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It appears like my server is being used. I was mailing a friend and my mail bounced because the ip of my server had been blacklisted. Connections to smtps (465) start/negotiate encryption before any smtp protocol level.
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Something weird is going on on my mail server. As far as i know gmail will not sign for custom domain when sending through free gmail account. Smtp session to smtps (465) port using telnet connections to smtp (25) start as unencrypted.
