The following problem from Five Hundred Mathematical Challenges was a challenge indeed, even though it appeared to be a standard travel puzzle.
“Problem 118. Andy leaves at noon and drives at constant speed back and forth from town A to town B. Bob also leaves at noon, driving at 40 km per hour back and forth from town B to town A on the same highway as Andy. Andy arrives at town B twenty minutes after first passing Bob, whereas Bob arrives at town A forty-five minutes after first passing Andy. At what time do Any and Bob pass each other for the nth time?”
See the Perpetual Meetings Problem for solutions.

Here is another challenging problem from the 2004 Pi in the Sky Canadian magazine for high school students.
Here is another Brain Bogglers problem from 1987.
This problem from the 1987 Discover magazine’s Brain Bogglers by Michael Stueben apparently traces back to 1770, though the exact reference is not given.
This interesting problem comes from Colin Hughes at the Maths Challenge website.
In a June Chalkdust
This is a tricky product problem from Alfred Posamentier which naturally has a slick solution—if you can think of it.
This is another UKMT Senior Challenge problem, but for the year 2005. I thought it was diabolical and hadn’t a clue how to solve it. Even after reading the solution, I don’t think I could have come up with it. I take my hat off to anyone who solves it.
