My two cents -- don't.

Young men just wanna have fun, I guess. I'll adress this in a later paragraph, though.

Most of your advice is simply great not only because it's a common sense advice but because I wholeheartedly agree with it. With a bit of self-reflection though, assuming we are truly thinking of the same thing, it sounds more like shallowness-prevention. Nice touch on the last security-conscious bit, too. Are you Bruce Schneier?

As for the second paragraph I said I'll respond to, Facebook is not going to be my social front, but simply means to an end. It seems incredibly useful, despite my misgivings with it. My experience with Facebook is that's it's quite similar to a common-man's 4chan. I'll leave the implications to you..