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A contract, as has already been mentioned, but be sure to address all terms. Are you selling him the clothes or is it a consignment situation? You then need to determine either the price, if a sale, or the split of proceeds if it is a consignment. What price are you authorizing him to sell them, $5 per, $25, $100? Can you request their return if he hasn't sold them, and at what point? Who pays to ship the items each way? Risk of loss, during shipment there, during consignment, during possible return shipping?
It is essential to determine every possible outcome that you can imagine.