If I store my CSS on sample.com/typografy.css, loads it from site.com/, and then loads it again from page.com/. Will it be loaded from cache when I access it again but from another domain?
If it is an absolute referenced URI then yes it should
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I do not think it is absolute if it varies between compressed and uncompressed content. The .gz is added if a compressed version exist on the server and the browser supports gzip compression.