I have created a web application on port 443 https and configured to use windows authentication and without any host headers, providing no host header is requirement for Apps development, I have extended this web application on extranet on same port 443 and https and without any host headers, as expected IIS has stopped 1 web site because both are using blank host header and same port.
Can I create 2 IIS sites on same port without any host header by using a wildcard certificate? or nay other solution?