JailBreakMe 3.0 is now out and the good news is, it supports iPad 2. Already JB my old iPhone 3GS using the manual way, jailbreaking via JailBreakMe.com is way much easier and simpler.

Even a first timer can do it. If you’re jailbreaking your iPad 2, just make sure that any apps that you installed later on supports iPad 2. I had an experience of unable to login after installing a certain app, forcing me to do a restore for hours before I could jailbreak again.
Good luck!