I haven't been satisfied using any of the earphones bought until now. My ear get pain. I recently heard of a good quality ear phone in Toronto. The store is quite close to me. But I'd like some genuine feed backs. So I placing the link here. I didn't like th other ear phones coz it hurted my ears when I put the volume in 25% itself.
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Accessories Quality earphones needed
- Thread starter Ralbie
- Start date
twister6
Android Expert
You can check out a sticky at the top of Accessories forum with hundreds of my headphones reviews 
But it will be useless for you since you need to test it out for yourself. It doesn't matter what I find comfortable because we all have a different ear anatomy and headphones that fit me might not fit you. So, you have to go to the store and try it yourself, both in term of a fitment and a sound. Perhaps you should look into on-ear or over-ear headphones if in-ear hurt you. That will be an easy solution. So go to the store, try different pairs. If you are stuck deciding between a few different ones, come back and reply in here with a name and model. I will try to help you to decide which one to pick.
But it will be useless for you since you need to test it out for yourself. It doesn't matter what I find comfortable because we all have a different ear anatomy and headphones that fit me might not fit you. So, you have to go to the store and try it yourself, both in term of a fitment and a sound. Perhaps you should look into on-ear or over-ear headphones if in-ear hurt you. That will be an easy solution. So go to the store, try different pairs. If you are stuck deciding between a few different ones, come back and reply in here with a name and model. I will try to help you to decide which one to pick.