It depends, when I'm hanging out with a girl I like casually I don't really like her to be wearing earrings but when were getting dressed up for something it's nice to see her wear earrings to you should probably have the holes but don't wear earrings all the time.
Are you sure they've grown shut. I have 't worn an earring in 15 years. I found my old earrings from high school not long ago and out of curiosity I thought I'd see if I still could put them in. I was able to with a little finagling. If you want to ware them on occasion and they have grown closed, why not get it done again. You can always take them out.
Sure why not? I got mine pierced at age 2 and then as a teenager let them grow over because I had issues with them being too sensitive. When I was in my 20s I got them redone and I haven't had any issues since.