Hi Rob,
while cookies don't include the port number, they do include the host name (ie the site part of the URL). So you could run multiple applications using a different host name. For example;
clarion.capesoft.com:88
forums.capesoft.com:89
www.capesoft.com:90and so on, all point to the same machine - but to different exe's on the same machine, and each would have unique cookie.
(of course if you used fixed certificates, this would also need 3 different certificates.)
You can get a wildcard certificate, eg *.capesoft.com in this case, which means you can host multiple sub-domains on SSL on the same machine using multi-host. that's the route I would recommend.
Kevin - actually in this case it wouldn't help because the problem is reversed - he's not looking for multiple sessions, but distinct sessions across one domain.
cheers
Bruce