I come from Thunderbird/Evolution and I'm used to their behaviour when I send an email, and then want to add to what I said, or I've thought of something, I can go to my sent folder and just hit reply.
This keeps my sent message quoted in the new email, and just re-sends with some added stuff.
But in outlook it seems to take "reply" too literally, and sets the to of the new email to the from of the original; id est it will send this new email to me, not to them.
Is this configurable?