1

Let's say I import a paper wallet's private key into my Bitcoin-Qt client. I then manually sweep the entire balance from that private key to a different Bitcoin-Qt private key/address with a new transaction.

Will Bitcoin-Qt ever send change from a future transaction to the paper wallet's imported private key?

2

No, only new addresses are used for change.

1

Only if you manually select the imported key's address as a change address in Coin Control.

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