I wore a high school class ring for much of my junior and all of my senior year in high school. But once I graduated, it has been off my hand. I tried putting it on once in a while, but I felt weird wearing it once I'd become an adult...big deal, you passed high school.
As for a wedding band, it took a week or two to get used to it, because I was always afraid I was going to lose it, especially after washing my hands. I was always worried I was going to beat it up, but after a while, you almost forget it's there. More than one ring just gets in the way of working with your hands. About the only times I remember it's there (other than looking at it) is when I grab my wife's hand and when a Dual Shock controller activates (there's a little wear pattern underneath the left part of each controller).
I don't wear any other jewelery but a watch; even with a cell phone, it's hardly needed anymore. I personally think jewelery is best left for women, even then, too much of it is kind of trashy. Guys that wear too much of it are just showing off; I just get the feeling they never got the King Midas story out of their head. When I see rich and really well-to-do people, they'd usually wear very little jewelery, just one item to impress, not three or four items.