Have a set molded to your ears. When I rode Harleys I had an ear phone set molded to my ears so I could listen to my IPod on the highway while cruising. I think I paid about $250 for them. I could wear them all day without my ears hurting. They did an excellent job blocking wind noise as well. I’ve seen DIY sets available where the manufacturer sends you an ear impression kit to get your impression with, you send that to them and they mold up your headset and sent back to you. If you go to an audiologist to get an impression it will cost ya. May be pricy for some folks, but when riding cross country on a Harley, music helps pass the highway time. Have not used mine with my bike yet for wind noise has not been an issue and when on a park trail I want to be able to hear things.