Sennheiser HD600 - theoretical daily driver
Sennheiser HD212 Pro - V shaped, sharp treble and boomy bass, but after 20+ years they now seem more palatable to me

Sennheiser HD330 - best on-ears? if anyone has ideas for good replacement foams/pads tell me
Sennheiser HD414X - they make 60Ohm Koss look bad
Sennheiser HD430 - very comfy, weirdly the stronger source the more bass, I like it most in range of 3.3-4.5Vrms
Sennheiser HD435 Manhattan - mids only, radio like not just tonally, but like hairy THD+N rich sound, not good
Sennheiser HD450 II - 60Ohm ones, weird but pleasant tonality
Sennheiser HD480 Classic II - decent, but a bit overhyped
Sennheiser HD535 - underappreciated, bit weird tonality with wide L-R soundstage, not so good details though
Sennheiser HD545 - so comfy!!!
Sennheiser HD555 - 50Ohm variant, my favorite sound signature + tournament level fps headphones, comfy, but headband cracks and breaks over time
Sennheiser HD559 - quite bad, distortion in the low end, but impact can be fun at super high SPL
Sennheiser HD598SE - I liked HD595 much more...
Philips SHP9500 - new for $50, quite impressive for the money really
Koss Porta Pro - low end is nicely soft, but overall too muddy sound for me, worst competitive fps headphones ever
Koss KSC75 - like their tonal direction and spatial performance, but recently found them fatiguing, can't listen at loud levels anymore
Koss KPH7 - the older computer-like variant, narrow midrange band with a bit of hair, bad
Samson SR850 - uncomfortable, microphonic construction, harsh in treble, but generally the best sound for the price
Superlux HD562 - non-fatiguing sound, lacks extension in both ends, very bad details, but ok mids make most things sound more or less right, I don't mind it
ISK HP2011 - some peaks make them fatiguing for me
Monoprice Hi-Fi Lightweight On-Ear - the low bass boost is too much, still might be decent cheap headphones for young audience
Creative Aurvana Live! SE - I got rid of it, but snuck onto list anyway, was not bad as a closed back for the money
Creative HS-600 - open back+velour+old Sennheiser headband, weird tonality not for music, very decent in competitive fps, used to be just $20 (was perfect starter for esports)
Creative Sound Blaster Blaze - closed back downgrade from HS-600, boosted bass, but it can be still be used in fps to some degree
Plantronics RIG 300 - sharpish and shoutish, interesting construction, but too small and too much clamp on larger heads, generally bad
Shini MDR-Q141 - thin and small sound, probably flathead driver too far from the ear
Shini SN-Q140 - don't remember

Shini S-520 - fuller and more proper sounding, this is the only Shini I found somewhat listenable to
Not a fan of canalphones/IEMs, have a few budget ones, but only marginally use KZ ZVX (details!) and maybe KZ x Angelears Libra High Resolution (a bit calmer, poor details, the only canalphone I found you can try to play fps on). Rather I prefer flathead earphones and mainly use Qigom S300 White Lotus (fps), Faaeal Snow-Lotus 1.0 (general media/PC use, neutral with forward vocals, kind of like thinner HD600), Faaeal Iris Ancestor (on the go, hence probably the most used one).
PC sources in use
SMSL PS200 (118dB SiNAD) > Topping L30 II (13Vrms)
Creative Sound Blaster Z (102dB SiNAD) > Douk U3 (7.2Vrms)
FX-Audio DAC-X6 (SiNAD around 80dB, 3.4Vrms), and dongles (up to 112dB SiNAD and 4Vrms).
All in all, HD555 are my all time favorite, even though using them with broken, pain inducing, headband caused my head to become oversensitive to pressure...