Many of us are in therapy because we have trouble relating to others, feeling secure in relationship, understanding our attachment needs, how to self-soothe, what comfort means, etc. If we knew how to negotiate our needs amongst relational dilemmas I don't think we would be in need of therapy. Whether the driving trips/gift leaving pushes against the therapist's boundaries is a question for the therapist, not the client. If the therapist is bothered by it, they need to address their boundary. What is informing the client's need (and how any resulting tension between therapist and client is resolved) is far more important than the drive/gift leaving itself.