* Nagato is the embodiment of Pain, far greater than Gaara, reality slapped him in the face too many times. Killed his friend Yahiko, eyes he couldn't control, used by Hanzo, lost mobility, living on machines, watched family die and was an orphan the entire war which lasted years. Each time he found a solace in someone they either leave him or die. Comes back to be controlled by edo and still doesn't die in peace, instead soul stays restless in a genjutsu Gould :sdo: from Itachi's Totsuka :sdo:
* Utakata was forced by his master to be a Jin which brought havoc in his life that never calmed until his death...
* Gaara enough said
* Kakashi had the most hurting internal pains. Legend father died a "shameful death", lost friend and gained a shameful eye, killed friend's friendzone, lost master, became an anbu killing everything. first time bonding with students, a f*cker leaves him for brother revenge, then looses a grandmaster etc. friend turns out to be alive and brings further pain in his life...
Fish Tiger life > Nami