It may be the size that you are wearing. Wearing a too large cap will hurt. The correct size shouldn't hurt, but it may be that you just need to get used to the in-ears. Sort of like the first time brushing your teeth with an electric toothbrush often causes your gums to bleed
As for damaging your hearing, as with any earbuds.. they will if left at extended volumes for extended times. But I find that in-ear's help block out external noises so you can actually turn them down lower than the conventional earbuds.
i wasn't going to try them cuz I was like.. i donno how i'm gonna fit something that big (Even the small size) in my ear but then I bought them and found out they were rubber and stuck right in so it was cool.
Are these better than apple's in-ears cuz I figure they're the same price but higher brand name markup
i have the apple in-ears which are very comfortable -- in terms of hearing, i think they're actually much safer than regular ear buds b/c they mask a lot of background noise (compare to regular phones in a noisy setting with no music playing) so you can actually play the music quite a bit lower & still hear everything.
ya dont go loud. i had that too. what i do is take earbud out, stick pinky in my ear because its sort of like an itch, put earbud back in and wash hands.lol. dont turn past like 30% volume because otherwise you will be deaf way earlier then if you dont wear them. i know no one does this because its inconvenient but the headphones are way better for your ears.