I need sound while I sleep, my wife doesn't. So I have a headband that has Bluetooth headphones in it specifically for sleeping. It's pretty comfortable and I get to snooze to whatever I want. Before that I had some low profile buds that I used, but the band is much more comfortable.
They were a gift so the best I can do is that they are just called sleep headphones and the brand is voerou, I'm fairly certain they were found online. Wish I could be more helpful.
Edit: actually could be more helpful, I found them on Amazon
Can I know the name of this headband thing you're using? Sounds like something that would help me out. Been using low profile ear buds when I nap but they're still uncomfortable.
Same, but I regularly fall asleep with one of my pixel buds in an ear while listening to a podcast or audiobook as I fall asleep.it isn't comfortable to lay on, but if I don't toss and turn, that's not a problem.
I'm a little late here, but I have to wear active noise cancelling headphones to bed since my upstairs neighbor is a troglodyte. A firm pillow with a hole in the middle has saved me - along with plenty of disinfectant spray.
I would be surprised if a device that plays media didn't support Bluetooth. I have a Bluetooth speaker hooked up to the firestick and use headphones with the Nvidia shield as well.