Suggestion for this: Sennheiser 6XX series are very lightweight, open cans (thus no extra pressure in the ear, but people may hear your music around a little bit). About ~$200 these days, and these used to be world's best a decade ago.

I can wear them all day long, even when the music or video ends I often don't even bother putting them off...

I just loathe the wire but sound quality is so good it's not even funny to compare with equally priced Bluetooth cans.