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    • PreppyRemove filter
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    • 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
    • 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
    • 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
    • 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
    • Carter’s Boy’s Shorts Lot Of 3 • Tan, Olive, Navy Size 10
      Find similar itemsSee all the items on eBay that match this style
      Carter’s Boy’s Shorts Lot Of 3 • Tan, Olive, Navy Size 10
      Opens in a new window or tab
      Pre-Owned
      $37.99
      Buy It Now
      +$6.31 delivery
      Sponsored
    • Vineyard Vines Boys Size 10 Chino Breaker Shorts Adjustable Waist Lot of 3
      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
    • Vineyard Vines boys shorts sz 16 blue green plaid VV wakehurst club shorts
      Vineyard Vines boys shorts sz 16 blue green plaid VV wakehurst club shorts
      Opens in a new window or tab
      Brand New
      $48.80
      Was: $65.0725% off
      Buy It Now
      +$9.45 delivery
      Sponsored
    • Ralph Lauren Polo Blue chambray shorts. Drawstring in waist. Size 10
      Ralph Lauren Polo Blue chambray shorts. Drawstring in waist. Size 10
      Opens in a new window or tab
      Brand New
      $25.00
      or Best Offer
      +$6.22 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
    • 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
    • UNDER AMOUR BOYS Size 16 Tan Showdown HeatGear Golf Shorts Lightweight
      UNDER AMOUR BOYS Size 16 Tan Showdown HeatGear Golf Shorts Lightweight
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$8.84 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 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
      $20.00
      Was: $25.0020% off
      or Best Offer
      +$5.84 delivery
      Save up to 15% when you buy more
      Sponsored
    • Tommy Hilfiger Shorts Boys Chinos Khakis Tan School Uniform Size 10 Kids Preppy
      Tommy Hilfiger Shorts Boys Chinos Khakis Tan School Uniform Size 10 Kids Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.92
      or Best Offer
      +$7.35 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
      $12.51
      Was: $17.8730% off
      or Best Offer
      +$6.49 delivery
      Free returns
      Extra 20% off with coupon
      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 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 left17h 32m
      $21.00
      Buy It Now
      +$7.00 delivery
      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
      $10.00
      Was: $17.2542% off
      or Best Offer
      +$5.80 delivery
      Sponsored
    • Polo Ralph Lauren Chino Shorts Boys 20 Blue Bermuda Pockets
      Polo Ralph Lauren Chino Shorts Boys 20 Blue Bermuda Pockets
      Opens in a new window or tab
      Brand New
      $19.95
      Buy It Now
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts  Boys 20  Blue & White Striped NEW
      Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEW
      Opens in a new window or tab
      Brand New
      $15.00
      or Best Offer
      +$4.84 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
    • 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
      Sponsored
    • Adidas boys Black athletic shorts with White Stripes size 5
      Adidas boys Black athletic shorts with White Stripes size 5
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Properly Tied Boys shorts size 16 Salmon Dress Preppy School
      Properly Tied Boys shorts size 16 Salmon Dress Preppy School
      Opens in a new window or tab
      Pre-Owned
      $11.92
      Was: $15.8925% off
      or Best Offer
      +$6.55 delivery
      Sponsored
    • NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20
      NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20
      Opens in a new window or tab
      Brand New
      $26.10
      or Best Offer
      +$6.95 delivery
      Sponsored
    • J Crew Crewcuts Seersucker Shorts Boys Size 10 Green White Striped 100% Cotton
      J Crew Crewcuts Seersucker Shorts Boys Size 10 Green White Striped 100% Cotton
      Opens in a new window or tab
      Brand New
      $18.99
      or Best Offer
      +$5.80 delivery in 2-4 days
      Sponsored
    • Vineyard Vines Boys Breaker Shorts 29 X 9 Chino Whales Jetty Red Embroidered 16
      Vineyard Vines Boys Breaker Shorts 29 X 9 Chino Whales Jetty Red Embroidered 16
      Opens in a new window or tab
      Brand New
      $32.99
      Buy It Now
      +$7.35 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
      12 watchers
      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
      $11.62
      or Best Offer
      +$5.99 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
    • 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
      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
    • POLO BY RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual SIZE 16
      POLO BY RALPH LAUREN Boys Shorts Madras Plaid Lightweight Preppy Casual SIZE 16
      Opens in a new window or tab
      Pre-Owned
      $16.99
      or Best Offer
      Free 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 in 2-4 days
      Sponsored
    • Polo Ralph Lauren Boys Slim Fit Blue and White Seersucker Preppy Shorts Size 10
      Polo Ralph Lauren Boys Slim Fit Blue and White Seersucker Preppy Shorts Size 10
