
Sennheiser
HD 560S
Budget gaming king with clear sound, but tight fit.

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I relate to this issue a lot since I'm very sensitive about things on or around my head and tend to get painful sensations or a headache quite fast! A few months ago I got the Soundcore Space One over-ear headphones and specifically paid attention to the head thingie being made of soft material and having a slight V rather than a U shape so that wearing the headphones applies no pressure to the top of my head or anywhere else really at all. There have been days when I've been wearing them for 6+ hours and never had or felt an issue with tightness or pain! They have amazing noise canceling (plus you can change the strength of it with an app) and an amazing sound quality when listening to music! I have also tried the Sony WH-1000XM4 at a store, the noise canceling of those is a tiny bit better and they're just as comfortable to wear but they also cost a lot more! So I can definitely recommend the Soundcore Space One headphones if you're looking for long-term comfortable wear!
I got Anker Space One at 3.9 K Can give tough competition to this
I have the Soundcore Space Ones, they are pretty awesome for the price. I recommend them personally speaking.
Anker Soundcore Space One. Excellent noise cancelation. Very comfortable. Great mic. Will not break the bank.
Anker Space One. Very good ANC and a fraction of the price of some of the other brands being mentioned here.
I have anker sound core ones. Brilliant quality and noise cancelling.
I use Anker Soundcore Space one headphones over mine.They are over the ear headphones not on the ear. I have no feedback issues at all. Noise cancelling is great. I have Phonak Lumity 70 hearing aids.
Lower price point but work great for me are the Anker Space ones. They have a large soft ear cup.
Soundcore over ear headphones. I currently have the Space ones but the Q20 are great also. Just make sure they are over the ear not on ear.

Sennheiser
HD 560S
Budget gaming king with clear sound, but tight fit.

Sony
WH-1000XM4
ANC king, durable, but unreliable mic and touch controls.

Sennheiser
HD 6XX
Legendary mids, durable, but narrow soundstage and weak bass.

Sennheiser
HD 490 PRO
Super comfortable, wide soundstage for gaming, versatile pads.

Sennheiser
HD 599
Super comfortable, easy to drive, wide soundstage, open-back.

Ranked #1
Sennheiser - HD 6XX

Ranked #1
FiiO - FT1 Closed-back Headphones

Ranked #1
Sennheiser - HD 560S

Ranked #1
Sony - MDR-7506

Ranked #1
Sony - WH-1000XM4

Ranked #1
Sennheiser - HD 560S