In your first question, you're asking for #3 in this post. This hasn't made it into Moodle yet, but everything else in that list has. It's high on my priority list also. I've pulled it off for now with Cloze questions and made all of the questions I wanted to ask in sequence a single Cloze question. You can also do this with the Combined question type. Sadly, I made a ridiculous number of Cloze questions in Moodle 1.9 when that was the only option and haven't had the time to redo them with the Combined question type yet. Well that and I'm actively putting it off because its not required yet.
For your second question you need to look at the Calculated question type and synchronized data sets. See: https://docs.moodle.org/29/en/Calculated_question_type#Synchronization