Where I used to live we had no driveway in the front and the yards were wide enough that each house effectively got one spot in front of their house and they had a parking pad in the back that for most would hold a second car. It was generally understood that you didn't park in front of someone elses house. It wasn't enforced and no one really said anything but it is annoying if you come home with a car full of groceries and have to park somewhere else. It is definitely something that never bothered me when I lived at home or even when I rented, but for some reason once I owned my own house I found it annoying. If it happened every day I would probably get annoyed and possibly petty.
Have you considered moving into the spot the minute he leaves. Or out of pure spite, the next time a friend asks for a ride to the airport ask if you can park his car in front of your house. Then just leave it there for two weeks. If you can't have the spot then no one can. (insert maniacal laugh)
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