Rory: This is all your fault, you know?
Lorelai: Why?
Rory: Because you told me I could do anything.
Lorelai: You can.
Rory: Apparently, I can't, and I have two rejection letters and a humiliating phone call to prove it. Do you know what the worst part of this is? I thought I was so in at the Times. I was just saying that I wasn't gonna get it because I was trying to be humble, but I was so not humble. I was so cocky. I was already picturing myself working there, chatting up Bill Keller in the elevator and running down the street for a little quick lunch with Maureen Dowd and filing my first story and seeing my first byline. I already had the outfit picked out for my New York Times picture I.D.

Luke: Okay, here you go ladies. Little hot water for you, Miss Patty. And for you, Babette, a bowl of Shredded Wheat.
Babette: It's for my throat, it give it a rougher quality, a husk sound sorta like Debbie Herry meets Ethel Merman.

Rory: Mark Twain.
Lorelai: Hmm?
Rory: Well, Mark Twain had to work as a steamboat pilot on the Mississippi before he became a successful writer. And if he'd never had that experience, he never would have written Huckleberry Finn.
Lorelai: Which is one of your favorite books.
Rory: Remember when I made you have my 12th birthday at the Mark Twain Museum in Hartford?
Lorelai: I thought one day I was gonna find you on a raft made out of empty milk cartons, sailing down the Housatonic river.

Emily: Well, your grandfather and I have a little surprise for you.
Lorelai: Uh-oh.
Emily: What?
Lorelai: Did you name another building after her?
Emily: No.
Lorelai: No, I know, I know, you bought Yale and named it Rory. From now on, the Ivy League is going to be Harvard, Princeton, and Rory. Has a nice sound, though.
Rory: Mmm. A nice ring to it.
Lorelai: "Hey, I'll meet you at the Rory/Harvard game."

Emily: Well, this is preposterous. Who could be more qualified than you
Rory: Well the Reston fellowship is very competitive and they only take a couple of people, so...
Richard: This is outrageous. You rose to editor in chief of the Yale Daily News. What else do they want, an exclusive interview with Osama Bin Laden?

Emily: I'm sure it's nepotism. If your name isn't Keller or Sulzberger, you may as well not even apply.

Lorelai: You're really going on a boat trip. You sure that's a good idea?
Luke: What's wring with a boat trip?
Lorelai: Well, for starters you're on a boat.
Luke: So...
Lorelai: So, anything could go wrong. You're on a boat in the middle of nowhere. Haven't you seen Dead Calm, Open Water, Das Boot.
Luke: Okay first of all I did not purchase a U boat.
Lorelai: Titanic. Surely you've seen Titanic.

Lorelai: Yes, the blue hat. And he hasn't worn it since we broke up, I mean not once. I don't blame him. It's totally understandable.
Sookie: Oh, yeah, you're right. He wears that black hat now. It gives him a slightly more menacing quality.
Lorelai: But then suddenly today, I walk into the diner, and there it is, atop his head.
Sookie: Atop.
Lorelai: Yes, atop his head.

Lorelai: Alanis Morissette.
Rory: What? No.
Lorelai: Yes.
Rory: But she was successful right from the start.
Lorelai: In Canada. She was on Star Search. She dated Dave Coulier. She struggled a lot before "Jagged Little Pill."
Rory: I don't think that's a good example.

Lorelai: Jackson Pollock.
Rory: Mom.
Lorelai: He struggled before he succeeded, and I bet if you asked him now, he would tell you he was glad for that.
Rory: Jackson Pollock is dead.
Lorelai: Yes, and from heaven he would tell you he was glad about that, because god rewards those who struggle.