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Bose makes a product specifically for sleeping. I don’t have any experience with them myself.

https://www.bose.com/en_us/products/wellness/noise_masking_s...

Keep in mind the Bose Sleepbuds aren’t for music, just sleep sounds. My girlfriend got some, but they gave her headaches.

“Unlike headphones, Sleepbuds™ don't stream music or podcasts. They play content only from the Bose Sleep app.”

I've actually used AirPods Pro (and my girlfriend used her Bose QC35 IIs) to fall asleep in a hotel room with a very thin wall and a loud conversation in the next room over. If you toss and turn or insist on sleeping on your side, they might not work, but if you just sleep on your back or front there shouldn't be much of an issue.

Not these new ones, no. I have worn AirPods Pro while falling asleep, both for music and for noise canceling, and in my ears, they're comfortable.

The original AirPods weren't, but the Pro are, at least for me.