During the development of an ASP.NET application, have you ever had the debugger randomly detach itself from the IE instance?
This is usually because VS gets confused regarding which isntance of IE to detach itself to... goto into Task Manager and see if there are any iexplore processes running that do not have a window handle. If so, end them and re-try...
If not, take a look at this post regarding new features introduced with IE8 that can cause this issue...
http://weblogs.asp.net/abdullaabdelhaq/archive/2009/06/01/VS-Debug-Problem-with-IE8.aspx
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