ELIZA comes from the top of my head, and did impress me at that time ( '94 ? ). Lately I found out it had a psychologist side in it, as per original design and the answering with a question.

Better? Maybe, maybe not. But after 20 years, to show no real progress at all? Baffling.

ELIZA is from 1966.

I've had conversations with more artificially intelligent text editors in the 90's.

http://www.art.net/~hopkins/Don/text/rms-vs-doctor.html

I've seen human AOL users that were worse in the 90s...