I have both of mine done.....I suggest you get them done one at a time, if you have an active sex life. The healing time is 3 months (approx) and they cant be sucked on...so if you DO have an active sexlife and get them both done at the same time you will be able to have no boob sucking.
Yes it hurts, but its not unbearable and it only hurts for a few seconds. I HIGHLY recommend not letting them put in a hoop, but use a barbell...those hoops get stuck on everything and they will be tender for WEEKS. If you wear lacy bras I recommend you stop until its healed...nothing worse than the balls on the ends (of hoops or barbells) getting stuck when you take it off.
I had no problem keeping it clean, I recommend just buying a clear antibacterial soap (the pump kind) and keeping it in your shower.....regular soaps will burn for a little while.
My nipples were super sensitive before...to the point that them being messed with bordered on hurting....since I've had them pierced its like there is a direct line from them to my "you know where" and it feels great
I think I covered most of it, if I didnt and you want to know something else just ask!!