<human>: Let me begin by saying that I owe this woman big time. I do not have a car, and she takes me to and from work every day, without any consistent payment method (at her insistence). Therefore, I want to be a good friend to her and do whatever I can to help her. 

She is shy, yes. But it's far worse than that. I think she either has some major anxiety disorder or possibly has just lost most of her interpersonal skills because she's lived alone, barely socializing, for so long. I have now spent about 5 hours in a car with her each week for a couple months, and I barely know her. She never, ever volunteers information about herself, or stories about her day or anything like that. I'd known her for 4 months before someone ELSE told me she has a masters in history. She's never breathed a word about even a passing interest in history. 

This is really exasperating after a while, because not only does it make me feel like we're not really friends, but it puts all the pressure on me to make conversation (which is really just me talking and her asking questions so I'll talk more) 5 hours a week or more in the car. She gets visibly uncomfortable when there's silence. So I try to be entertaining, and tell funny stories, etc as much as I can. But it's damn hard having that much conversation with yourself. 

Have you ever known someone so extremely reserved? Any ideas for me? I'd really appreciate it!

Give me the gist of the text in a nutshell
<bot>: My carpool buddy is so reserved that making conversation with her is like pulling teeth. What should I do to draw her out or make things less awkward?