is this superficial or arrogant of me?

My boyfriend and I have been together for 2 years tomorrow. We've of course had our issues, and are currently in a pretty good place in our relationship - we communicate well and haven't been fighting, etc.

Something that's hit me on and off over the past couple years is the fact that he doesn't have a job. He's had a couple temporary jobs in the span of our relationship, but he also hasn't even really been looking for a job.

I kind of feel like I restrict him - I don't have my license or a car, so I rely on him to drive me to where I need to go in exchange for gas money indefinitely. He's always felt very restricted to MY schedule, because I would go to school and work at specific times, and he felt it most convenient to be available all of the time. It's sweet and it's selfless and everything, and I really do appreciate it, but I'm beginning to feel like this has become an excuse to not find a job.

This is tough on us, as I am unemployed myself and seeking work. I have made it clear to him that I can take the bus just fine (I can even get free bus passes) and I know my way around, but he insists on driving me around.

This results in me paying for our dates (which we don't really go on because I don't think it's fair that I've had to pay for all but two dates we've been on in the past two years), the food he eats at home, his toiletries (toothbrush, toothpaste, deodorant, razors, shampoo..), pretty much everything; I ultimately support him financially all the time.

I don't think that this is necessarily something worth ending a relationship over, but I definitely don't think this is fair to me. I've tried talking to him about it, and he's explained he feels restricted, I offer solutions, nothing ever happens. How can I change this without the situation getting "ugly" and how can I encourage him to have his own life?