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225 results

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    • PreppyRemove filter
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    • Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double Knit
      Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double Knit
      Opens in a new window or tab
      Pre-Owned
      $28.99
      Buy It Now
      Free delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • 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
    • Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Find similar itemsSee all the items on eBay that match this style
      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
    • 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
      Buy It Now
      Free delivery in 2-4 days
      Free returns
      Save up to 30% when you buy more
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    • 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
    • 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
    • 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
      $18.99
      or Best Offer
      +$6.99 delivery
      Sponsored
    • 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
    • Vtg Boys Gap Golf Pleated Plaid Check Blue White Green 90s Shorts Size 4-5 XS
      Vtg Boys Gap Golf Pleated Plaid Check Blue White Green 90s Shorts Size 4-5 XS
      Opens in a new window or tab
      Pre-Owned
      $5.79
      0 bids · Time left2d 19h
      $9.99
      Buy It Now
      +$5.80 delivery
      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
    • 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
      Sponsored
      Top Rated Plus
    • 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
    • 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
      Extra 40% off with coupon
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      Top Rated Plus
    • 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
      $12.00
      Buy It Now
      +$5.50 delivery
      Free returns
      Sponsored
    • 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
    • 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
    • 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
    • NWT Chubbies Boys  XS Stretch Short Khakinators Tan Khakis Uniform Preppy
      NWT Chubbies Boys XS Stretch Short Khakinators Tan Khakis Uniform Preppy
      Opens in a new window or tab
      Brand New
      $30.00
      Buy It Now
      +$4.84 delivery
      Sponsored
    • 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
      $16.79
      or Best Offer
      +$7.95 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
    • 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
    • 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
    • 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
    • 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
      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
    • 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
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Chino Shorts Kids Boys 20 Blue Logo Preppy Casual
      Polo Ralph Lauren Chino Shorts Kids Boys 20 Blue Logo Preppy Casual
      Opens in a new window or tab
      Pre-Owned
      $18.77
      or Best Offer
      +$7.45 delivery
      Free returns
      Sponsored
    • Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 20
      Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 20
      Opens in a new window or tab
      Pre-Owned
      $20.00
      Buy It Now
      +$6.84 delivery
      Free returns
      Sponsored
    • Ralph Lauren Shorts Youth 20 Beige Straight Outdoor Preppy
      Ralph Lauren Shorts Youth 20 Beige Straight Outdoor Preppy
      Opens in a new window or tab
      Pre-Owned
      $17.99
      or Best Offer
      +$6.99 delivery
      Free returns
      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
    • 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
    • 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
    • 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 20 Big Boys Straight Fit Flex Abrasion Twill Shorts Blue
      Polo Ralph Lauren 20 Big Boys Straight Fit Flex Abrasion Twill Shorts Blue
      Opens in a new window or tab
      Brand New
      $22.50
      Was: $25.0010% off
      Buy It Now
      +$4.99 delivery
      Free returns
      30% off 3+ with coupon
      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 Shorts Boys 20 Khaki Preppy Casual 11" Inseam Youth *
      Polo Ralph Lauren Shorts Boys 20 Khaki Preppy Casual 11" Inseam Youth *
      Opens in a new window or tab
      Pre-Owned
      $19.71
      Was: $24.9521% off
      or Best Offer
      +$8.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • 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
    • 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
    • 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
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      +$6.00 delivery in 2-4 days
      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
      $17.95
      Was: $19.9510% off
      or Best Offer
      +$8.99 delivery
      Free returns
      Extra 12% off with coupon