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$8.00 delivery
      Sponsored
    • 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
    • 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
    • Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEW
      Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEW
      Opens in a new window or tab
      Brand New
      $19.59
      Was: $27.9930% off
      Buy It Now
      +$5.80 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable Waist
      Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $11.22
      Was: $14.9625% off
      or Best Offer
      +$8.99 delivery in 2-4 days
      Free returns
      Extra 20% 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
    • True Religion Jean Shorts Boys Size 16 Geno Relaxed Slimming Fit Dark Wash
      True Religion Jean Shorts Boys Size 16 Geno Relaxed Slimming Fit Dark Wash
      Opens in a new window or tab
      Pre-Owned
      $12.00
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Vineyard Vines Performance Youth Preppy Green Flat Front Cotton Shorts Size 10
      Vineyard Vines Performance Youth Preppy Green Flat Front Cotton Shorts Size 10
      Opens in a new window or tab
      Pre-Owned
      $15.00
      0 bids · Time left19h 55m
      or Best Offer
      +$4.84 delivery
      Sponsored
    • POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino Cotton
      POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino Cotton
      Opens in a new window or tab
      Pre-Owned
      $17.09
      Was: $18.9910% off
      or Best Offer
      +$6.99 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 20% off with coupon
      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
    • 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
    • Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5
      Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5
      Opens in a new window or tab
      Pre-Owned
      $14.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Extra 20% off with coupon
      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
    • 2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 5 Yrs
      2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 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
    • JANIE & JACK Boys Patchwork Shorts 5T Toddler Size 5 ~Navy Blue Plaid
      JANIE & JACK Boys Patchwork Shorts 5T Toddler Size 5 ~Navy Blue Plaid
      Opens in a new window or tab
      Pre-Owned
      $15.00
      Buy It Now
      +$5.50 delivery
      Free returns
      Sponsored
    • Kuhl Youth Outdoor Hiking Charcoal Shorts Built in Recco Nature Size 10 #6362
      Kuhl Youth Outdoor Hiking Charcoal Shorts Built in Recco Nature Size 10 #6362
      Opens in a new window or tab
      Pre-Owned
      $12.88
      or Best Offer
      +$5.00 delivery
      Extra 15% off with coupon
      Sponsored
    • Brooks Brothers Boys Kids Madras Print Cotton Shorts Size 20
      Brooks Brothers Boys Kids Madras Print Cotton Shorts Size 20
      Opens in a new window or tab
      Pre-Owned
      $24.42
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Polo Ralph Lauren | Size 5 | Khaki Flat Front Classic Cotton Chino Shorts
      Polo Ralph Lauren | Size 5 | Khaki Flat Front Classic Cotton Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $16.00
      or Best Offer
      +$4.84 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
    • Vineyard Vines boys size 10 Performance Adj. Waist pockets shorts
      Vineyard Vines boys size 10 Performance Adj. Waist pockets shorts
      Opens in a new window or tab
      Pre-Owned
      $15.70
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Vineyard Vines Shorts Boys Size 16 Patriotic Shorts
      Vineyard Vines Shorts Boys Size 16 Patriotic Shorts
      Opens in a new window or tab
      Brand New
      $17.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • NWT Ralph Lauren Polo Boys Denim Raw Hem Sullivan Fit Shorts - Size 16
      NWT Ralph Lauren Polo Boys Denim Raw Hem Sullivan Fit Shorts - Size 16
      Opens in a new window or tab
      Brand New
      $19.50
      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
      $13.58
      Was: $16.9720% off
      Buy It Now
      +$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
    • 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 18h
      $14.00
      Buy It Now
      +$5.65 delivery
      Sponsored
    • Lands End Shorts Boys Size 14 Navy Blue Active School Uniform Bottoms Kids
      Lands End Shorts Boys Size 14 Navy Blue Active School Uniform Bottoms Kids
      Opens in a new window or tab
      Pre-Owned
      $16.00
      or Best Offer
      +$6.31 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
    • 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
    • Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras Preppy
      Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Boys POLO Ralph Lauren Size 5 Seersucker Shorts Blue White  Stripe Adj waist
      Boys POLO Ralph Lauren Size 5 Seersucker Shorts Blue White Stripe Adj waist
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.84 delivery
      Sponsored
    • 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
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    • Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEW
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