> No, it is behaviour by design ;-)
> I guess you have different realms (AuthName in apache's config) for your
> trac environment and for the image location.
> You can check this if you compare the login boxes.
> Solution: put your images in a non-protected area.


Hi Rainer, thanks for your quick response.
I managed to fix the issue already :)

problem was that I used URL hiding as web redirection. <domain> was
matched to <something.dyndns.org>,
so the first login was for <domain>, and then the images were somehow
in the context of <something.dyndns.org> and I had to reauthenticate
for them.
I fixed it by always use the absolute path to the project like
<something.dyndns.org>/project/testproject.
That also fixed the redirection issue.

Thanks


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