I usually have three "chunks" of CSS/JS per page, one for CSS/JS that's shared across all pages of the whole site, one that's common among a "group" of pages and one that's unique to just that page.
Of course, not all pages get all three chunks, but I find it's a reasonable tradeoff between reducing the number of requests and not just including everything on every page.
Of course, not all pages get all three chunks, but I find it's a reasonable tradeoff between reducing the number of requests and not just including everything on every page.