Dr. Sbaitso used to be my favorite "game" when we first got the Soundblaster. He would actually speak the words on the screen to you.
"Teelll me your Prob-e-lems." Great stuff.
You could also make him say curse words, which, for a 11-13 year old boy, was probably the coolest thing ever.
I do still remember the first time I heard real speech from my computer though. It was also when we got the soundblaster card (with Sbaitso, and this parrot game). The very first game I loaded up was Ultima VII. So the first spoken sound I heard from the computer was the Guardian in the intro litterally screaming (we had the sound up loud) "AVATAR! AVATAR!" I accidentally dug my nails into the knee of my friend who was sitting next to me in surprise!
Sbaitso would say all sorts of funny things in response to your problems. You could say "I am addicted to drinking paint." and he would reply things like "why don't you stop drinking paint." To which you would reply, "because it tastes good." His next answer could be nearly anything, from "What other things taste good?" to "Do you drink everything that tastes good?" You can see all sorts of potential here...
"Neca eos omnes. Deus suos agnoscet!"
(Kill them all. God will know his own.)
-- Arnaud-Armaury, the Albigensian Crusade