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I actually did this yesterday. My nephew asked if I could bring my old binder of cards to Thanksgiving to "trade". He was really wanting to just loot the best cards and leave trash in its place, but desu I didn't mind. I let him take the 1999 holos of Charizard, Venusaur, and Blastoise, and then explained that if lost or destroyed them, it would cost about $200 to replace. He seemed to understand that well enough that he'll at least try to keep them safe. And if the 90s taught me anything, it's that toys are meant to be played with.
