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According to the grammar (http://www.w3.org/TR/selectors/#grammar): /* Note that pseudo-elements are restricted to one per selector and */ /* occur only in the last simple_selector_sequence. */ The ::content pseudo-element isn't meaningful when it's the last simple selector and it should be allowed to show up more than once per selector. http://drafts.csswg.org/css-scoping/#content-combinator