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WW, A tough situation, and not 100% what I would do, however I'm not sure that covert monitoring is the way to go. If you do find something out by using the monitoring it could be difficult to use this information without completely losing any trust that may be left. Why not just have a frank...

Hi WW, I would think that at 17, your boy should be old enough to have privacy in this regard. I know that I would not have liked my parents reading what I was talking about at 17 - not that the web was really big when I was 17 (30 now). I understand parents of young kids being concerned...