Lorelai: But he's our Boo Radley, and we don't have a Boo Radley, unless you count the troubadour or Pete the pizza guy or the guy who talks to mailboxes.
Rory: Well, I think the point is that every town needs as many Boo Radleys as they can get.
Lorelai: Yes, that's my point.

Lorelai: What do you know about this town loner guy?
Luke: Same as everyone. Just kind of skulks around with that backpack, never smiles.
Lorelai: Does he also make cheeseburgers and secretly harbor a desire to wear a backwards baseball cap?
Luke: What?
Lorelai: [sings] They're cousins, identical cousins...

Luke: So... you got a car.
Jess: Motor Trend's not gonna be giving it any awards, but it'll get me from point A to point B.
Luke: Yeah, I guess it'll get you around. So... where'd you get the money for it?
Jess: Mugged an old lady.
Luke: Jess.
Jess: It didn't cost that much.
Luke: What's not much?
Jess: Less than a lot?
Luke: Jess, where did you get the money?
Jess: You know that hash you sling at the diner? I scrape it off the plates in the back. Remember I work for you?

Luke: Did you take the additional expenses into account?
Jess: Like...
Luke: Insurance?
Jess: I'm in good hands.
Luke: Liability, uninsured motorist?
Jess: All the paperwork's in the glove compartment. Feel free to check it out.
Luke: Money for gas?
Jess: You mean this didn't come with a never empty magical tank?

Rory: What's this?
Lorelai: Mortgage payment. You mind picking it up this month sweetie, baby, cookie, honey?
Rory: No, not at all.
Lorelai: It's just something addressed to you.
Rory: It's an invitation.
Lorelai: An invitation to what? Oh, is it the White House again? Those boys never give up.

Rory: Yeah, but it's gonna be one of those brunchy quichey things where I don't know anyone, and it's all the way in Boston.
Lorelai: I'll drive you there if you want.
Rory: Really?
Lorelai: Yeah, I'll do some Boston shopping while you quiche it.
Rory: And we can set up some sort of SOS signal that I can page you with if I want to bail early?
Lorelai: Sure.
Rory: What should the SOS signal be?
Lorelai: How about... SOS?
Rory: Perfect.

Luke: Jess came home with this car and it says on the slip that he bought it from you.
Gypsy: Yup, it's working great, if that's what you're wondering.
Luke: No, I know that, it's just... He paid you for it, right?
Gypsy: Nothing's free at Gypsy's.
Luke: And he paid cash?
Gypsy: Mostly twenties.
Luke: Did you make sure Andrew Jackson was on the bills, not Alfred E. Newman or someone?
Gypsy: Looked real to me.
Luke: Well, when he took the money out of wherever he had it, did a mask or a gun fall out?
Gypsy: No, but he was carrying it in a canvas bag with a big dollar sign on it.

Jess: I gotta go.
Lane: Yes, drive on away, we'll just keep walking. That's all Rory's been able to do these past few months – lots of walking. She's got bunions because of you, mister!
Jess: Bunions?
Rory: I don't have bunions.
Lane: She's too nice to complain about her foot ailments.

Jess: Geez, how Andy Griffith is this town that people get so excited by a car?

Sherry: You have to give me your list of books, okay?
Lorelai: Books?
Sherry: The ones that you read when you had Rory.
Lorelai: Oh, I see. I think I was reading Deenie at the time...
Sherry: No parenting books?
Lorelai: No parenting books.
Sherry: Then where'd you get your information on child raising? Your mom?
Lorelai: No, For Keeps. Molly Ringwald, Randall Bantikoff, really underrated little post-John Hughes flick. She went to the prom fat. I found it really inspirational.