With sufficiently bad choices in a democracy it ceases to be a democracy before the error is corrected. Also, even when that doesn't happen, its possible for a choice to be bad but repeated in a democracy.
I’d like to see a real world example of what you mean. Because while lots of countries have elections, when leaders are allowed to arbitrarily extend their reign past with their laws allow, then I would agree with you. But those are the countries that I consider falling under the category of “masquerading as a democracy“.
The German Enabling Act of 1933.
> when leaders are allowed to arbitrarily extend their reign past with their laws allow
What if they just use the provisions in the fundamental law that allow changing the structure or terms of government?
A state can either have a thanatocracy in which the dead dictate the details of government to the living, or it can have process by which even the fundamental law can be changed. If it has the latter, that process can, within the preexisting democratic system, be used to terminate democracy without anyone exceeding the power allowed in law.
But just looking at number of times a democratically elected senate has been dissolved throughout history (Rome, Japan (rise of imperial japan), Germany (third reich), Iran (iranian revolution), etc), there has indeed been a lot of "masquerading as a democracy" going on.
Separation of powers makes it harder to raise a dictator but in some cases it's just another piece of legislation away. Hence, I think Americans ought not to take our democracy for granted.