I suspect a lot of people find that earbuds, or earphones, or headphones, whatever you want to call them, don’t fit properly or they just hurt. Some people have small ears (I thought this was my problem for a while) and the buds are just too big. Perhaps it’s just the hard plastic sitting in your ear that hurts.
I’ve never been able to wear them properly, some hurt more than they’re worth and others just don’t sit in my ear. I watch people walking around with Apple earbuds in and I wonder how on earth they do that! Mine just fall right out. If I use them on the train I have to hold the stupid things in with my fingers – it’s all very awkward.
I used to have some cool earphones that looped over the top of my ears, but they were stolen.
I think I’ve finally figured out why they don’t stay in my ears! It’s not because my ears are too small, they’re a fairly average size really. It’s because the bottom bit of cartilage is flat. That part directly above the ear lobe doesn’t stick upwards to make a little nook for the ear bud. It’s like trying to hold chopsticks without a thumb – good luck!
So I’m hoping that one day, in the not too distant future, I’ll be able to buy some headphones that overcome the whole situation. 😛