Visual studio 2008 crazy debugger skipping

Have you tried cleaning your solution?
- (the bin and obj folders in your project folder)

Delete files from the temporary asp.net files folder?

• (usually C:\windows\Microsoft.NET\Framework\v2.0.50727\Temporary ASP.NET Files)
• You probably will need to run "iisreset /stop" at the command prompt first, then re-enable with iisreset /start

Hey, you probably found a workaround on this by now but many people (I was one) still struggle with it. It's a VS 2008 problem and this fix should be applied:

http://support.microsoft.com/?scid=kb%3Ben-us%3B957912&x=9&y=14

Not sure if this will help. I have run into issues before where the compiled code in a related assembly doesn't match up with what the debugger thinks I have. The way I always solved it was to frist shutdown VS, then restart and reload the project, then do a full rebuild of the solution. Then change build mode from debug->release or release->debug, and do one last rebuild. I've honestly never figured out what causes it. Only happens on occasion.