Anna and the Wig Monster

FULL LENGTH. The time is the mid-1800s. The place is a fantasy realm where magic is real and anachronisms run rampant. Anna and the Wig Monster follows Anna, a sixteen-year-old daughter of a wigmaker/storyteller. She spends every day working in her dad's wig shop and listening to his stories, including her favorite, The Tale of the Wig Monster. One evening, when Anna comes face-to-face with the Wig Monster...

FULL LENGTH. The time is the mid-1800s. The place is a fantasy realm where magic is real and anachronisms run rampant. Anna and the Wig Monster follows Anna, a sixteen-year-old daughter of a wigmaker/storyteller. She spends every day working in her dad's wig shop and listening to his stories, including her favorite, The Tale of the Wig Monster. One evening, when Anna comes face-to-face with the Wig Monster themself, she goes on the adventure - or advengture - of a lifetime. Along the way, she faces ferocious beasts, timid accountants, and astounding answers - both to life's greatest mysteries and to some very difficult math problems. A play for adults and children of all ages.

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Anna and the Wig Monster

Recommended by

  • Nick Malakhow: Anna and the Wig Monster

    A charming, endearing play for young audiences whose clever characters, wordplay, and anachronisms delight throughout. I enjoyed how it explored loss, family, and the weight of living up to and/or subverting your parents' expectations. It was easy to envision ideas for creative staging and design elements-I'd love to see this fully realized onstage! It'd be a great, unconventional TYA addition to any theater's season.

    A charming, endearing play for young audiences whose clever characters, wordplay, and anachronisms delight throughout. I enjoyed how it explored loss, family, and the weight of living up to and/or subverting your parents' expectations. It was easy to envision ideas for creative staging and design elements-I'd love to see this fully realized onstage! It'd be a great, unconventional TYA addition to any theater's season.

  • Nora Louise Syran: Anna and the Wig Monster

    So funny, quirky and full of delightful anachronistic wordplay. You both had me at the sibling rivalry with brother Lewis Carol and dreams of being an accountant. It all works. How it all fits together is the fun part. An entertaining original, goofy and educational play for all ages -- even people 38 and older!

    So funny, quirky and full of delightful anachronistic wordplay. You both had me at the sibling rivalry with brother Lewis Carol and dreams of being an accountant. It all works. How it all fits together is the fun part. An entertaining original, goofy and educational play for all ages -- even people 38 and older!

  • Aly Kantor: Anna and the Wig Monster

    Read the title and guess what this play is about. Now read the summary and guess what this play is about. Heck, read the PLAY and guess what this play is about! YOU CAN'T, and that's what makes it such a delightful adVENGure! While it's totally consistent and cohesive, every line feels so charmingly irreverent you can't help but cackle! It is also educational! Young audiences will learn the definition of bureaucracy and also the singular form of "lice!" Mostly, though, they will laugh and laugh!

    Read the title and guess what this play is about. Now read the summary and guess what this play is about. Heck, read the PLAY and guess what this play is about! YOU CAN'T, and that's what makes it such a delightful adVENGure! While it's totally consistent and cohesive, every line feels so charmingly irreverent you can't help but cackle! It is also educational! Young audiences will learn the definition of bureaucracy and also the singular form of "lice!" Mostly, though, they will laugh and laugh!

View all 4 recommendations

Character Information

  • Anna
    our heroine; likes numbers
    Character Age
    16
    Character Race/Ethnic Identity
    Any
    Character Gender Identity
    Female
  • Dad
    Anna's dad; loves wigs and stories
    Character Age
    38
    Character Race/Ethnic Identity
    Any
    Character Gender Identity
    Male
  • Wig Monster
    looks fabulous in wigs [suggested casting: trans and/or non-binary performer]
    Character Age
    Ageless
    Character Race/Ethnic Identity
    Any
    Character Gender Identity
    Any
  • Ogre
    an ogre
    Character Age
    Ageless
    Character Race/Ethnic Identity
    Any
    Character Gender Identity
    Any
  • Harold
    an accountant
    Character Age
    60+
    Character Race/Ethnic Identity
    Any
    Character Gender Identity
    Male

Development History

  • Type Reading, Organization Essential Invisible, Year 2026
  • Type Reading, Organization Hell in a Handbag Productions, Year 2025

Awards