I've used this headset for 5 months now. It comes with a variety of ear tips to help fit your ear. Spend some time with each of them to find the most comfortable. Note that with the non-round ones that you can insert them in 2 directions and no one's ears are the same. The tips can be inserted 180 degrees opposite, then you still get the extra rotating "play" they leave you to fine tune it after inserting. I ended up staying with the round one, which is comfortable and yields the flexibility of use on either ear, although I almost always wear it on the same side. I have nearly forgotten it is there and worn it for many hours straight with no discomfort. I will never go back to holding a phone to my head again. When I had a wired headset, I would only ever put it on when I was going to be in the car for a while; it stayed in the car. Now, if I'm not already wearing my headset, I will answer a ringing call with my phone only long enough to get out the headset and punch the button to bring the call to it. My wife thinks I'm weird for putting on the headset to make a call when I have to get my phone out to dial a number anyway (and actually the voice calling works really well on the Samsung!). The fact is that it is so much better sound and more convenient than holding a phone to the side of your head.