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I think switching between in-ear and over-ear headphones would be a good approach.
I doubt you'll find something that's comfortable for 10+ hours, 6 days a week.Good fit is important with in-ears obviously, so depending on what you're comfortable with use the squishy foamy things, the silicon things or plastic ones that just happen to fit your ear well and experiment with replacement cusions for those.
If open-back / sound bleeding into your surrounding is an option, then for over-ears I found both Grado SR-60's or Koss Porta Pro's very comfortable (and good sounding).
salad
I'm looking for perhaps the impossible.
Headphones / ear phones / IEMs that can be worn for 10+ hours a day, 6 days a week.
I don't need noise isolation or cancellation, I'm looking for comfort as I wear glasses and don't wish to wear headphones all day or at least want to be more comfortable still.
I use ATH-R70x today... which are about as light and comfortable as I've ever found... but still, 10 hours a day is too much, ears get hot, and there's the ever present squeeze on the glasses.
Any suggestions?