my most painful "piercing" was when I got my ears gauged. I went from an 18 to a 4... It hurt SOOOO BAD and I do not recommend stretching your ears that much at once.
Otherwise all my piercings were easy peasy! Even my nipples! My least painful ones were my eyebrow and my septum!
My most painful tattoo was on my elbow and foot... But I think my foot hurt a little more! =/
lol