I hear there is a command line version of Pidgin (or what became Pidgin - Gaim). If that's still available as an active tool, it should be bundled with Portable Pidgin so that we can also use the terminal non-GUI version portably, and/or have both options via the Portable Pidgin package (GUI or non-GUI).
I'm told in #pidgin that that's Finch, and that there's no version available for Windows.
Incidentally, we have no intention of supporting command line tools at PortableApps.com; we really only deal with GUI things. Apart from that, it wouldn't work with our launcher anyway as our launchers are not command-line applications but rather windowed applications. Due to that, any command line window started from a PortableApps.com launcher would get its own window and thus not be usable from a terminal.
I am a Christian and a developer and moderator here.
“A soft answer turns away wrath, but a harsh word stirs up anger.” – Proverbs 15:1