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356 results

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    • PreppyRemove filter
    • Size: 20Remove filter
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    • Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist Preppy
      Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.95
      or Best Offer
      +$6.99 delivery
      Free returns
      Extra 25% off with coupon
      Sponsored
      Top Rated Plus
    • Crewcuts Blue Chino Khaki Shorts Preppy 7" Inseam - Size Boy's 8
      Crewcuts Blue Chino Khaki Shorts Preppy 7" Inseam - Size Boy's 8
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Set of 2 Boys Size 20 Green Red Classic Preppy Casual
      Polo Ralph Lauren Shorts Set of 2 Boys Size 20 Green Red Classic Preppy Casual
      Opens in a new window or tab
      Pre-Owned
      $32.95
      or Best Offer
      +$7.25 delivery
      Sponsored
    • J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training Preppy
      J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training Preppy
      Opens in a new window or tab
      Pre-Owned
      $18.89
      Was: $20.9910% off
      Buy It Now
      +$4.84 delivery
      Sponsored
    • NWT Nautica Big Boys Heather Gray French Terry Sweat Shorts sz 8  S
      Find similar itemsSee all the items on eBay that match this style
      NWT Nautica Big Boys Heather Gray French Terry Sweat Shorts sz 8 S
      Opens in a new window or tab
      Brand New
      $12.00
      Buy It Now
      +$4.99 delivery
      Save up to 10% when you buy more
      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 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
      $20.99
      Was: $27.9925% off
      Buy It Now
      +$5.80 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classic
      NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classic
      Opens in a new window or tab
      Brand New
      $26.00
      or Best Offer
      +$3.99 delivery
      Save up to 20% when you buy more
      Sponsored
    • Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam Preppy
      Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.77
      or Best Offer
      +$7.35 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, Casual
      Opens in a new window or tab
      Pre-Owned
      $18.99
      or Best Offer
      +$10.00 delivery
      Sponsored
    • Zone Pro OT Sport Athletech Shorts Sz 8 8/10 Small S Lot Longer Length
      Zone Pro OT Sport Athletech Shorts Sz 8 8/10 Small S Lot Longer Length
      Opens in a new window or tab
      Pre-Owned
      $30.00
      or Best Offer
      +$7.35 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
    • Urban Pipeline Mossimo Cherokee Zoo York Boys Khaki Cargo Shorts Sz 8 Small Lot
      Urban Pipeline Mossimo Cherokee Zoo York Boys Khaki Cargo Shorts Sz 8 Small Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.45 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual Preppy
      Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$5.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20
      Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20
      Opens in a new window or tab
      Pre-Owned
      $18.75
      Was: $25.0025% off
      or Best Offer
      +$6.99 delivery
      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
    • Hanna Andersson Boys French Terry Shorts Size 5 (110) Cotton Gray White Stripe
      Hanna Andersson Boys French Terry Shorts Size 5 (110) Cotton Gray White Stripe
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.00 delivery in 2-4 days
      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
    • Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue Belt
      Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue Belt
      Opens in a new window or tab
      Pre-Owned
      $22.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • 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
    • Vineyard Vines Boys Seersucker Breaker Shorts Size 8
      Vineyard Vines Boys Seersucker Breaker Shorts Size 8
      Opens in a new window or tab
      Brand New
      $25.00
      or Best Offer
      Free delivery
      Sponsored
    • NWT Timberland Big Boys Dk Olive Green Camo Stretch Performance Shorts sz 8  S
      NWT Timberland Big Boys Dk Olive Green Camo Stretch Performance Shorts sz 8 S
      Opens in a new window or tab
      Brand New
      $14.00
      Buy It Now
      +$4.99 delivery
      Save up to 10% when you buy more
      Sponsored
    • NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button Zip
      NWT Polo Ralph Lauren shorts boys size 20 camouflage drawstring button Zip
      Opens in a new window or tab
      Brand New
      $29.88
      or Best Offer
      +$6.50 delivery
      Free returns
      Sponsored
    • Janie And Jack Boy’s Dressy Shorts Sz 8 Pink Linen Cotton Adjustable Party Beach
