Whenever in VS Studio 2008, break point (while debugging the source code) is not getting hit then do the try to clean the solution first and rebuilt the solution.
It happened to me when I was working on one of the C# code and while debugging the code the break point was not getting hooked up. After sometime just by chance when I cleaned the VS solution I could make it.
Solution can be cleaned by - Solution Explorer -> Right click on the solution -> Clean Solution
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