Hearprotek 2 Paar Schlaf-Ohrhörer

These are great headphones. The quality is on par with a sub-100 dollar pair of headphones from Walmart but they're very durable and comfortable while sleeping. I rip and tear them by accident all the time while sleeping and my original pair is still ok. I bought 2 more pairs in case the current pair finally break.

I've tried many 'side sleeping' earbuds; mainly wireless (including the expensive options). None of them were comfortable, they were too big. I had low expectations for these, being wired, but they're tiny - they fit in nicely and are comfortable for side sleeping. The wire isn't an issue really. Sound quality is poor (no lows), but I only use them for noise/fan/rain so it's not a problem. Highly recommended for side sleepers who listen to that kind of thing.

I disliked that they weren’t bluetooth

These are my favorite ear buds. Although they are made for sleeping, I wear them all the time. They fit my ear (normal male ear) well and they do not protrude out of the ear so sleeping in them doesn’t cause any discomfort. I am always pulling on the cord in bed when they get wrapped around the pillow or I roll over on the cord. The ear buds do not pop out of the ear easily so they stay in all night. The only issue is the plug will bend and loose connection after a lot of tugging and pulling, but they don’t cost much. The sound is good as well. Not like head phones or expensive ear buds, but these are good for listening to music or meditation while going to sleep.

I'm just going to echo all the positive comments from other reviewers here, cause these buds deserve it. These are extremely slim and form fitting inside of your ear, and are very comfortable because of it. The trade off to this design is that the ear tips are not removeable and fused to the soft rubberized housing of the buds. Whomever did their homework for these buds did an excellent job creating the shape of them. Not only do they sit very flush inside the ear, but they don't in any way poke out awkwardly when you lay on your side. You'll be feeling the cable long before you feel the bud, if that makes any sense. Contrary to some reports, these have no active noise cancellation. Any noise that is blocked out is purely coincidental due to the sealing of the ear canal, if you happen to have smaller ones like me. The remote works fine if you have an old school port that detects it. I'm actually using mine through a Bluetooth to female 3.5mm adapter which doesn't register it at all. I'm sure anyone else using it normally would be fine, alongside USB-C to 3.5mm female. Like others, I've been using random wired earbuds for sleep for a long time now. I only listen to white noise tracks (rain, wind, fireplace, fan, etc) so the sound quality for me is fine. I probably am sure if you're a music aficionado, these probably won't be up to spec. But they're extremely comfortable, and as a side sleeper they are an absolute blessing. One major drawback (and the only one I can think of) is that these are more difficult to clean since you can't remove the tips. The material is also a bit "tacky" so lint likes to get attracted to it and stick.