Hi Lauren

From what you have written I don’t think you are over reacting.  Its possible that he is doesn’t realise the uncomfortable situations he often places you in however that is not an excuse as it suggests he is taking your friendship for granted.

As a guy, and ashamed that I have also done something similar to a friend in the past, its also possible that a part of him likes not quite letting you go and keeping you guessing.  A kind of ego power trip thing. Either way he is not “seeing” you.

If you truly don’t have any romantic feelings for the guy, or any expectations as a friend you could try to just maintain a work relationship. Let him know you are not willing to talk about personal matters, and you may want to find someone else to car pool with.