My first recollection of having a "conversation" on a computer was ~1984. It was a text-based game on the Apple II that I can't remember the name of, but at some point in the game you could end up in a church or temple, and you could ask it anything. Of course, the game was limited in the number of different answers it could give at random, but the answers were all general and sagacious enough that they could be interpreted as some kind of meaningful response (at least to a 12 y/o). Wish I could recall the name of the game. Anyone?
@briankrebs
Sounds like some sort of advent/adventure derivative.
Before that there was Eliza, less game but more Turing test.
@zl2tod @briankrebs I well remember Eliza https://en.wikipedia.org/wiki/ELIZA from the 1970’s at the Lawrence Hall of Science in Berkeley.
ELIZA - Wikipedia

@schamschula @zl2tod @briankrebs I'm fairly sure I remember this too running around on my high school district's HP 2000 mainframe in California in the 80's...(that or the TRS-80s) It is what I always think of when we talk about talking today to AI...