I think the Monogatari series has some of the funniest and deepest quotes I've read/heard from an anime.
And after a long silence, he turned towards me.
Oshino: “Do you like girls with straight bangs, Araragi-kun?”
Araragi: “As I said, don’t make me sound like that kind of character. Only lolicons like straight bangs. Don’t mix me into your generation where adolescence was when Full House was on."
~~
Hitagi: "Don't spit when you talk! Your virginity might be contagious!"
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But then it follows up with stuff like...
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Oshino: "In the end, if an agreement cannot be met reached and words are ineffective, all that's left is war." (Depending on who translated it)
~~
Araragi talking to Hitagi's father.
Araragi: "Actually--I think that it would have been the same even if it wasn't me. It just happened to be me is all....It would have been fine with anyone other than me anyway, and of course it was Hitagi-san who saved herself in the end. I was just there to
see her through it."
Senjougaharai-san: "That is all you needed to do. That you were there when she needed you is enough. And for that I am truly grateful."