My friend consistently needs a ride. Am I wrong to feel resentment?

Let me start off by saying that I've known this friend for over a decade. And in those 13+ years, I have JUST ONCE rode in a car driven by him, and it was only when I was helping him with one of his errands (delivering a TV for recycling). Every single other time, it would ALWAYS be me giving him a ride; let it be to the movies, to the bar, to wherever.

He lives pretty close to me, and giving him a ride only adds about 10 min to my journey, so in the beginning I didn't really mind that much at all and would always agree to do so. However, after 13+ years, it's getting tired. I started to drop hints that I no longer wish to do so and would much rather just meet him at our destination. But he never seems to get the hint, always end up saying "please give me a ride, if you don't mind". Realizing that I need to drop a bigger hint, I then started telling him that I would be coming from another direction (i.e. not from home) and it would be so out of my way to pick him up. At this point he often just goes quiet, and we'd have this awkward silence between us, until finally I'd relent and say that I'd give him a ride if he really needs it. It's really getting to the point where I'm a bit annoyed. Even that one time when he ended up driving the both of us to deliver HIS TV for recycling, he initially hinted that we'd be using MY CAR, and I had to come right out to say that I'm not going to transport his huge TV on my leather seats.

He's a 27 year old just like me, has a car but hasn't gotten rid of his N license yet, but honestly, the places that we'd go to are at most 20 min away. Why does he ALWAYS need a ride?! Am I wrong to resent him for this? Maybe I should have just flatly refused instead of dropping hints.