I have just started listening to Discworld during the drive with my Mum as we visit her Mum on the weekends. She enjoyed Mort more than I thought she would (though we also did the first Master and Commander book which she also quite enjoyed, so I guess you never can tell with some people) and now we've started Going Postal which so far I think is probably more directly "funny", closer in tone to Guards Guards which was the only one I'd read.
I am also halfway through Old Gods on my own time. What I find interesting is how different in tone his books can feel. It is a bit of a sprawling question on what to read though, besides "all of it" which is often not so helpful.
One day I will trick her into listening to a Le Guin.