I wear two small hoops, one on each ear. I like the symmetry of it and I think it looks good with the bald and bearded look. I have gotten compliments with the look.
I would definitely get the other ear done. Why not get both done so two hoops in one and one in the other, you could certainly pull it off
I have done that in the past, albeit I wore two hoops in the left ear, but none in the right. Could work, but my opinion, one hoop in each ear looks better. You could give it a shot and if it doesn't look good just take out the second one on the left ear.