198 results
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Top selling items from trusted sellers | Sponsored- Vineyard Vines Kids Boys Breaker Shorts Khaki Size 18Opens in a new window or tabPre-Owned$16.99Buy It NowFree delivery
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- Polo Ralph Lauren Shorts Youth 18 XL Beige Khaki Flat Front Cotton Preppy TwillOpens in a new window or tabPre-Owned$10.34Was: $14.7730% offor Best Offer+$5.95 delivery
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- Ralph Lauren Polo Youth Juniors Prepster Classic Elastic Waist Shorts Size 18Opens in a new window or tabPre-Owned$12.50Was: $25.0050% offor Best Offer+$7.35 delivery
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