At my house, i feel like it's normally a free for all, which is fine.. i don't think anyone has ever gone without a drink.. However, at a restaurant, my biggest pet peeve, well, i have so many, but, the biggest one that comes to mind is that schmuck waiter who you know is purposely over filling your wine to sell you another bottle.. Same goes for the guy who does that with bottled water. I actually find the bottled water more obnoxious because, the waiter will fill everyones water and then crack a bottle without asking and then you end the meal with a full bottle of water on the table. Depending on my mood I say something though, i normally just deduct the bottle of water from his tip. I assume he is a company man and would want it that way.
Yes, there's that, and there's also the opposite--when your glasses are empty, the food is in front of you getting cold, and the bottle is on the far side of the room being ignored by your server.
Like other aspects of restaurant service, there are several ways to do this badly.