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I would probably prefer headphones if I could stand wearing things on my ears longer than 30 minutes. Even if they're super comfortable and don't squeeze my ears, after a bit they start feeling hella hot and like they're being squeezed. The audio quality is better and easier to hear, but I'm way more comfortable physically using speakers.
Have you tried open back headphones?
It's not the back that bothers me, it's the feeling of something on my head. I don't like wearing glasses or masks (I still do when necessary; but it irritates me) either. Just thinking about it is making my ears hot rn.
Lol, I like the warmness of headphones on my head. And I hate sitting at my computer without wearing headphones because it's harder to concentrate with the extra noise around me that the headphones would otherwise block (I live next to a highway) In fact, I'm sitting at my computer with headphones right now, and I haven't listened to anything through them, lol.