re: The longest and most random conversation you every had with a complete stranger?

One of my regrets in life deals with this. I was going to a managers meeting in Boston. The cab driver started talking and he said enough that I knew he had just delivered one of my buddies to the hotel I was going to. He looked at me in the rear view mirror and said, "you're not ********, (my nickname) are you? I laughed and said yes and then he repeated all the stories my buddy had told about me. He then asked me if I would like to go out to the bars with him and his buddies. Now this is a genuine, sterotypical full bloodied Boston cabbie. I said "naw, I gotta get to bed."