Connecting to google gmail now! 220 mx.google.com ESMTP q18sm34685365pog.9 250-mx.google.com at your service, [121.15.233.169] 250-SIZE 35651584 Usage: IO::Handle::error(handle) at C:/Perl/site/lib/IO/Socket/SSL.pm line 611, line 3. #### if(not IO::Socket::SSL::start_SSL($f, SSL_version => "SSLv3 TLSv1")){ die "Couldn't start TLS: \n" . IO::Socket::SSL::errstr ."\n"; } print $f "EHLO localhost\n"; $line=<$f>; print $line; print FH $line; print $f "AUTH LOGIN\n"; $line=<$f>; print $line; print FH $line;