I like larger watches, and if I wear them face in, they bang on the desk constantly when I type. I have tried it a few times, but that bugs me a lot. I tend to bang and scrape the face alot more if I am wearing it face in too.
On the left/right thing, I have been wearing my watch on the left wrist forever. I am so conditioned to it that if I put it on my right wrist, it actually hurts and turns red after an hour or so.