Jack: Listen, man. Cammi gets off in an hour, so I was thinking I'd just hang around and have a drink, and make sure she gets home safe.
Miles Raymond: You're joking, right?
Jack: No.
Miles Raymond: Un-fucking-believable. Can't we just... go back to the motel... and hang out... and get up early, play 9 holes of golf... before we head home?
Jack: [puts his hand on Miles' shoulder] Listen, man. You're my friend, and I know you care about me. And I know you disapprove, and I respect that. But there are some things that I have to do that you don't understand. You understand literature, movies, wine... but you don't understand my plight.

Bet ya that chick's two tons of fun. You know, the grateful type?

Jack

Miles Raymond: [while tasting wine] It tastes like the back of a fucking L.A. school bus. Now they probably didn't de-stem, hoping for some semblance of concentration, crushed it up with leaves and mice, and then wound up with this rancid tar and turpentine bullshit. Fuckin' Raid.
Jack: Tastes pretty good to me.

Did you drink and dial?

Jack

Jack: Man! That's tasty!
Miles Raymond: That's 100% pinot noir. Single vineyard. They don't even make it any more.
Jack: Pinot noir?
Miles Raymond: Mmm-hmm.
Jack: Then how come it's white?
Miles Raymond: [laughs] Oh, Jesus. Don't ask questions like that up in wine country. They'll think you're some kind of dumbshit, OK?

Maya: What's the title?
Miles Raymond: The Day After Yesterday.
Maya: Oh... You mean today?

Mike Erganian: What is the subject of your book? Non fiction?
Miles Raymond: Uh, no. It's... it's a novel. Fiction. Yes. Although there is quite a bit from my own life... so I suppose that, technically some of it is nonfiction.
Mike Erganian: Good I like non fiction. There is so much to know about this world. I think you read something somebody just invented, waste of time.
Miles Raymond: That's an interesting perspective.

[on answering machine] Hello, Miles. It's Maya. Thanks for your letter. I-I would have called sooner, but I think I needed some time to think about everything that happened and... what you wrote to me. Another reason, um, I didn't call you sooner is because I wanted to finish your book, which I finally did last night. And I think it's really lovely, Miles. You're so good with words. Who cares if it's not getting published? There are so many beautiful and... painful things about it. Did you really go through all that? Must have been awful. And the sister character - jeez, what a wreck. But I have to say that, well, I was really confused by the ending. I mean, did the father finally commit suicide, or what? It's driving me crazy. Anyway, it's turned cold and rainy here lately, but I like winter. So, listen, if you ever do decide to come up here again, you should let me know. I would say stop by the restaurant, but to tell you the truth, I'm not sure how much longer I'm gonna be working there, because I'm going to graduate soon. So, I'll probably want to relocate. I mean, we'll see. Anyway, like I said, I really loved your novel. Don't give up, Miles. Keep writing. I hope you're well. Bye.

Maya

Jack: This chick Stephanie, she's got it all goin' on.
Miles Raymond: Well, she is cute, yeah.
Jack: Cute? She's a fuckin' hottie. And you almost tell her that I'm gettin' married? What's the matter with you?

Jack: Do not drink too much. Do you hear me? I don't want you passing out or going to the dark side. No going to the dark side!
Miles Raymond: Okay!

Jack: I might be in love with another woman.
Miles Raymond: In love? Really? 24 hours with some wine-pourer chick and you're fucking in love? Come on! And you're gonna give up everything?
Jack: Here's what I'm thinking: you and me, we move up here, we buy a vineyard. You design the wine; I'll handle the business side. You get inspired, maybe write another novel, one that can sell.
Miles Raymond: Oh, my God. No, no.
Jack: As for me, if an audition comes up, LA's right there, man. It's two hours away, not even.
Miles Raymond: Jesus Christ, you're crazy. You're crazy. You've gone crazy.
Jack: All I know is that I'm an actor. All I have is my instinct. You're asking me to go against it.

Jack: If they want to drink Merlot, we're drinking Merlot.
Miles Raymond: No, if anyone orders Merlot, I'm leaving. I am NOT drinking any fucking Merlot!

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Sideways Quotes

Bet ya that chick's two tons of fun. You know, the grateful type?

Jack

You gotta help me! You gotta help me!

Jack