I have big Dumbo ears and I wear glasses, so that has a big impact on what headphones I can actually use. I can't always count on circumaural headphones to actually fit over my ears, and they have to be open-backed because closed ones usually depend on having a good seal against your head to have decent bass and the glasses prevent that.
For closed headphones I gotta go with supra-aural ones. I know a lot of people don't like them, but I actually find them pretty comfy, although my ears do get a little sore after an hour or so from pressing against the arm of my glasses.
This is mostly what I listen to if I'm sitting at a desk:
Sennheiser HD560s - I keep these at work, they're pretty much great at everything and reasonably comfy now that the headband has relaxed a bit.
Beyerdynamic DT990 Premium 250 Ohm - They're super comfy and have a nice open sound, so I prefer them at home unless the harsh treble doesn't work for what I'm listening to.
Sennheiser HD600 - Classics. They don't try to crush my head like the HD560s so they're quite comfy too.
That's just a small selection though - I used to be really into headphones and I have waaaayy too many. And of course these days I mostly just listen on speakers. 😅