[Thomasr]

1. Sennheiser PX-100
2. Audio-Technica ATH-MSR7b (with pad roll)
3. (tie) Beyerdynamic DT-880 / Sennheiser HD599
4. -
5. Anker Soundcore Q35
6. SASH Tres
7. Sennheiser HD660S
8. Monolith M1570

 

[kman1211]

1.) Audio-Technica ATH-R70x
2.) Beyerdynamic T1 Gen 3
3.) (tie) Sennheiser HD 660S2, HD 660S, & HD 650
4.) AKG K612 Pro
5.) Altiat Cal.1H
6.) Audio-Technica ATH-A990Z
7.) Kaldas RR-1 Conquest (pad rolled)
8.) Beyerdynamic DT 480 - 25 Ohm (modded)
- Above this mark I find all of them comfortable
- Below this mark is where I start finding them uncomfortable
9.) AKG K275
10.) AKG K245

 

[bahamot]

1. Audio Technica R70x
2. Aune AR-5000
3. AKG K701
4. Oppo PM1

 

[Shane D]

My most comfortable headphones would be the:
1) Meze 109 Pro's
2) Focal Clear's
3) Nectar Sound Ambrosia's
4) iBasso SR2's
And
5) FiiO FT5's

 

[dunring]

Sennheiser HD700 comfort king.

Hyperx Cloud Orbit S Audeze 100mm drivers and memory foam cups.

Truthear Zero Red most comfortable IEM.

Hifiman He5xx cup shape and size perfect.

 

[TWerk]

1) Ultrasone Pro 750 (Wear it everyday, all day for work). Never gets hot or bothers me, I have to put it at top because of perfect fit and pads are all day comfort.
2) HD600 (Super comfortable, pads get a tad warm over time vs. the Ultrasone for me).
3) HE6SE V2 (Pretty comfortable, somewhat heavy but the band fits my head well and I like the fabric pads).
4) Ultrasone Signature Natural (Comfortable fit but I don't love pleather pads because they heat up more than velours). All my other headphones have velour pads. Good fit and comfort minus the heat generation from pads over long sessions. Strong clamp but it's a great seal and the clamp is not an issue with a closed back.
5) HE500 (This one could be higher but I like the sound of the donut pads the most which use hard form. Also - heavy.) Really with alternative pads, comfort greatly improves but I haven't found any pads I like more than the stock hard donut pads and so I stick with them).

None of these are any issues for me for medium length listening sessions, it's just going into longer sessions, the ones on bottom can start to annoy a little bit.

 

[arielext]

Meze Elite
Meze liric
...
...
Stax sr-007a
The rest

 

[Macaulay McCulkin]

1. Dan Clark Audio ÆON 2 Noire
2. Meze 109 Pro
3. Fostex TH610 (w/ ZMF Pilot Pad + ZMF Universe Lambskin Pads)
4. Nectarsound Bee (w/ ZMF Auteur Suede Pads)
5. Hifiman Arya (w/ ZMF Co-Pilot Pad + Dekoni Elite Hybrid Pads)
6. Grado Hemp (w/ Dekoni Custom Velour Pads)
7. Focal Clear (w/ ZMF Crescent Snap Pad + ZMF Focal+ Subs Lambskin Pads)

 

[Unterstuffz]

1.)KPH 40 with Yaxi Pads
2.)ZMF VC with Autuer Hybrid Pads
3.)Final E5000 with Velvet Tips
4.)Sennheiser HD650

 

[javertim]

I don't know that I could sit down and rank everything I've ever owned, but the three that come immediately to mind in terms of supreme comfort are the AudioQuest Nighthawk, the Empyrean and the Sivga Luan.

 

[kumar402]

1. Sony MDR Z1R
2. HD800s
3. HD650
4. ZMF VO
5. ZMF AO
6. ZMF VC Ironwood

No. 5 is on my head all the time though.

 

[phillycl]

Audio-Technica ATH-AD500X (dislike the cable and it's permanently attached)
Philips SHP9600
Sennheiser HD 600
Audio-Technica ATH-R70x

 

[searchingtom]

Meze Empyrean
Meze Elite
Ether 2

 

[drummerman1]

1. Meze 99 Classic (Brainwavz angled Pads) = Grado SR80X
2. Sennheiser HD58X = Beyer DT700 Pro X
3. Sundara

 

[OnlySoMany]

Empyrean Elite
Any ZMF with suede pads and band
Susvara
Utopia
HD660/650