title: openssl client SMTP with gmail port 587, no response (250 OK) from after <crlf>.<crlf>
body: <p>I've been trying to use openssl to establish a connection with smtp.gmail.com port 587 or 465 with:
  openssl s_client -host smtp.gmail.com -port 587 -starttls smtp</p>
  
  <p>and the authentication, mail from, rcpt to, and data were all successful. but my problem is, after i write . in a new line, no 250 OK response from the server.</p>
  
  <p>here is the process:</p>
  
  <pre><code>    CONNECTED(00000003)
      depth=1 /C=US/O=Google Inc/CN=Google Internet Authority
      verify error:num=20:unable to get local issuer certificate
      verify return:0
      ---
      Certificate chain
       0 s:/C=US/ST=California/L=Mountain View/O=Google Inc/CN=smtp.gmail.com
         i:/C=US/O=Google Inc/CN=Google Internet Authority
       1 s:/C=US/O=Google Inc/CN=Google Internet Authority
         i:/C=US/O=Equifax/OU=Equifax Secure Certificate Authority
      ---
      Server certificate
      -----BEGIN CERTIFICATE-----
      (certification)
      -----END CERTIFICATE-----
      subject=/C=US/ST=California/L=Mountain View/O=Google Inc/CN=smtp.gmail.com
      issuer=/C=US/O=Google Inc/CN=Google Internet Authority
      ---
      No client certificate CA names sent
      ---
      SSL handshake has read 1910 bytes and written 338 bytes
      ---
      New, TLSv1/SSLv3, Cipher is RC4-MD5
      Server public key is 1024 bit
      Secure Renegotiation IS supported
      Compression: NONE
      Expansion: NONE
      SSL-Session:
          Protocol  : TLSv1
          Cipher    : RC4-MD5
          Session-ID: 28E597C0025A93C82AD4A7C517F699B37D106D760597467B522C1041F1BC17C8
          Session-ID-ctx:
          Master-Key: 1CC83A8A4B7864DF9BBD9E9742B4E5A5937941EB2A28B88A1D4214920B77AC976D3ADC2DA7B60CF8BD6BC2B0712A42A2
          Key-Arg   : None
          Start Time: 1296911515
          Timeout   : 300 (sec)
          Verify return code: 20 (unable to get local issuer certificate)
      ---
      250 ENHANCEDSTATUSCODES
      ehlo
      250-mx.google.com at your service, [121.94.150.147]
      250-SIZE 35651584
      250-8BITMIME
      250-AUTH LOGIN PLAIN XOAUTH
      250 ENHANCEDSTATUSCODES
      auth login
      334 VXNlcm5hbWU6
      &lt;my email&gt;
      334 UGFzc3dvcmQ6
      &lt;my password&gt;
      235 2.7.0 Accepted
      mail from:&lt;email&gt;
      250 2.1.0 OK t14sm1471936icd.10
      rcpt to:&lt;email&gt;
      250 2.1.5 OK t14sm1471936icd.10
      data
      from: someone &lt;email&gt;
      354  Go ahead t14sm1471936icd.10
      to : someone &lt;email&gt;
      subject: test
      test
      test2
      .
  
  451 4.4.2 Timeout - closing connection. t14sm1471936icd.10
  read:errno=0
  </code></pre>
  
  <p>I am using cygwin in win7 32.</p>
  
  <p>I've been searching for all of the possible keywords on google but no solution comes out.
  PLEASE HELP!</p>