I used to do this on airplanes and in hotels. I had more success in hotels, because there was less chance the other person was using it at the time and less chance of getting kicked off.
There was another little hack that I used as a little kid. Remember when airlines would sell or rent special headphones to watch inflight movies? The port was just two holes beside each other and the plug was two tubes. Before a flight, I would stop by one of the fast food places in the terminal and grab a handful of straws (preferably ones with a bendy joint). When I was on the plane I would connect the straws by fitting them into each other to create a long straw. Put one end into the port on and the other into your ear and you got free movies with audio!
Interesting that I have only flown once since 9/11. Almost all of my flying took place in the three decades prior, so the pneumatic headsets are the only ones I remember.
There was another little hack that I used as a little kid. Remember when airlines would sell or rent special headphones to watch inflight movies? The port was just two holes beside each other and the plug was two tubes. Before a flight, I would stop by one of the fast food places in the terminal and grab a handful of straws (preferably ones with a bendy joint). When I was on the plane I would connect the straws by fitting them into each other to create a long straw. Put one end into the port on and the other into your ear and you got free movies with audio!