Kind of like the rememberance agents the early wearable computing people used? http://alumni.media.mit.edu/~rhodes/Papers/wear-ra.html
Would you use it if you had to manually log it?
"dec 02 2016 Hung out with Alex and Sammy, talked about Star Wars and whether Darth Maul or Qui-Gon would win in a fistfight, Sammy was backing Darth Maul and won the argument"
I don't have any ideas to improve that in any way, I don't know if it CAN be improved without some element of literal mind-reading, I just know that typing out the above is inadequate, it's too clunky, time-consuming, and conspicuous.
Communication; the next best thing to reading minds!
What would you expect or be willing to time out instead?