Condom questions..?

I've never really heard of circision being a major issue so whatever is comfortable is fine. As for wearing two, DO NOT DO THAT. I cannot stress this enough. It is extremely counterintuitive, but when you combine two, they start rubbing up against each other and will grind each other to shreds. Just try wearing latex gloves and rub your hands together to see what I mean. This greatly increases the risk of breaking the condom. Again, USE ONE CONDOM AT A TIME. Also note that a condom is only good for about twenty minutes of before the risk of tearing goes up exponentially, so you will need to stop and swap in a new one (this is a fairly unlikely situation since actual does not often last this long, but hey, you never know.)