drumloud I think this has to do with some misconfiguration with your server's PHP sessions, as it seems login is checked and works, but then the following page (POST requests) aren't considered logged in if the session isn't stored. That's why you would get that login prompt, if the you are not logged when the application makes post requests in the background, and also the broken images if it's suddenly logged out while they try to load.
I witnessed this with another user also, and did warn them about the server, although we did not diagnose in depth.
If you have FTP login for me (or login to Files Gallery with file create/edit capabilities), I would be interested in diagnosing exactly where it goes wrong. This is the only way I can diagnose this irregularity on the server.