      Janie And Jack Boy’s Dressy Shorts Sz 8 Pink Linen Cotton Adjustable Party Beach
      Opens in a new window or tab
      New (Other)
      $19.00
      or Best Offer
      +$4.99 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
    • Polo Ralph Lauren Boys 8 Classic Chino Shorts Flat Front Navy Khaki Lot of 2
      Polo Ralph Lauren Boys 8 Classic Chino Shorts Flat Front Navy Khaki Lot of 2
      Opens in a new window or tab
      Pre-Owned
      $19.99
      Was: $24.9920% off
      Buy It Now
      +$9.70 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Univibe Ocean Current Boys Khaki Cargo Shorts Sz 8 Small Lot
      Univibe Ocean Current Boys Khaki Cargo Shorts Sz 8 Small Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.45 delivery
      Sponsored
    • J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts Preppy
      J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $12.74
      Was: $16.9925% off
      or Best Offer
      +$5.00 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
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic Chino
      Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic Chino
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
    • Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring Preppy
      Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring Preppy
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$7.65 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Gap Kids Boys Shorts Size 8 Gray Checkered Casual Lightweight Summer Chino
      Gap Kids Boys Shorts Size 8 Gray Checkered Casual Lightweight Summer Chino
      Opens in a new window or tab
      Pre-Owned
      $9.09
      Was: $12.9930% off
      or Best Offer
      +$6.95 delivery in 2-4 days
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Opens in a new window or tab
      Pre-Owned
      $14.27
      Was: $16.7915% off
      or Best Offer
      +$7.95 delivery
      Sponsored
    • Polo Ralph Lauren Boys Size 5 Chino Adjustable Waist Blue Navy Shorts Preppy
      Polo Ralph Lauren Boys Size 5 Chino Adjustable Waist Blue Navy Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $8.40
      Was: $12.0030% off
      Buy It Now
      +$5.50 delivery
      Free returns
      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
      Sponsored
    • Vineyard Vines Boys Size 5 Mint Green Aqua Flat Front Deck Shorts 100% Cotton
      Vineyard Vines Boys Size 5 Mint Green Aqua Flat Front Deck Shorts 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.71 delivery
      Sponsored
    • NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      Opens in a new window or tab
      Brand New
      $28.00
      Buy It Now
      +$6.99 delivery
      Sponsored
    • 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
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Youth Boys 20 Chino Flat Front Blue Khaki Casual Preppy
      Polo Ralph Lauren Shorts Youth Boys 20 Chino Flat Front Blue Khaki Casual Preppy
      Opens in a new window or tab
      Pre-Owned
      $8.67
      Was: $12.9433% off
      or Best Offer
      +$6.29 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Shorts Boys Youth 20 Multicolor Plaid Chino 11" Inseam Preppy
      Polo Ralph Lauren Shorts Boys Youth 20 Multicolor Plaid Chino 11" Inseam Preppy
      Opens in a new window or tab
      Pre-Owned
      $15.31
      Was: $21.8730% off
      or Best Offer
      +$9.99 delivery
      Free returns
      Extra 20% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEW
      Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEW
      Opens in a new window or tab
      Brand New
      $22.00
      Buy It Now
      +$6.84 delivery
      Sponsored
    • Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Boys Size 20 NWT
      Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Boys Size 20 NWT
      Opens in a new window or tab
      Brand New
      $29.95
      Buy It Now
      Free delivery
      Sponsored
    • The Children's Place & Cherokee Boys Khaki Cargo Flat Front Shorts Size 8 Bundle
      The Children's Place & Cherokee Boys Khaki Cargo Flat Front Shorts Size 8 Bundle
      Opens in a new window or tab
      Pre-Owned
      $18.00
      or Best Offer
      +$10.00 delivery
      Sponsored
    • VV- NEW BOYS CAT & JACK GREEN STRIPED FLAT FRONT SHORTS SIZE 6
      VV- NEW BOYS CAT & JACK GREEN STRIPED FLAT FRONT SHORTS SIZE 6
      Opens in a new window or tab
      Brand New
      $5.99
      Buy It Now
      +$5.00 delivery
      $7 off $50+ with coupon
      Sponsored
    • NWT J.Crew Crewcuts Kids' printed pull on short in linen, WHITE VIVID BLUE, Sz 8
      NWT J.Crew Crewcuts Kids' printed pull on short in linen, WHITE VIVID BLUE, Sz 8
      Opens in a new window or tab
      Brand New
      $22.95
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys 20 (11” Inseam) Beige Classic Chino Preppy School
      Polo Ralph Lauren Shorts Boys 20 (11” Inseam) Beige Classic Chino Preppy School
