TS1307 Mail - can send and receive but can't reply

Running Mac OSX 10.5.8, Mail 3.6, all software up to date, permissions repaired, Mail accounts correctly set up and configured with outgoing server, no problems with internet.
For SOME emails when I hit Reply I can compose the reply but the Send button is greyed out. But not all.
SOMETIMES when starting new messages the Send button is greyed out. But not always. 
I did not have this problem a week ago.
Nothing on the Apple site deals with this problem. I've been through all the troubleshooting, mail assistant, etc, but nothing describes or solves this problem.
Can anyone help please? I rely heavily on email!!!

Hi Dianne,
In Mail>Preferences>Composing>Addressing, is it set to send from last used Mailbox, or what box?
When it's grayed out on the send, open connection doctor from the Menu>Show Detail>Check again, is some connection or have a red ball by it?

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