Some tattoos hurt like hell, others you hardly feel. You need to get it on a really fleshy part of your body that's not sensitive. Like I have Jester's name in tribal letters across my arm and it didn't hurt, but if you were to go on the underside of your arm it would really hurt. If you get one close to the bone or where you can feel the bone it'll most likely hurt.
Easy to keep clean. I ket the little pad they give you on for about an hour and then completely forgot about it.
And I've only had mine for about two months so I don't know anything about retouching.