For educational purposes, I need to send an email through an SMTP server, using SMTP's fundamental and simple rules. I was able to do that using smtp4dev. I telnet localhost 25 and and commands are: I want to do the same thing, using Gmail SMTP server. However, it requires authentication and TLS. I can't figure out how to do that for Gmail. Here's a screenshot of telnet smtp.gmail.com 587: I searc