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A great writeup is here

Here is an example for my own purposes:

user@ ~ $ swaks --to user@mochabomb.com \
> --from=thing@mochabomb.spiffy 
> --auth \
> --auth-user=testuser@mochabomb.com \
> --auth-password=mypassword \
> --server mochabomb.com:587  

=== Trying mochabomb.com:587:25...
=== Connected to mochabomb.com:587.
<-  220-vps2.mochabomb.info ESMTP ChickenLips Byte #Transporter version 12.0.314.159.26.53.59-2 rev 17 build 5682.126-05a Tue, 01 Sep 2009 23:05:59 -0700 
<-  220-   No one is authorized to use this fine system to transport unsolicited, 
<-  220    and/or bulk e-mail and other cruft.
 -> EHLO mydesktopbox.gotdns.com
<-  250-vps2.mochabomb.info Hello adsl-##-###-##-147.dsl.pltn13.sbcglobal.net [##.##.##.147]
<-  250-SIZE 52428800
<-  250-PIPELINING
<-  250-AUTH PLAIN LOGIN
<-  250-STARTTLS
<-  250 HELP
 -> AUTH LOGIN
<-  334 VXNlcyahooWU6
 -> YWeWdogpileLm1vYexcite@homejb20=
<-  334 UGFzyeehawQ6
 -> TDgoogleyM=
<-  235 Authentication succeeded
 -> MAIL FROM:
<-  250 OK
 -> RCPT TO:
<-  250 Accepted
 -> DATA
<-  354 Enter message, ending with "." on a line by itself
 -> Date: Tue, 01 Sep 2009 23:05:57 -0700
 -> To: user@mochabomb.com
 -> From: thing@mochabomb.spiffy
 -> Subject: test Tue, 01 Sep 2009 23:05:57 -0700
 -> X-Mailer: swaks v20061116.0 jetmore.org/john/code/#swaks
 -> 
 -> This is a test mailing
 -> 
 -> .
<-  250 OK id=1Miiym-0001Mr-8O
 -> QUIT
<-  221 vps2.mochabomb.info closing connection
=== Connection closed with remote host.

Pretty simple package - Debian the package is "swaks".