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

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People always recommend others like Sony and Anker active noise canceling, and am sure it varies a lot for everyone depending on your needs, but I tend to prefer Beyerdynamic non active wired DT 770m(m not pro) headphones to the active ones I have tried. I keep them a little looser than most people probably would since I don't like too much pressure either, but can be a little hard to get right depending on your head or if you are ok with bending the one part a little.
My HD6XX probably get the most non-recreational time on my head, for mixing and the occasional video call. Maybe DT-770m, which I use for tracking. For recreational listening it's a mix. APP2s get a lot of use, for wired IEMs it's probably the S08 or EW300. For over-ears HE-4XX.
I've had my M50's for years, used them with upgraded pads. They're great. But I've switched over to 80 ohm Beyerdynamic DT-770 and I've had 0 regrets. A much stronger build and crisper sound, and I find them MUCH more comfortable for long use
On PC and I run BeyerDynamic DT770s headphones at 80 ohms with a Schiit Audio (name always cracks me up but they make good stuff) AMP & DAC. I've kinda went back and forth on the Dolby Atmos stuff for emulating surround sound on headphones. It does seem to be better in Arc Raiders but sometimes gives some weird results. I got a cheap boom stand and Samson C01 mic on it above my monitors. It sounds great and doesn't pick up much ambient noise and since it's up there and mounted on the back of the desk I don't have to fool with something on my headphones. In my experience with any "headset" style combos you are just paying more for worse equipment than if you bought them seperate. Before I got the AMP and DAC I ran a pair of Audio Technica M50X headphones and a cheap Logitech desktop mic and that was miles ahead of any Turtle Beach or Razer headsets I had prior. I did have those Razer Tiamat headphones that had the seperate speakers and did "true" surround sound for a while and they were kind of a pain in the ass and kept shorting but made you feel like fucking Daredevil on Battlefield.
The blue curve does not at all look like the bass response from an open-back. This would be technically basically impossible. I think you might have confused it with the DT 770 80 Ohm, which is closed-back. There are some newer open-back high-end models who achieve a subbass boost without influencing the mid bass, but definetely not a centuries old mid-fi headphone like the 990.
Having looked at a lot of frequency response graphs, I am not aware of any open back dynamic driver over-ear headphone which was released before 2020 which has a real harman-ish subbass followed by a harman dip at ~200hz. Even up until today only very few headphones come to mind. Can you give me any example? And would you not agree that the blue graph rather looks like the 770 80 ohm? (Does an 990 80 ohm even exist?) The 990 is known to be mid-bassy with a rolloff in the subbass, you own measurements show this too.
770 80ohm was a direct upgrade from my ath m50x and i never wanna go back to the m50x after these ones. Comfort is 10x better, i legit almost forget i have them on over long sessions. Bass is more fun, less sibilant than the ath if i remember correctly but it's been a while i cant remember. Overall i love my 770 80ohm but gun to my head id prefer mixing with my Sennheiser 6xx, it feels more flat and "fair" over the frequency response but the bass feels weak and isn't fun to listen to. I guess that's the difference between mixing headphones and listening ones, dt 770 sounds so good to me and if anyone has a headphone they think is an upgrade of that let me know but for mixing, Sennheiser HD 6xx which is mostly identical to the sennheiser HD 650 would be my choice.

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