I wear the HD600 for several hours a day at a desk and forget I’m wearing it. Anything in the line (6xx, 660S2, etc.) will have similar comfort. I’ve heard several people also claim the same for the 800s if you wanted to start more upscale.
I’d be curious what people recommend for wireless options, if that’s required.
It will take some time for the clamping force to adjust to your head.
Any experience with IEMs? It’s hugely personal preference but there are people who find IEMs and TWS comfortable enough to wear all day, and some people just can’t wear anything physically in their ear canal all day.