The one that’s driven me crazy lately is when Siri tells me through my AirPods that I left something beind. It always pronounces the “St.” in the address as “saint” instead of “street”, and I can’t understand how it would do this by accident.
There is a beautiful bit in Little, Big by John Crowley. At the start of the book one of the characters is working checking entries in the telephone directory and is amused that the system has confused saint and street to produce Church Of All Streets and the Seventh Saint Bar. Later in the book both locations are mentioned, and it turns out were correctly named in the telephone directory.