I stumbled across this collection of funny travel agent stories. Here are the best ones:

Don't mess up my hair
I had someone ask for an aisle seats so that his or her hair wouldn't get messed up by being near the window.

My ocean view room
A man called, furious about a Florida package we did. I asked what was wrong with the vacation in Orlando. He said he was expecting an ocean-view room. I tried to explain that is not possible, since Orlando is in the middle of the state. He replied, "Don't lie to me. I looked on the map and Florida is a very thin state."

Time zones
A nice lady just called. She needed to know how it was possible that her flight from Detroit left at 8:20am and got into Chicago at 8:33am.  I tried to explain that Michigan was an hour ahead of llinois, but she could not understand the concept of time zones. Finally I told her the plane went very fast, and she bought that!

Rent a car
Another man called and asked if he could rent a car in Dallas. When I pulled up the reservation, I noticed he had a 1-hour lay over in Dallas.  When I asked him why he wanted to rent a car, he said, "I heard Dallas was a big airport, and I need a car to drive between the gates to save time."