Finally I've got both ears double pierced now and I'm really happy with the result. My wife wasn't very fond of the idea at first, but now she agrees that this looks a lot better and more balanced out than just one ear pierced. Spousal support is important of course, and I'm happy she supports me.
At 46 years old i still very much enjoy wearing my earnings. I have both ears pierced with two small cz studs. For any man at any age that wants to pierce your ears, go for it. Life is way to short to procrastinate. Give it a try, you can always remove them if you really change your mind. You just sit in the chair, click, click and your done. Then enjoy them.