The Courtship of Winifred Edwards (Or: The Handkerchief Play) by Maggie Smith

Set in 1890s America, The Courtship of Winifred Edwards (Or: The Handkerchief Play) tells the story of two families in the process of becoming one. When Winifred leaves her handkerchief at a dinner party, Anthony Tailor becomes convinced she did so as a means of gaining his attention. He enlists his cousin, Georgia, to help him return the handkerchief and scout out Winifred's feelings for him.
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Set in 1890s America, The Courtship of Winifred Edwards (Or: The Handkerchief Play) tells the story of two families in the process of becoming one. When Winifred leaves her handkerchief at a dinner party, Anthony Tailor becomes convinced she did so as a means of gaining his attention. He enlists his cousin, Georgia, to help him return the handkerchief and scout out Winifred's feelings for him.
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But it's never that simple, is it?
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The Courtship of Winifred Edwards (Or: The Handkerchief Play)

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Character Information

As a writer, I am dedicated to creating diverse worlds onstage. Some of the most defining moments of my life involve me seeing myself represented onstage, television, or in literature. Because of this, I highly recommend casting this play diversely in regards to race, gender identity, and disability. You won’t be depicting the real world if you ignore this request.

This is acknowledging, however, that some roles are specific in the way they must be casted. In this play, the following roles have these limitations:

WINIFRED and GEORGIA must be played by women.

  • WINIFRED
    21,
    Any Race
    ,
    woman
    the Edwards family’s oldest daughter; independent, full of energy, not looking for love
    Can be played by:
    • Age: 
      20s
    • Race/Ethnicity: 
      Any race/ethnicity
    • Gender: 
      Female
  • OTTILIE
    19,
    Any Race
    ,
    woman
    the Edwards family’s youngest daughter; a gossip who’s interested in anything you have to say
    Can be played by:
    • Age: 
      Teens, 20s
    • Race/Ethnicity: 
      Any race/ethnicity
    • Gender: 
      Female
  • ELEANORA
    40s,
    Any Race
    ,
    woman
    the Edwards family’s mother; desperate for perfect daughters and a happy home
    Can be played by:
    • Age: 
      30s, 40s, 50s
    • Race/Ethnicity: 
      Any race/ethnicity
    • Gender: 
      Female
  • GRANVILLE
    40s,
    Any Race
    ,
    Man
    the Edwards family’s father; kind, honest, and straightforward
    Can be played by:
    • Age: 
      30s, 40s, 50s
    • Race/Ethnicity: 
      Any race/ethnicity
    • Gender: 
      Male
  • GEORGIA
    21,
    Any Race
    ,
    woman
    Clarence’s niece, Anthony’s cousin; quick-witted and sarcastic
    Can be played by:
    • Age: 
      20s
    • Race/Ethnicity: 
      Any race/ethnicity
    • Gender: 
      Female
  • ANTHONY
    23,
    Any Race
    ,
    Man
    Clarence’s son, Georgia’s cousin; a romantic, chasing love
    Can be played by:
    • Age: 
      20s, 30s
    • Race/Ethnicity: 
      Any race/ethnicity
    • Gender: 
      Male
  • CLARENCE
    40s,
    Any Race
    ,
    Man
    Georgia’s uncle, Anthony’s father; generous and intelligent
    Can be played by:
    • Age: 
      30s, 40s, 50s
    • Race/Ethnicity: 
      Any race/ethnicity
    • Gender: 
      Male
  • VICTOR
    24,
    Any Race
    ,
    Man
    the Woods' family’s only son; charismatic, always found lounging where he ought to not be
    Can be played by:
    • Age: 
      20s, 30s
    • Race/Ethnicity: 
      Any race/ethnicity
    • Gender: 
      Male
  • CHARLOTTE
    19,
    Any Race
    ,
    woman
    the Woods' family’s only daughter; a busybody who’s friends with everyone
    Can be played by:
    • Age: 
      Teens, 20s
    • Race/Ethnicity: 
      Any race/ethnicity
    • Gender: 
      Female