Ok - here's mine. Last week we upgraded to an Exchange 2010 server. We had to tell the user's because it changed the address for their web exchange. So my coworker comes to me on Friday freaking out. She's like, start an email to me and right click on my name. So I do and she says "See how it says free for the next 8 hours. What is this?" and I explain that it is a feature of calendars and its always been there. I actually open of Scheduling Assistant and explain how that works, reiterating that people can only see things blocked out on her calendar and not what the actual appointments say. I explain this 3, 4 times in slightly different ways (she needs things explained a few times). Anyway, she seems satisfied with my explanation.
Five minutes later, she's back. "No, no your wrong" she says. Tells me to open Scheduling Assistant and hover over her name. I do, nothing happens. She says "That's weird, on mine when it hovers over my name it tells me what the appointment is" and I said "That's because YOU are allowed to see what is on YOUR calendar".