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.