Sending email to implicit ssl mail servers is impossible because of underlying architecture.
Of Course but you may use the deprecated System.Web.Mail.MailMessage API (and set its "http://schemas.microsoft.com/cdo/configuration/smtpusessl" option, for explicit SSL/TLS):
System.Web.Mail.MailMessage mailMsg = new System.Web.Mail.MailMessage(); mailMsg.Fields.Add("http://schemas.microsoft.com/cdo/configuration/smtpusessl",true);
Another way is to establish a SSL/TLS tunnel to your server and the send normail email without usage of SSL. By using this way, you do the handshaking and transferring to SMTP server using ssl tunnel.
Yes, There are several third party libraries which can be used in-order to send mime/smime mails to implicit ssl smtp mail servers.
For example Secure Black Box mail component, Chilkat .net library our MailBee.Net
As you might know, SMTP is in a way a normal socket communication which transfers specific packets.
The difference between implicit and explicit ssl mail servers relays on handshaking. In implicit smtp communication the whole process in using SSL, including handshaking (usually port 465).
If you secure a normal mail server with Ssl certificate, that will be come implicit, because you are having a security layer over all of transactions
In explicit mail server, handshaking is not encrypted and is not using Ssl . You connect to a normal SMTP port (usually 25 or 587) in plaintext, then issue the “starttls” command to switch to SSL-mode.
There are IANA registered port numbers for secure mail, but some ISPs may use other ports.
IMAP/SSL: 993
POP3/SSL: 995
SMTP/SSL is often offered on port 465, but this is not registered, and is less common since support for explicit SSL is widely supported by SMTP agents.
Support for explicit SSL can be advertised by a server using a protocol-specific negotiation. For example, when a client connects to an SMTP server, and issues the EHLO command, the server will list its capabilities, which might include support for the STARTTLS command.
For more information look at here