This post was real helpful in getting me up and running (Pan and Astraweb). I consolidated all of it here (and a couple other articles) in a blog post (partly so I can remember):

http://blog.trebacz.com/2012/03/inst...nable-ssl.html

To the most recent poster. Yes you should be able to set stunnel up for multiple servers. I'd just use a different local port for each server when you set up your stunnel configuration.