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The bandleader of The Spotted Cat, a jazz bar Lisa and Homer go in, calls Lisa by name, actually being "Bleeding Gums" Murphy's nephew, the deceased jazzman (whose name was apparently Oscar) telling him that Lisa was the most promising musician he knew (much to his nephew's chagrin). He finally convinces Lisa to play his sax in spite of her ...
The episode opens with the Simpsons in their Halloween costumes with Homer dressed as Bender, Maggie as Charlie Chaplin, Lisa as a recycle-bin and Bart as a pterodactyl visiting a Christmas tree lot early on Halloween, only to be locked in and ambushed by Sideshow Bob, the leprechaun from Treehouse of Horror XII, the ghost of Frank Grimes, and Kang.
Because it is the first Halloween episode to take place in the canonical Simpsons world, the producers wanted to include as many Halloween themes as possible. Writer Carolyn Omine based Lisa's fear on her own childhood experiences and those of her son and niece. She also incorporated her parental behavior into Homer's ability to protect Lisa.
The podcast Put it in H - A Die Hard Simpsons Podcast praised the episode for its "high number of laughs per minute while still being full of heart". [ 15 ] However, Colin Jacobson of DVD Movie Guide called the episode "dull", stating that "some of the moments connected to Bart's illness are funny", but that he "really hate[s] that 'Jazzman ...
Upfoot segregates the school across gender lines. Lisa initially looks forward to the all-girls school, but discovers Upfoot's math lessons are New Age. Lisa infiltrates the boys' school, where actual math is being taught. Lisa disguises herself as a boy named Jake Boyman and attends the boys' school, where she gets nicknamed "Toilet".
After they are teased by Dolph, Jimbo, and Kearney, they get new, more modern costumes from a Halloween store. They then go to an adult Halloween party thrown by Homer and Marge and hook up with the single women there, but are soon confronted by their wives, who are angry that their husbands lied about going out to kill children tonight.
Marge forgets to help Lisa make a costume for Springfield Elementary School's geography pageant. Homer makes a costume of Florida for Lisa, but it is misshapen and shabby, displaying the state's name as "Floreda". Lisa begins crying, which motivates Homer to cure Marge of her gambling addiction.
In a parody of Twilight, Lisa falls in love with a mysterious new student named Edmund. After saving Lisa from a bus, two cars, a bicycle and a Segway PT, Edmund reveals he is a vampire. Lisa is not frightened by this and the two begin a romance, much to the dismay of Milhouse, who turns into a were-poodle.
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