Shary Bobbins

Shary Bobbins (voiced by Maggie Roswell) is the Simpson family's magical nanny in the episode "Simpsoncalifragilisticexpiala(Annoyed Grunt)cious". She is a caricature of Mary Poppins from the book series and film of the same name.

Profile
After discovering that she is losing hair at an alarming rate, Marge decides to hire a nanny who can help relieve her of some chores. They start interviewing several candidates, but none of them are right for the job. Bart and Lisa sing a song about what they would consider the perfect nanny, and their wishes are answered when a woman with an umbrella glides down from the sky and introduces herself as Shary Bobbins. She seems perfect and is immediately hired. Shary Bobbins proves to be a big help for the Simpson family, helping the kids clean their rooms and even helping to make Mr. Burns happy. Marge recovers from her stress and her hair returns back to normal. The next day, Shary Bobbins declares her work finished and leaves the house. Just as she is starting to miss the Simpson family, she sees Homer throttling Bart; the family seems to have instantly reverted to its previous state of dysfunction. She realizes that her work is far from complete and decides to stay. The family now starts to treat her rudely and lose interest in her songs and zest for life. Declaring that the Simpsons would be the death of her, she becomes depressed and starts drinking (and singing "Margaritaville") with Barney. The family realizes that they have crushed her spirit and decide to cheer her up. Marge tells Shary that nothing can be done to change the Simpsons and they are happy just the way they are. The family sings a song; Shary declares that the Simpsons are a bunch of apes and takes off with her magical umbrella. As Shary glides away, Lisa asks whether they will see her again and Homer is positive that they will. Even as he says these words, in the background Shary is killed, by being sucked into a passing airplane's jet engine, unnoticed by the family.