For some reason, when I would debug a web app in Visual studio, I cannot use the play button. That's fine. I usually click Tools - Debug Process, and select 'aspnet_wp.exe'. Then when you click attach you get a list of options. Common language Runtime is the only thing you really need to debug for most Web Apps (and most windows forms apps, though I can just hit the play/start button for those). However, I have had Native checked off too.
Debugging is a lot quicker without Native checked.
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