It's happened to me once or twice, surprisingly mostly at Fremont (the factory). All the supercharging stations have data. When the superchargers were introduced to owners, the idea was that the car (also cellular / data-enabled) would know when it's likely to get to the supercharger, and reserve a timeslot at the charging station. Additionally, there were plans to make it so you could unlock / lock the chargers remotely, and potentially have single chargers able to reach more than one car.
All of this is possible, it's just a matter of time of if, and when it becomes reasonable to go implement it.
Also, battery swaps, which is faster than filling a tank of gas (though not free), will help. As Musk put it, when you'd come to a supercharger station, it be a decision between faster (battery swap) or free (supercharger).
All of this is possible, it's just a matter of time of if, and when it becomes reasonable to go implement it.