It's hilarious to imagine the effects of software glitches. Like getting the wrong suggestions for the date scenario. Or wrong instructions for a task.
There's already the common story of people trusting their car's navigation too much[1]. It will only get more common, though, and you're right that it'll be a hoot.
Not as dramatic, but I've fallen victim to that before. I was driving back late one night from Boulder to Denver and wanted to get to an address on Market St. I was tired, not very familiar with the area, and didn't realize at the time that Google Maps had chosen the address on Market St in San Francisco. It didn't click for me until I had gone a little ways into the mountains and reception on my phone cut out. Sigh...
1: http://www.telegraph.co.uk/motoring/news/6197826/Driver-foll...