I know this thread is a little old, but I just came across it while troubleshooting a similar problem with SSRS 2008 R2. I could connect but would get an SSL error everytime I tried to view properties of anything.

In my scenario I realized that I could connect through SSMS to SSRS using SSL if I specified the entire report service URL.

ex: https://ssrsServer.yourcompany.org/ReportServer

Once that was done I connected fine and was able to view everything I expected to.