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SSL browser warning with commenter images #420
My two cents: http://stackoverflow.com/questions/3011222/dealing-with-http-content-in-https-pages
Thinking about this further, I think we absolutely want to be caching remote images locally, regardless of what scheme they're requested via.
Even if it's retrieved over HTTPS, loading remote images provides an extremely easy way for me to spy on your site visitors. All I'd have to do is webmention you from my site with an innocuous comment, referencing a profile icon (which I've configured my web server to serve with expired cache headers). Then, every visit to your site would hit mine, and I'd be able to collect a whole bunch of traffic details.
And, if the resource was requested over vanilla HTTP, I could use that as an attack vector - essentially I could turn your site into a FoxAcid server.