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    • 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
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      +$6.25 delivery
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    • Vintage Polo Ralph Lauren Boys Khaki Chino Shorts Size 5 Pleated FK010222
      Vintage Polo Ralph Lauren Boys Khaki Chino Shorts Size 5 Pleated FK010222
      Opens in a new window or tab
      Pre-Owned
      $10.96
      Was: $12.8915% off
      or Best Offer
      +$6.40 delivery
      Sponsored
    • Polo Ralph Lauren Cargo Shorts Youth Sz  20 Classic Polo Chino Ivory
      Polo Ralph Lauren Cargo Shorts Youth Sz 20 Classic Polo Chino Ivory
      Opens in a new window or tab
      Brand New
      $19.99
      or Best Offer
      +$8.99 delivery
      Sponsored
    • 2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
      2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Boys RALPH LAUREN Polo Sz 20 Shorts Madras Plaid Patchwork Preppy
      Boys RALPH LAUREN Polo Sz 20 Shorts Madras Plaid Patchwork Preppy
      Opens in a new window or tab
      Pre-Owned
      $9.74
      Was: $12.9925% off
      Buy It Now
      +$6.30 delivery
      Sponsored
    • James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      Opens in a new window or tab
      Pre-Owned
      $16.00
      or Best Offer
      +$4.33 delivery
      Sponsored
    • NWT French Toast Boy's Dark Navy Blue Chino Shorts Size 20 Husky Adjustable
      NWT French Toast Boy's Dark Navy Blue Chino Shorts Size 20 Husky Adjustable
      Opens in a new window or tab
      Brand New
      $24.95
      or Best Offer
      Free delivery
      Free returns
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      Top Rated Plus
    • Vineyard Vines Club Shorts Boy's Youth's Size 5 Dolphin Blue Stretch Waist NEW
      Vineyard Vines Club Shorts Boy's Youth's Size 5 Dolphin Blue Stretch Waist NEW
      Opens in a new window or tab
      Brand New
      $22.00
      Buy It Now
      +$9.00 delivery
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    • Vineyard Vines Nantucket Red Club Shorts Boys Size 20 30 Inch Waist
      Vineyard Vines Nantucket Red Club Shorts Boys Size 20 30 Inch Waist
      Opens in a new window or tab
      Pre-Owned
      $16.95
      or Best Offer
      +$7.95 delivery
      Sponsored
    • 2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      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
    • Polo Ralph Lauren Spring II Beige Shorts w/Belt - NEW w/TAGS - Size 20 Boys
      Polo Ralph Lauren Spring II Beige Shorts w/Belt - NEW w/TAGS - Size 20 Boys
      Opens in a new window or tab
      Brand New
      $32.00
      or Best Offer
      +$6.84 delivery
      Sponsored
    • Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat Front
      Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat Front
      Opens in a new window or tab
      Pre-Owned
      $11.16
      Was: $14.8825% off
      Buy It Now
      +$6.50 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$6.99 delivery
      Sponsored
    • The Children’s Place Boy’s Size 5 T Olive Green Khaki Shorts
      The Children’s Place Boy’s Size 5 T Olive Green Khaki Shorts
      Opens in a new window or tab
      Pre-Owned
      $7.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra Bermuda
      Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra Bermuda
      Opens in a new window or tab
      Pre-Owned
      $13.99
      or Best Offer
      +$7.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Embroidered Colored Pony Yellow Preppy Shorts Size 5
      Polo Ralph Lauren Boys Embroidered Colored Pony Yellow Preppy Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$6.55 delivery
      Sponsored
    • J Crew Shorts Boys 26x6 XS Cotton Blue Stripe Drawstring Pockets Preppy Classic
      J Crew Shorts Boys 26x6 XS Cotton Blue Stripe Drawstring Pockets Preppy Classic
      Opens in a new window or tab
      New (Other)
      $22.77
      or Best Offer
      +$6.99 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
      $29.00
      or Best Offer
      +$6.95 delivery
      Sponsored
    • Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda Embroidered
      Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda Embroidered
      Opens in a new window or tab
      Brand New
      $24.43
      Was: $28.7415% off
      or Best Offer
      +$9.45 delivery
      Sponsored
    • Lands End Shorts Boys 20H Red Plaid Flat Front Adjustable Waist Elastic Preppy
      Lands End Shorts Boys 20H Red Plaid Flat Front Adjustable Waist Elastic Preppy
      Opens in a new window or tab
      Pre-Owned
      $8.99
      Was: $9.9910% off
      or Best Offer
      +$6.99 delivery
      Free returns
      Sponsored
    • Adidas Shorts Youth Boys XS Black Gray Pull On Athletic Logo Pant Joggers
      Adidas Shorts Youth Boys XS Black Gray Pull On Athletic Logo Pant Joggers
      Opens in a new window or tab
      Pre-Owned
      $11.85
      or Best Offer
      +$6.98 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 40% off with coupon
      Sponsored
      Top Rated Plus
    • 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
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