      Opens in a new window or tab
      Pre-Owned
      $19.95
      or Best Offer
      +$8.99 delivery
      Free returns
      Extra 12% off with coupon
      Sponsored
      Top Rated Plus
    • Lot Of 2 Oshkosh & Sonoma Shorts  Size 5 ~ 100 % Cotton
      Lot Of 2 Oshkosh & Sonoma Shorts Size 5 ~ 100 % Cotton
      Opens in a new window or tab
      Pre-Owned
      $14.00
      Buy It Now
      Free delivery
      Sponsored
    • Mayoral Boys Chino Shorts Adjustable Waist Mint Color Size 5 Kids Preppy
      Mayoral Boys Chino Shorts Adjustable Waist Mint Color Size 5 Kids Preppy
      Opens in a new window or tab
      New (Other)
      $13.95
      or Best Offer
      +$6.23 delivery
      Extra 12% off with coupon
      Sponsored
    • Bundle Of 3 New Old Navy Twill Uniform Shorts Navy Blue Khaki Boys 8 Slim
      Bundle Of 3 New Old Navy Twill Uniform Shorts Navy Blue Khaki Boys 8 Slim
      Opens in a new window or tab
      Brand New
      $24.99
      or Best Offer
      +$6.53 delivery
      Sponsored
    • Janie and Jack Boys khaki Beige Linen Blend Shorts Size 5
      Janie and Jack Boys khaki Beige Linen Blend Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $11.99
      or Best Offer
      +$4.71 delivery
      Sponsored
    • New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      Opens in a new window or tab
      New (Other)
      $19.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy Cotton
      Opens in a new window or tab
      Brand New
      $17.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • Arizona Jeans Mossimo Supply Co Boys Khaki Cargo Shorts Sz 8 Small Lot
      Arizona Jeans Mossimo Supply Co Boys Khaki Cargo Shorts Sz 8 Small Lot
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$9.45 delivery
      Sponsored
    • GAP Boys Madras Cargo Shorts Size 8 Adjustable Waist Colorful Preppy Patchwork
      GAP Boys Madras Cargo Shorts Size 8 Adjustable Waist Colorful Preppy Patchwork
      Opens in a new window or tab
      Pre-Owned
      $28.00
      or Best Offer
      +$7.35 delivery
      Sponsored
    • HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOs
      HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOs
      Opens in a new window or tab
      Pre-Owned
      $9.95
      Buy It Now
      +$5.99 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
      $11.49
      or Best Offer
      +$6.55 delivery
      Free returns
      Extra 15% off with coupon
      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
    • Rare Mini Boden Red Pirate Skull Crossbones Cargo Zip-Off Techno Shorts Boys 8
      Rare Mini Boden Red Pirate Skull Crossbones Cargo Zip-Off Techno Shorts Boys 8
      Opens in a new window or tab
      Pre-Owned
      $25.00
      or Best Offer
      +$6.53 delivery
      Sponsored
    • Boys RALPH LAUREN Polo Sz 20 31” Waist Shorts Madras Plaid Patchwork Preppy
      Boys RALPH LAUREN Polo Sz 20 31” Waist Shorts Madras Plaid Patchwork Preppy
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$6.25 delivery
      Sponsored
    • NWT Lands' End Boys Wrinkle Resistant Cotton Chino Shorts Navy Blue Size 8 , 12
      NWT Lands' End Boys Wrinkle Resistant Cotton Chino Shorts Navy Blue Size 8 , 12
      Opens in a new window or tab
      Brand New
      $13.99
      Buy It Now
      +$5.99 delivery
      Save up to 15% when you buy more
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    • Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids Preppy
      Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids Preppy
      Opens in a new window or tab
      Brand New
      $19.95
      Buy It Now
      +$4.84 delivery
      Sponsored
    • 2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWT
      Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWT
      Opens in a new window or tab
      Brand New
      $15.00
      or Best Offer
      +$7.35 delivery
      12% off 2+ with coupon
      Sponsored
    • Polo Ralph Lauren Boys Size 8 Yellow Flat Front Chino Shorts
      Polo Ralph Lauren Boys Size 8 Yellow Flat Front Chino Shorts
      Opens in a new window or tab
      Pre-Owned
      $22.98
      or Best Offer
      +$5.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Beige Adjustable Waist Cotton Chino Shorts Size 5
      Polo Ralph Lauren Boys Beige Adjustable Waist Cotton Chino Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $12.75
      Buy It Now
      +$6.00 delivery
      Sponsored
    • VTG 2004 GAP KIDS Durable Goods Cargo Pocket Bermuda Shorts 5T 5 Yrs Moss Green
      VTG 2004 GAP KIDS Durable Goods Cargo Pocket Bermuda Shorts 5T 5 Yrs Moss Green
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
      Sponsored
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    • PENGUIN nwt NEW~Medium Brown Canvas Casual Shorts~Boy's Size ~8Y~Drawstring~8~
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