I thought nipple piercings hurt in a good kind of way. Maybe it was the scar tissue from the old piercing that made it tougher for your piercer to push the needle through.

uhg. i would have cried. there so sensitive.  

Yeah all my piercings r done at 10g's (2.5mm). I've had ta do my right nipple 3 tymes. All vertical. scar tissue does accumalte. As mentioned before warm compresstion pads will help. But also  little rubbing of the nipple. To help loosen up the tissue inside. When I get my first nipple done I describe it like ripples in a lake. A nice sensation rippleing thu my body. But the more tymes you do the same thing the more it actully hurts. The bad type of hurt. Well at least for me.