It’s come up in interesting cases. I can’t remember which package it was, but there was one package that was distributed under the humourous “Don’t Be Evil License”, where you could “use this software for anything that’s not evil” or something like that. This technically does not qualify as free software (freedom 0 must allow anyone to use it for evil), so Red Hat (I think it was?) had to get their lawyers to contact the developer and get him to give them an exemption to the licence, just in case one of their users used it for evil.