What do you mean by "cross borders" ? I travel oversees and no one has booted my laptop ever to see what's inside. Maybe I've never traveled to those countries.
I don't have anything, even movies, no pirated software, etc, however I don't want the existence of the true-crypt program alone to be an issue with overzealous border patrol people
I've been stopped by customs a number of times, and they have never made this request. It's too bad, because I want to be the test case.