1. The original purchase date is irrelevant. Only the purchases within 30 days on either side of the sale/expiration counts. So all of your basis will be absorbed into the one you are still holding from 11/16. It is within 30 days of Dec 5.
2. No. They are both wash sales since you keep buying more of the item.
3. Purchase date will vanish like the wash sale. The date becomes the newest purchase in the chain, Dec 5.
3. The first paragraph gets absorbed by the second which is absorbed by the third. Use most recent date. Now, you have a purchase from 11/16 which is counted as 12/5 and the basis is all 3 expirations before it plus the basis of that transaction.
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