I'll do my best to explain this.
I've got a Windows 2008 server with TWO local intranet-sites running on it.
The first website will open if you just type in the name of the IP address - 192.168.1.64.
I set the second website up on port 85. So if you go to the IP addresss 192.168.1.64:85, it will open the second website. I had our IT department create a subdomain on our local intranet, connect.placeholder.net, and asked them to set it to the IP address and port of the second website. They said that it wasn't possible to include the port, that I would have to use connect.placeholder.net:85 to get to the correct site.
So, I've spent the entire day, playing around in IIS trying to find a way to forward this incoming traffic to the correct port.