OK, as a parent of an actual teen boy (will be 17 in a month), I'd like to stress and then over-stress the importance what ruffians mentioned. Do you level best to TRY to keep an eye & ear out to what your kid is watching/searching for.

I'm not saying you need to get all crazy about it, but for godssake learn to check your cache.

My husband and I have wondered if the days of Playboy under the mattress were better or worse than now, when a quick check of your cache can turn up some unexpected images (the bugger will have been coached by other buggers on how to delete the obvious, not to mention laugh in the face of "parental controls" of any stripe).

What porn your kid is finding or searching for is a pretty quick snapshot of how you're doing in not raising a date-rapey-douchbag. (Oh, the conversations we've had. It's kind of miraculous that our kid's head hasn't just imploded from embarrassment.)