Different answers for each part of the question.
DBZ got me into it when I was a kid. I'd watch random anime on some Stars channel we had.
Those roots allowed me to enjoy stuff like Naruto/One Piece and the first Bleach arc later.
But that wouldn't have kept me into it. Stuff like Nodame Cantabile, Honey and Clover, Cowboy Bebop, GitS:SAC, Seirei no Moribito, Nana, Paradise Kiss, and Stens;Gate are what kept me into anime. Sadly it doesn't seem like shows such as those listed come out anymore, but I still revisit them and look out for anything that seems up to par.