Playing by Heart (1999)

01/22/1999 2h 1m

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

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Overview

A sexy, romantic comedy about modern couples coming together in funny and unexpected ways. Paul and Hannah discover that even after 40 years of marriage, they can still learn some very surprising things about each other. Meredith is a serious theatre director who isn't looking for a relationship... but has one looking for her in the person of the funny, persistent Trent. Then there's Joan and Keenan, young people searching for love in an L.A. club scene where the rules of dating seem to change every night.

More movies from 1999

Cast Ages at Release

Gillian Anderson

as Meredith

Born 08/09/1968, age

Ellen Burstyn

as Mildred

Born 12/07/1932, age

Sean Connery

as Paul

Born 08/25/1930

Died 10/31/2020, age

Anthony Edwards

as Roger

Born 07/19/1962, age

Angelina Jolie

as Joan

Born 06/04/1975, age

Jay Mohr

as Mark

Born 08/23/1970, age

Ryan Phillippe

as Keenan

Born 09/10/1974, age

Dennis Quaid

as Hugh

Born 04/09/1954, age

Gena Rowlands

as Hannah

Born 06/19/1930, age

Jon Stewart

as Trent

Born 11/28/1962, age

Madeleine Stowe

as Gracie

Born 08/18/1958, age

Patricia Clarkson

as Allison

Born 12/29/1959, age

Alec Mapa

as Lana

Born 07/10/1965, age

Amanda Peet

as Amber

Born 01/11/1972, age

Hilary Duff

as Extra (uncredited)

Born 09/28/1987, age

Nastassja Kinski

as The Lawyer (uncredited)

Born 01/24/1961, age

Matt Malloy

as Desk Clerk (uncredited)

Born 01/12/1963, age

Jeremy Sisto

as Malcolm (uncredited)

Born 10/06/1974, age

David Clennon

as Martin (uncredited)

Born 05/10/1943, age