I will occasionally wear one, but it has to be on my non-bowling hand or it feels strange while bowling. The exception was my last 300 ring that I ordered in the smaller model. It's barely bigger than my wedding band and is much less cumbersome.
They represent an achievement that, although they are more common nowadays, the vast majority of bowlers never see one over their lifetime in the sport.
I also have a friend who orders the largest size available because he just displays them in their box.
RSalas, I envy your being able to throw a 300 with your Dad present. My Dad is also gone, but by father-in-law happened to be present when I threw my first, and he was so excited he (forgot) and wore his bowling shoes home... Snow and all!