After teaching his class all about Roman numerals (X = 10, IX=9 and so on) the teacher asked his class to draw a single continuous line and turn IX into 6. The teacher's only stipulation was that the pen could not be lifted from the paper until the line was complete.
John is 45 years older than his son Jacob. If you find similarities between their ages, both of their ages contain prime numbers as the digits. Also, John's age is the reverse of Jacob's age.
The day before the 1996 U.S. presidential election, the NYT Crossword contained the clue “Lead story in tomorrow’s newspaper,” the puzzle was built so that both electoral outcomes were correct answers, requiring 7 other clues to have dual responses.