Playing by Heart

Playing by Heart is a 1998 film that tells the the interwoven story of a group of couples as they work their way through their various relationships.
 * Written and directed by Williard Carroll.

If romance is a mystery, there's only one way to figure it out. (taglines)

Paul

 * You know, I never knew what love was until I met your mother. And by then it was too late.


 * If I have to wear a tux, she has to wear a bra.

Joan

 * I said you look like a man in need of a coke.


 * [on the phone] The lad doesn't say much, and when he does, he finds just the right words to crush my soul. Of course I'm crazy about him.


 * You should write these kiss-offs down. How to crush a woman's soul in ten words or less. That was ten, wasn't it? [counting] You're-terrific-Sensational-really-but-I'm-not-right-for-you. Yep. Ten.

Hugh

 * I should be alone. Alone in hell. That's where I am.

Dialogue

 * Mildred:: I never loved your father. Not for a minute.
 * Mark:: Wow. You're...good at this.
 * Mildred: I was so relieved when he died.
 * Mark: Geez Mom, don't hold anything back.


 * Trent: Have dinner with me.
 * Meredith:: Look, I'm not going to sue you or anything.
 * Trent:: I'm not asking as a pre-emptive strike against litigation, I'm asking--
 * Meredith:: I'll have dinner with you.
 * Trent:: What changed your mind?
 * Meredeith: Anyone who can say 'pre-emptive strike against litigation' with a straight face deserves a dinner companion.


 * Paul: What are you thinking?
 * Hannah Hot liquids and facial burns.


 * Hannah: And you really didn't sleep with her?
 * Paul: No.
 * Hannah: And you didn't want to sleep with her?
 * Paul: Good God, yes, I did.


 * Meredith: They look so perfect together.
 * Hannah: They look so perfect together.
 * Paul: Just like we do.


 * Meredith: This is gonna sound really weird.
 * Trent: You're worried about Barley, and you want to go back to your place.
 * Meredeith:: Oh my G-d, this is way fucking spooky.


 * Hugh:: I lost my wife and kids.
 * Allison: Ask the bartender, he can find anything.


 * Joan: She's got her eye on you.
 * Keenan: Yeah, but it's her good one.


 * Keenan: That is the ugliest cat I've ever seen.
 * Joan: She's an angel.
 * Keenan: She only has one eye.
 * Joan: Yeah, but it's her good one.


 * Gracie: Roger.
 * Roger: Yeah?
 * Gracie: Don't be an angerball.

Taglines

 * If romance is a mystery, there's only one way to figure it out.
 * The comedy with a twist.
 * The sexy comedy with a twist.

Cast

 * Gillian Anderson - Meredith
 * Ellen Burstyn - Mildred
 * Sean Connery - Paul
 * Anthony Edwards - Roger
 * Angelina Jolie - Joan
 * Jay Mohr - Mark
 * Ryan Phillippe - Keenan
 * Dennis Quaid - Hugh
 * Gena Rowlands - Hannah
 * Jon Stewart - Trent
 * Madeleine Stowe - Gracie