Comment by qcnguy

There have been such dictators in the past. Singapore is one example. Arguably the British Empire was libertarian by the standards of its time (and empires).

Perhaps the least recognized example is America. The Constitution imposes libertarianism on the population against majority will. You can't change the constitution with a 50%+1 vote, so it forces freedom of speech and other rights on people who might otherwise easily vote to get rid of them. There's no one man enforcing the constitution, just a general agreement to obey SCOTUS.