I get a lot of phone calls from friends asking "where am I?", "how do I get here?", etc. However, one phone call from a friend meeting me at my office after work was one I wasn't prepared for.
I told my friend (the name I'll keep anonymous) to meet me at my office, located on 47th and 2nd. Not a terrible walk from Grand Central, only about 10 minutes. Now my friend is from Poughkeepsie, but has only been to the city a handful of times. She's familiar with the Metro-North, but only going home, not to Manhattan. I tell her she needs to be on Track 4 at the Fordham station and ready to take the 4:35. It would get her into Grand Central around 5 and she would walk the rest of the way to where I was.
However, this could only go so smoothly with someone who is so unfamiliar with the city. I shared my location on my iPhone so she could get directions to my exact spot, making it easier on her.
But no, I got a phone call that started with, "how do I get out of Grand Central, like how do I exit the building?" I was so thrown off by the question, but I did the best I could to talk her through it. Finally I just said, "find a door, walk out and text me what street you end up on." I couldn't verbally tell her how to exit the building and I was getting frustrated trying to do so.
Eventually my friend found my office and we enjoyed the evening we had planned, but let me tell ya, I didn't know it would be that much of a struggle for her to get to me. From now on I meet her at a better location, but she proved to me it is possible to get that lost.