If the city you grew up in had a normal, boring, run-of-the-mill name, consider yourself lucky. Imagine trying to apply for a job and having to write Monkeys Eyebrow on all your applications. Or how about Not, Missouri – “Where do you live? Not, Missouri. Okay, then where?” While it seems like some of these names were deliberately chosen to embarrass or frustrate the offspring of the founders, others like Fail, Portugal are just amusing to English speaking tourists. Whatever the case may be we bring you 25 of the strangest town names we could find.