I've even heard of international postal services getting mixed up between Ascension Island somewhere in the Atlantic and Asunción, the capital city of Paraguay

Well at least the two are appropriately named: the island elevates itself above the water line, and the city was erected by others.

The Romans had a knack for organization, but apparently it did not extend to their calanders:

In the calendar of the ancient Romans, the months contained three primary markers -- the Kalends, the Nones and the Ides. The Kalends were always the first day of the month. The Nones were usually the 5th but sometimes the 7th, and the Ides were the 15th but sometimes the 13th. All the days after the Ides were numbered by counting down towards the next month's Kalends. The holidays were generally bunched together to form continuous celebrations, and the remaining days of the month were usually nondescript workdays.


The Romans borrowed parts of their earliest known calendar from the Greeks. The calendar consisted of 10 months in a year of 304 days. The Romans seem to have ignored the remaining 61 days, which fell in the middle of winter. The 10 months were named Martius, Aprilis, Maius, Junius, Quintilis, Sextilis, September, October, November, and December. The last six names were taken from the words for five, six, seven, eight, nine, and ten. Romulus, the legendary first ruler of Rome, is supposed to have introduced this calendar in the 700's B.C.E.

According to tradition, the Roman ruler Numa Pompilius added January and February to the calendar. This made the Roman year 355 days long. To make the calendar correspond approximately to the solar year, Numa also ordered the addition every other year of a month called Mercedinus. Mercedinus was inserted after February 23 or 24, and the last days of February were moved to the end of Mercedinus. In years when it was inserted, Mercedinus added 22 or 23 days to the year.


http://webexhibits.org/calendars/calendar-roman.html