Playing by Heart

Directed by Willard Carroll
1999    2h 1m    R
Comedy, Drama, Romance
6.960%79%
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In a vibrant tapestry of love and longing, nine interconnected souls navigate romance and heartbreak in L.A., where passions collide and truths unfold, revealing that the heart's desires often lead us where we least expect.
Where to Watch Playing by Heart
Cast of Playing by Heart
  • Gillian AndersonMeredith
  • Ellen BurstynMildred
  • Sean ConneryPaul
  • Anthony EdwardsRoger
  • Angelina JolieJoan
  • Jay MohrMark
  • Ryan PhillippeKeenan
  • Dennis QuaidHugh
  • Gena RowlandsHannah
  • Jon StewartTrent
  • Madeleine StoweGracie
  • Patricia ClarksonAllison
  • April GraceValery
  • Alec MapaLana
  • Christian MillsPhillip
  • Kellie WaymireJane
  • Tim HalliganCook Show Director
  • Michael EmersonBosco
  • John Patrick WhitePete
  • Amanda PeetAmber
  • David FergusonDrag Queen
  • Joel McCraryDrag Bar Bartender
  • Worthie MeachamSecond Drag Queen
  • Michael B. SilverMax
  • Hal Landon Jr.Actor 'Commissioner'
  • Marc Allen LewisActor 'Harpagon'
  • Ron BoussomActor 'Jacques'
  • Daniel ChodosActor 'Anselme'
  • Mark LewisWaiter
  • Jim AbeleDoctor
  • Chris ConnerHarry
  • Marcus PrintupTrumpet Player
  • Larry AntoninoBass Player
  • Tom ChuchvaraDrummer
  • Robert EnglishSaxophonist
  • Ryo OkumotoPianist
  • Hilary DuffExtra (uncredited)
  • Nastassja KinskiThe Lawyer (uncredited)
  • Matt MalloyDesk Clerk (uncredited)
  • Marilyn MonroviaGoth Clubgoer (uncredited)
  • Jeremy SistoMalcolm (uncredited)
  • David ClennonMartin (uncredited)
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