Interesting Skype Extras to Check Out
Pamela for Skype - Standard Version / 4.0
Pamela for Skype - Business Version / 4
Fax with Skax / beta
Timegram Message Scheduler / 1.2
PamFax
CallBurner MP3 Call Recorder
mcePhone for Skype / 2.1
left on on page 9: https://extras.skype.com/categories/all/good?offset=91
Place skype call via command prompt and perform play audio.
http://forum.skype.com/lofiversion/index.php/t72157.html
AIVMS can do that for you. You simply pass a command line switch to the running AIVMS instance like this:
"C:\Program Files\AIVMS\AIVMS.exe" CALL echo123 -p:C:\MyMusic\somesong.mp3
Or
cd\program files\skype\phone skype /callto:number