You could copy the StyleInjector class from GWT into our own project and then modify the constant StyleInjector.StyleInjectorImplIE.MAX_STYLE_SHEETS .--
StyleInjector (used by CssResource) appends up to 31 <style> tags and after that searches the shortest <style> tag to append additional css. If you reduce the constant to 25 or so you always have some tags available for external use.
Alternatively create a CssResource (or TextResource + StyleInjector) for CKEditor and don't let it create style tags on its own.
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