The image above shows a standard SMTP response. In this case, the user is setting the sender’s email address. As shown in the image above, an SMTP request consists of a command followed by a set of optional parameters. This is accomplished using a request-response structure. SMTP is a text-based protocol designed to be limited to printable ASCII characters. Alternatively, users can filter for ports commonly used in SMTP traffic (i.e., 25, 587 and 465). SMTP traffic can be filtered in Wireshark using the built-in smtp filter. For example, a Google mail server can be reached by using Telnet to connect to gmail-smtp-in.l. on port 25. Google and other services maintain SMTP mail servers, allowing users to interact with them programmatically. Whether you use an email server hosted on-premises or a webmail service like Gmail or O365, there is a decent chance that SMTP is being used somewhere behind the scenes. However, port 465 was historically used for encrypted SMTP and some implementations use this. The officially accepted way to use TLS with SMTP is to use port 25 and send a STARTTLS message to indicate the beginning of TLS usage. As a result, SMTP traffic can be encrypted using Transport Layer Security (TLS). However, using traffic that is easily readable by eavesdroppers is not a good idea for email.
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