I have an oval shaped head as well, with lots of long, thick, curly hair. I absolutely LOVE my Tipperary Sportage helmet. I wear it even when groundworking my frisky Friesian. In my opinion they run a little small – I took a size medium in the Troxel Dakota (which hurts my forehead something awful), and a Large in the Tipperary. Try it, I think it’s the most comfortable helmet out there for our head and hair! Reasonably priced, too.