I had a good time with this one. I decided to be both sides of the skype call.
I have a Skype Out account so I used that to call my regular phone.
I then answered the regular phone and alternated between the two phones using two different voices. I used the mute buttons to make sure there was no bleeding.
This was made a little more difficult then it needed to be since I did not have a USB microphone. I spent a great deal of time configuring the sound card mike to recored two way skype without feedback, hiss, clicking, etc. I finally got a setting that worked pretty good.
Finally, I was able to use audacity to clean things up a bit.
I think it came out fairly well.
I hope you enjoy it.