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414 results

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    • PreppyRemove filter
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    • Properly Tied Mallard Short Preppy Southern Fish Printed Outdoor Green Boys 5
      Properly Tied Mallard Short Preppy Southern Fish Printed Outdoor Green Boys 5
      Opens in a new window or tab
      Pre-Owned
      $24.98
      or Best Offer
      +$8.84 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
    • 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
    • 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
    • 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 3h
      +$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
    • Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
      Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pockets
      Opens in a new window or tab
      Pre-Owned
      $5.99
      or Best Offer
      +$4.52 delivery in 2-4 days
      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
    • Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 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
    • 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
    • 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
    • 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
    • Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - Purple
      Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - Purple
      Opens in a new window or tab
      Pre-Owned
      $11.00
      Buy It Now
      Free 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
    • Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Opens in a new window or tab
      Pre-Owned
      $13.50
      or Best Offer
      +$4.84 delivery
      10 watchers
      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
    • 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
    • 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 Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$5.00 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 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
    • 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
      Extra 20% off with coupon
      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
      $12.51
      Was: $17.8730% off
      or Best Offer
      +$6.49 delivery
      Free returns
      Extra 20% off with coupon
      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
      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
    • 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
    • Oshkosh Old Navy Sonoma Toughskins Chaps Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Oshkosh Old Navy Sonoma Toughskins Chaps Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $30.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • 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
      Sponsored
    • Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Opens in a new window or tab
      Pre-Owned
      $10.99
      or Best Offer
      +$5.00 delivery
      Free returns
      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
    • 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
    • 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
      Sponsored
      Top Rated Plus
    • 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
    • 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
      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
    • Polo Ralph Lauren Shorts Boys 16 Beige Khaki Cargo 11 Inch Casual Preppy Neutral
      Polo Ralph Lauren Shorts Boys 16 Beige Khaki Cargo 11 Inch Casual Preppy Neutral
      Opens in a new window or tab
      Pre-Owned
      $26.99
      Was: $29.9910% off
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Abercrombie Kids-Boys Drawstring Sweat Shorts Sz.15-16/Blue/Cotton Blend/Pockets
      Abercrombie Kids-Boys Drawstring Sweat Shorts Sz.15-16/Blue/Cotton Blend/Pockets
      Opens in a new window or tab
      Brand New
      $24.59
      Buy It Now
      +$8.99 delivery
      Sponsored
    • Vineyard Vines Boys Light Khaki Breaker Chino Casual Shorts Adjustable Waist 16
      Vineyard Vines Boys Light Khaki Breaker Chino Casual Shorts Adjustable Waist 16
      Opens in a new window or tab
      Pre-Owned
      $17.95
      or Best Offer
      +$5.80 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
    • Vineyard Vines Boys Size 16 Turquoise Summer Shorts!NWT! Great For Summer!☀️🌊
      Vineyard Vines Boys Size 16 Turquoise Summer Shorts!NWT! Great For Summer!☀️🌊
      Opens in a new window or tab
      Brand New
      $25.00
      or Best Offer
      +$8.84 delivery
      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
    • 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
    • 2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Vineyard Vines Boys Shorts Lifeguard Red Whale Embroidered SZ 16 Club Shorts
      Vineyard Vines Boys Shorts Lifeguard Red Whale Embroidered SZ 16 Club Shorts
      Opens in a new window or tab
      Pre-Owned
      $30.00
      or Best Offer
      +$6.75 delivery
      Extra 20% off with coupon
      Sponsored
    • 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
    • 2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      Opens in a new window or tab
      Brand New
      $24.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Extra 40% off with coupon
      Sponsored
      Top Rated Plus
    • 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
    • Polo Ralph Lauren Boys Beige Tan Shorts 16 Casual Club Uniform Preppy Flat Front
      Polo Ralph Lauren Boys Beige Tan Shorts 16 Casual Club Uniform Preppy Flat Front
      Opens in a new window or tab
      Pre-Owned
      $10.00
      or Best Offer
      +$5.99 delivery
      Sponsored
    • NEW Vineyard Vines Khaki Tan Hybrid Breaker Shorts Young Size 16 Pocket Bermuda
      NEW Vineyard Vines Khaki Tan Hybrid Breaker Shorts Young Size 16 Pocket Bermuda
      Opens in a new window or tab
      Brand New
      $45.00
      or Best Offer
      +$6.55 delivery
      Sponsored
    • 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
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Under Armour Boys Loose Heatgear Shorts Size 16 Gray Pockets Logo Zipper NWT
      Under Armour Boys Loose Heatgear Shorts Size 16 Gray Pockets Logo Zipper NWT
      Opens in a new window or tab
      Brand New
      $21.95
      or Best Offer
      +$3.99 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
      $14.88
      Buy It Now
      +$9.45 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Sz 12 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
      Polo Ralph Lauren Boys Sz 12 Red Sullivan Slim Fit Cut Off Raw Edge Denim Shorts
      Opens in a new window or tab
      Brand New
      $24.99
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    • NEW POLO RALPH LAUREN CHAMBRAY PREPPY COTTON SHORTS BOYS SZ 16
      NEW POLO RALPH LAUREN CHAMBRAY PREPPY COTTON SHORTS BOYS SZ 16
      Opens in a new window or tab
      Brand New
      $30.00
      or Best Offer
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