Apparently you are putting

2. Predict how you'll feel in an upcoming situation. Affective forecasting – our ability to predict how we'll feel – has some well known flaws.
Examples: "How much will I enjoy this party?" "Will I feel better if I leave the house?" "If I don't get this job, will I still feel bad about it two weeks later?"

into your "Easily answerable questions" subset. Personally, I struggle to obtain a level of introspection sufficient to answer questions like these even after the fact.

Does anyone have any tips to help me better access my own feelings in this way? After I have left the house, how do I determine if I feel better? If I don't get the job, how do I determine if I feel bad about it? Etc.