My reading of the scenario is not that the person is too "guilt-ridden" to bring themselves to cancel - it's that they only mildly want to cancel, for frivolous reasons. They want to find out if the other person also mildly wants to cancel. The point is, in many relationships it is simply not possible to find this information out, because asking "how much do you want to keep our plans" in and of itself reveals that you want to cancel.
You can't measure how much the other person truly wants to cancel, because attempting to take the measurement will alter the outcome.