1 Program, Multiple Instances, Unique Cookies?

Sorry for the title, could not think of a better way of briefly explaining what I am looking to do.

I have a software I want to use, but I would like to run multiple instances of it from 1 machine, but make each instance appear like a new user, so unique IP and no browsing history/cookies from other uses of the program. The software has a proxy field, but is there a way to run multiple instances of the same program like this?

I looked at Sandboxie, but that is more for virus control and containment, and I considered various OS installs and running them using something like VMWare, but that would probably kill the machine with the amount of resources required to run each OS simultaneously(?), plus the hassle of installing multiple OS's etc.

Anyone have any ideas/suggestions?

The software itself isn't hardware hogging, so running say 5 at a time shouldn't be an issue.

I will give you short advice

Zenno poster

I thought about ZennoPoster - but haven't had a chance to look at using & learning the software - no other suggestions other than Zenno?

when I saw your post Zenno come to my mind, but you can't use your software with zenno, but maybe you can replicate your software in zenno