I have never used the Apple headphones before, the old version hurt like crazy, and the new ones I never even bothered to try, since they are hard plastic I figured why bother because I know they will hurt. Well I broke down and tried them this week since they seem to match the design of the new AirPods, and I'm on bluetooth all day long listening to talk radio, and these look really cool. If they were smaller with a cushioning device to hold them in they would be great. It seems they stay in fine, and sound great. Unfortunately I was right though, day one I seemed mostly ok - I used them for maybe an hour or so total. Two days later tried them again, and shortly after putting them in, the right ear had a very painful spot. I'm kinda disappointed, but since I have fibromyalgia and I'm super sensitive I knew it was a long shot anyway. I'll have to stick with my Jabra with the super soft earpiece but falls out sometimes cheapy bluetooth. Bummer.