181 results
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- Polo by Ralph Lauren Big Boys Shorts- Blue with Orange Pony Logo - Size 18Opens in a new window or tabPre-Owned$12.00or Best Offer+$7.35 deliveryFree returnsTop Rated Plus
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Based on number of views and purchases | Sponsored- Boys Crown & Ivy Motion Flex Shorts Size 18 Blue Adjustable WaistOpens in a new window or tabPre-Owned$8.96Was: $11.9525% offor Best Offer+$5.80 delivery
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