- For the condition of being toothless, see Edentulism. For the fictional dragon named Toothless, see How to Train Your Dragon.
|Written by||Mark S. Kaufman|
|Directed by||Melanie Mayron|
|Theme music composer||David Michael Frank|
|Country of origin||United States|
|Executive producer(s)||David Hoberman|
|Producer(s)||Joan Van Horn
Mike Karz (co-producer)
Terry Austin (co-producer, uncredited)
|Cinematography||Sandi Sissel (director of photography)|
|Editor(s)||Henk van Eeghen|
|Running time||92 minutes|
|Production company(s)||Disney Telefilms
|Original release||Sunday, October 5, 1997|
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Katherine Lewis, a dentist, is killed after being struck by a car. She awakens to find herself in Limbo, a place between Heaven and Hell. In Limbo Katherine is told that she must perform community service as a mythological being before going to Heaven. Katherine signs a contract to be the Tooth Fairy and is trained by a worker named Raul on how to perform her service.
On her first night on the job, Katherine visits a lonely 12-year-old boy named Bobby Jameson and is accidentally discovered by him. As it turns out, children who have baby teeth can see her, while those who have lost all of theirs cannot, as the loss of baby teeth represents the loss of innocence required to see magical beings and creatures. The next day at school, a bully named Jeff punches Bobby and knocks out another one of his teeth. Katherine comes to visit him again that night and discovers that his mother had died of cancer and his father is always busy at work. Katherine decides to help Bobby and his friends at his school with their problems, which lands her in trouble with the higher-ups in Limbo, as revealing herself to living humans is a grievous infraction. However, she has an all-time high approval rating as Tooth Fairy and is let off with a warning. Katherine feels that the children's needs are greater than hers and asks for Raul's help in making her visible to the parents and the school principal so she can prove that she is real and Bobby is not insane. Raul is touched that Katherine is willing to sacrifice her chance to go to Heaven to help Bobby and his friends and agrees to help her.
Katherine succeeds in becoming visible to the adults by "letting her guard down" and showing Bobby that she cares for him. She proceeds to tell off the parents and principal, but is sent back to Limbo once again for revealing herself to humans. Once there, Rogers, the supervisor of Limbo, sends Katherine to the Hellavator to be sent to Hell. After saying goodbye to Raul she begins her descent but suddenly finds herself alive and back on Earth. She learns from Raul that not only was she dreaming, but she has been given a second chance at life, as well. She later notices Rogers as a traffic cop who mouths to her that she is watching her. This suggests that Katherine wasn't dreaming after all.
Katherine returns to her job as a dentist with a newfound love of life. She finds Bobby Jameson, a new patient, waiting for his appointment with her. She explains what happened and goes on to live her life to its fullest. After she removes his last baby tooth, though, all of his memories of her as the Tooth Fairy are lost, and she is saddened that he no longer remembers her. However, his father, Thomas, recognizes her from when she turned visible. Katherine asks Thomas and Bobby to go to a baseball game with her, and they accept, which implies the blooming of a romance between Thomas and Katherine which could result in her becoming Bobby's stepmother.
In Limbo, people who did not use their time on Earth wisely perform community service to gain access into Heaven when their judgement day comes. Besides the Tooth Fairy, other community-service roles include Boogeyman, Cinderella, Cupid, Easter Bunny, Santa Claus, and Sleeping Beauty. Snow White
- Kirstie Alley – Dr. Katherine Lewis
- Jamie Renée Smith - Young Katherine
- Dale Midkiff – Thomas Jameson
- Ross Malinger – Robert "Bobby" Jameson
- Daryl Mitchell – Raul
- Kathryn Zaremba – Carrie
- Marcus Toji – Trevor
- Melanie Mayron – Mindy
- Lynn Redgrave – Rogers
- Kimberly Scott – Gwen
- John P. Connolly – Dr. Green
- Catlin Adams – Carrie's Mom
- Patrick Kerr – Mr. Wood
- Jake Richardson – Jeffery "Jeff"
- Zack Duhame – Kent
- Arjay Smith – Phillip "Phil"
- Eileen Brennan - Joe #1
- Joel Swetow – Joe #2
- Kaley Cuoco – Lori
- Augie Amarino – Man in Hellavator
- Stephen Spacek – Bike Messenger
- Thomas Crawford – Cupid
- Candy Trabuco – Photographer
- Gregory Hinton – Tiny
- Lindze Letherman – Molly
- Helen Slater – Mrs. Lewis
- Lewis Smith – Young Hot Guy
- Yeardley Smith – Gatekeeper
- Joel Brooks – Principal Norris
- Keaton Savage – Little Boy (uncredited)
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- "Alley's 'Toothless' tops Disney's Alphabet slate". Variety. February 17, 1997. Retrieved December 30, 2015.