$8.19 delivery
      Free returns
      Sponsored
    • Polo Ralph Lauren Shorts Boys 7 Blue Straight Leg Preppy Casual Pockets Cotton
      Polo Ralph Lauren Shorts Boys 7 Blue Straight Leg Preppy Casual Pockets Cotton
      Opens in a new window or tab
      Pre-Owned
      $20.00
      or Best Offer
      +$7.65 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Baileys Pt Shorts Boys Youth 16 Blue Bermuda Thick Stitch Rockabilly Western
      Baileys Pt Shorts Boys Youth 16 Blue Bermuda Thick Stitch Rockabilly Western
      Opens in a new window or tab
      Pre-Owned
      $10.30
      Was: $12.8820% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Old Navy Adjustable Waist Shorts Boys Size 16 Khaki School Shorts NEW #RN 54023
      Old Navy Adjustable Waist Shorts Boys Size 16 Khaki School Shorts NEW #RN 54023
      Opens in a new window or tab
      New (Other)
      $8.50
      Was: $10.0015% off
      or Best Offer
      +$4.50 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boy Stretch Breaker Shorts Size 16 Khaki Chino Preppy New
      Vineyard Vines Boy Stretch Breaker Shorts Size 16 Khaki Chino Preppy New
      Opens in a new window or tab
      Brand New
      $27.99
      or Best Offer
      +$6.95 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • TOMMY HILFIGER Shorts Womens Size 16 Beige Preppy Summer Beach Walking Outdoor
      TOMMY HILFIGER Shorts Womens Size 16 Beige Preppy Summer Beach Walking Outdoor
      Opens in a new window or tab
      Pre-Owned
      $4.00
      Was: $8.0050% off
      or Best Offer
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boy 16 Black Green Twill Casual Preppy Chino Lot Of 2
      Polo Ralph Lauren Shorts Boy 16 Black Green Twill Casual Preppy Chino Lot Of 2
      Opens in a new window or tab
      Pre-Owned
      $29.67
      or Best Offer
      +$9.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Jumping Beans Boys Sz 7 Striped Pull On Shorts 100% Cotton Preppy
      Jumping Beans Boys Sz 7 Striped Pull On Shorts 100% Cotton Preppy
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$6.00 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • 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
      $13.24
      Was: $16.9722% off
      or Best Offer
      +$8.97 delivery in 2-4 days
      Free returns
      Extra 22% off with coupon
      Sponsored
      Top Rated Plus
    • HAWK Gray Checkered Preppy Shorts Youth Boys Size 7
      HAWK Gray Checkered Preppy Shorts Youth Boys Size 7
      Opens in a new window or tab
      Pre-Owned
      $6.00
      or Best Offer
      +$5.50 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
      Opens in a new window or tab
      Brand New
      $14.99
      Buy It Now
      +$5.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Crewcuts Boys Chino Shorts Size 16 Salmon Preppy Classic Summer Staple School
      Crewcuts Boys Chino Shorts Size 16 Salmon Preppy Classic Summer Staple School
      Opens in a new window or tab
      Brand New
      $27.88
      Buy It Now
      +$9.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys 16 Cargo Khaki 28” Waist Classic Chino Tan Preppy
      Polo Ralph Lauren Shorts Boys 16 Cargo Khaki 28” Waist Classic Chino Tan Preppy
      Opens in a new window or tab
      Pre-Owned
      $6.29
      Was: $8.9930% off
      or Best Offer
      +$7.99 delivery
      Free returns
      Sponsored
    • Wrangler Shorts Boys Youth 16 Husky Gray Plaid Cargo Preppy Outdoors Hiking
      Wrangler Shorts Boys Youth 16 Husky Gray Plaid Cargo Preppy Outdoors Hiking
      Opens in a new window or tab
      Pre-Owned
      $4.51
      Was: $12.8865% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Vineyard Vines Shorts Boys 16 Club Pockets Logo EUC Royal Blue
      Vineyard Vines Shorts Boys 16 Club Pockets Logo EUC Royal Blue
      Opens in a new window or tab
      Pre-Owned
      $11.33
      Was: $18.8840% off
      or Best Offer
      +$9.45 delivery
      Free returns
      Sponsored
    • 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
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • POLO RALPH LAUREN Shorts Youth Boy 16 Khaki Beige Cargo Classic Chino Preppy 28W
      POLO RALPH LAUREN Shorts Youth Boy 16 Khaki Beige Cargo Classic Chino Preppy 28W
      Opens in a new window or tab
      Pre-Owned
      $10.39
      or Best Offer
      +$6.25 delivery
      Free returns
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