I faced hell of a lot of problems when doing Master Pages. Master Pages will work smoothly as Microsoft says if your application is a very simple and all the files are in the same directory. But if your application is bit complex, where you have to use multiple directories for different user roles etc, then you will have face lot of problems implementing Master Pages.
I was able to solve almost all of the problems by referring to following posts. So read them and solve your problems too...
http://www.velocityreviews.com/forums/t300671-how-to-link-a-stylesheet-to-a-mastercontent-page.html
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