I just noticed theming STILL sucks in Visual Studio 2008.
If you apply your theme to your webSite/webApp from web.config with:
<system.web>
<pages theme="myKickAssTheme">
</pages></system.web>
you STILL don't get to see your CSS stylesheet(s) applied in design view - also, as part of the same problem, if you set the CssClass property of your controls it doesn't always 'see' CSS classes defined in your theme (sometimes this seems to work).
Done ranting.
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