I pierced my left ear in the 6th grade cause that's what was "cool" back then. Some couple years after I pierced the other one and gauged my ears cause that's what I wanted to do. Never looked back. Never regretted it. I'm 23 now.

Anyways if you wanna do it its pretty simple. Go to your local mall. Find a piercing place and get them done. Get something simple like a small round silver or titanium ball. Nobody will question it. And if they do just say you wanted them done. Plenty of guys have them. I know tons.