I had the same problem and came to the conclusion that after cleaning the web page and reading other user stories, VS 2008 has an error while debugging the classic asp! It turns off when you stop debugging. The time killer type should restart VS every time you debug.
I had to resort to using VS2005 to open classic ASP projects and debug them there. If I need to be able to work with the application in 2005 and 2008, I found that you can have two separate solution files, each of which is created by the corresponding application (for example, I have appName.sln, which I open in VS2008, and then appName2005.sln, which I open in VS2005). You will need to create a new solution in VS2005 and add files, and then save this solution with a slightly different name .sln filename. This works, it takes a little time to install.
Supposedly MS will solve this problem in VS2010, but they do not consider the patch release for VS2008 to be a rather important problem.
source share