Mail not sending Gmail

I have three Gmail accounts, all of which are set up for POP access in Mail. Occasionally, Mail will, I don't know, hiccup and ask me for either the incoming or outgoing password. Outgoing is more common, and I put it in and then it's fine. Sometimes, it asks me twice while trying to send, and on the third time, I restart the program and it's all good. This most often happens if my iBook has been in and out of sleep several times with Mail open.
Today, however, I've entered my password at least a dozen times, have restarted Mail twice, and it still won't send. I've changed from port 465 to port 25, and back again. All my settings are correct, and it worked fine two days ago (yesterday, it was hiccupping a lot but eventually sending).
I have no problems receiving mail.
I have 4 emails in my Outbox that need to be sent, and many more to write. Please help.

I'm having the same problem. Mail is asking me for my password for the gmail, i keep entering and it still won't send. i've double checked and still can't get any relief.
now i'm on the message boards.

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    Message was edited by:
    muthu2007
    Message was edited by:
    muthu2007

    props.put("mail.smtp.host", SMTP_HOST_NAME);
    props.put("mail.smtp.host", "true");Remove the second line...
    Christian

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