In the end, this is the way it all plays out:

Obito is the first one lost.

Miles away from her home village, Shizune is the first one drunk (accidentally downing her master's sake).

Rin is the first to die.

Asuma is the first one to take up smoking.

Anko is the first to kill a kid younger than herself.

Ebisu is the first to acquire porn.

Kurenai is the first one to drive an enemy insane with her jutsu.

Gai is the first to grow a hair on his chest.

Ibiki is the first one to get captured and tortured for hours.

Hayate is the first to go on a date.

Genma is the first to torture an enemy for information.

Raidou is the first to lose his virginity.

Kakashi is the first one to become the last surviving member of his team.

They all grow.

They all change.

They all lose their innocence.

All except for Rin, who will stay the same, forever.

Slowly fading into oblivion.