I'm on Sony WH-1000XM3 and recently also bought WF-1000XM5 that are always with me whenever I go outside. Very satisfied with both.

Since you mentioned WF specifically:

• Very portable

• Great battery life

• Seamless switching between different devices

• Flush with (my) ears, you could easily lie down on your side with them in

• Fine noise cancelling. Not as powerful as in the over-ears, but good enough when you've got some sound going. I use them to prevent sensory overload by playing rain and thunder sounds with noise cancelling while I'm commuting with a full metro.

• Great sound quality. I find them to be very neutral, albeit a bit light on the bass when compared side-by-side to my over-ears. On their own (not side-by-side) there's nothing I can complain about and my music is very enjoyable.

• Wish the controls were more customizable or just better in general. You quickly end up tapping a LOT.

• I've seen another comment mention comfort. My ears get fatigued if I wear them for 3 or 4 hours straight, e.g. when I'm working from a library. For long periods of time I prefer to tag my over-ears along, which I'd normally leave at home due to bulky size. I understand buying two kinds of expensive headphones is not an option, but just be wary of prolonged usage on the WFs. You can definitely get more used to them though over time, so you can wear the for longer before discomfort/pain starts creeping in.