Skype Automation (OSX only). Dial skype numbers with DTMF from the CLI
https://github.com/sourcesimian/pySkype
pip install https://github.com/sourcesimian/pySkype/tarball/v0.2#egg=pyskype-0.2
skype [dial string]
e.g.:
To make a call:
$ skype tel:+1800123456,p123456#,,,1234#,,,#m
To hangup:
$ skype h
Other conveniences:
$ skype launch
$ skype hide
$ skype quit