Katja, take the claims of 'hypoallergenic' from somewhere like Target doubtfully. Most cheap earrings are made out of base metal mixtures and can cause sensitivity in some people, particularly if you don't wear earrings that much. I find that when I haven't worn earrings for a while, some of my earrings will bother me, but if I'm in the habit of wearing them frequently they bother me much less. You don't have to spend a lot of $, just get them from somewhere where you know what they're made of.
Crazyone, I agree with Refugee - pierced ears used to be seen as a sign of 'trashiness' and my grandmother thought of them as the province of 'loose women' until the day she died. My mom (~55) has never had pierced ears. She wears earrings a lot, when she dresses up, but has had many years to collect a set of nice clip-on earrings - you don't see them in stores hardly ever these days.
Because my mom never had pierced ears, and she wanted to make sure that I could take care of them myself (she also kept my hair short until I was considered old enough to take care of it myself), she made me wait until I was in middle school (~13 I think) to get pierced ears. I had to get them done at the doctor's office - which was a mistake because the nurse used the same piercing gun set that the mall stores used, *and* she was inexperienced in using it. They took a while to heal partially because I didn't know the right aftercare (used harsh chemicals to 'clean' the area).
When I was in college I got a second hole in my left ear, then a second hole in the right and third in the left. I still like the look of two sets of earrings, but my second holes are all-but-healed-over; I haven't tried to put anything in them in years. Partially that look went out of fashion and I also got tired of futzing with it. You can feel the holes but they're not visible unless you look very closely.
A close friend since college has multiple piercings - nose and ear cartilage - and because of her I know that going to a real piercer is key, whether you're getting something complicated done or not.
Now that I have short hair again I think earrings are particularly effective but as I look at my earring collection I realize it's kind of blah and old. I don't regret having my ears pierced, but I'm glad I made the decision myself. Just in my opinion, I find the fact that some people have their babies' ears pierced a little creepy - what if they don't like it when they're older? It's not like a hairstyle or an outfit that isn't permanent.