Cast of Playing by Heart

Gillian Anderson portrays Meredith, a young theater director dealing with relationship issues.

Ellen Burstyn plays Mildred, an older woman who finds a new spark in her life.

Sean Connery is Paul, a man reflecting on his past while navigating a new romance.

Anthony Edwards takes on the role of Roger, a man struggling in his marriage.

Angelina Jolie portrays Joan, a young woman with a mysterious past.

Jay Mohr plays Mark, a man exploring his feelings in a budding relationship.

Ryan Phillippe is Keenan, a charming but troubled young man seeking love.

Dennis Quaid portrays Hugh, a man struggling with commitment and intimacy.

Gena Rowlands plays Hannah, a woman dealing with loss and love.

Jon Stewart is Trent, a man navigating the complexities of a new relationship.

Madeleine Stowe portrays Gracie, a woman exploring a complicated love triangle.

Patricia Clarkson plays Allison, a woman who finds unexpected connections in her life.