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I mean the size based on the requests, if somewhere on the road you end up with too much css loading on a single page, and they are not so big you can merge them to avoid some http connections on your site, and avoid repeating styles between pages.

By separate the CSS I mean that you will end up with two o more files, and need reference them by link.

The requirejs can be helpful to load dynamic after the initial load on the page, say you use ajax, you can then require the css for that section.