I only had two pairs of over-the-ears that I liked. One had side-to-side adjustability rather than the C-clamp “one size fits all” crap that even some of the expensive headphones have.
Another good pair had the C clamp but it was a looser clamp – probably wrong for smaller heads but perfect for mine.
The rest I tried through the years? Pain within an hour.
I had a similar problem with glasses. I need wider glasses. Nobody told me this through the years, and they’d just give me whatever I asked, and I’d always have these grooves in the side of my head Expensive glasses that didn’t fit. I didn’t know they didn’t fit. I just thought I had to suffer.
Then Zenni Optical many years ago put me through the fitting process and that’s when I found out that I had a wider head. WHY the optometrists through the years didn’t try to fit me properly, I don’t want to think about (because of how expensive they were… compared to Zenni) but I’m just glad to know now.