My husband had a funny conversation with a real estate agent a little while ago. We bought our house 5 years ago in November, and the seller's agent called to see if we might be interested in listing with her, since we'd certainly be upgrading our house soon, since we've been in it for 5 years.
He told her we were still just 2 people and 2 cats living in a 4 bedroom house, with 2.5 bathrooms. Apparently she didn't know what to say to that. ;)
I also had an amusing conversation with someone at my mortgage company almost 5 years ago, when they tried to take 3 months worth of payments out on the same day (the payment bounced, because we didn't have enough overdraft to cover that). I called to ask why our mortgage payment never came out (I didn't even see the bounced payment). The woman asked me how much our payments were, and I told her $123/week. She said that wasn't possible, because they tried to take $1599 out, and it bounced. I told her that was 3 months worth of weekly payments, and she tried to tell me that it was one month.
I asked her to take a look at the balance on my mortgage (something like $87,000 at the time) and the amortization (30 years) and do a bit of quick math, to figure out that I wasn't incorrect about my mortgage payment (the minimum payment was actually only $87/week, I was making a huge extra payment every week).
She never could figure it out, but her manager sure did. And when my renewal came up 3 years later, the guy I dealt with said that the problem was run up the ladder to some senior VP. I got an even better interest rate, because of their mix-up.