I had my ears pierced a long time ago, but one day my long hair decided to rip one of my ears where the earring was. I haven't worn earrings in what seems like forever, but next year I'm going to get them pierced again, but just a little higher then where they were previously on both ears. It may look a little funny because of the one ear that is ripped, but hey, just like my mom said, I have a conversation piece now. Also, no. My ear did not hurt when it was ripped by the earring. It ripped over time, so I didn't feel a thing. So I say yes, go get your ears pierced. It really fun and I just love the earrings I get to wear and I'm sure you will love it too. Don't be afraid.