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Ichabod Crane is the protagonist of the 1949 Disney short “The Legend of Sleepy Hollow” The second segment in the anthology film “The Adventures of Ichabod and Mr. Toad”. He is voiced by the late Bing Crosby.

In “The Adventures of Ichabod and Mr. Toad”, Ichabod Crane marches into the town of Tarrytown, New York, a lot of the townspeople, in particular, Brom Bones questioned about Ichabod, the new schoolmaster in Sleepy Hollow. Ichabod likes to eat by stealing food from women, he also carries a book near his face. Ichabod teaches at the schoolhouse in Sleepy Hollow and loves it when a pupil’s mother is a good cook, in fact he also teaches the women of Sleepy Hollow choir lessons every week.

Ichabod then meets Katrina Van Tassel, daughter of a wealthy father Baltus Van Tassel. At the schoolhouse, Ichabod imagines about his future of his life, wanting Katrina for her money. Ichabod acts romantically to Katrina (like kissing her hand or holding the door for her) and Brom gets jealous.

On Halloween night, Ichabod gets invited to a Halloween party at Baltus Van Tassel’s barn. He rides a borrowed horse named Gunpowder to get there, during the party, Ichabod and Katrina are dancing, while the unhappy Brom Bones wanted to dance with Katrina, a plump woman named Tilda wants to have a dance partner, Brom Bones doesn’t seem to like Tilda’s wild behavior. Ichabod is also known for his fine dancing and always puts his best foot forward. After the dance party, the audience claps at Ichabod and Katrina’s dance moves, multiple women run up and giggle to congratulate him.

Brom then gathers people round to tell a spooky story to Ichabod, Katrina and everyone listening, singing about about a traveling ghost who roams Sleepy Hollow every Halloween night called The Headless Horseman, Ichabod gets frightened as the story of The Headless Horseman goes on, including the fact that he needs a head and looks for one every Halloween night. At the end of the story, Ichabod eats a chili pepper so fast that flames came out of his mouth and smoke came out of his ears.

Ichabod rides Gunpowder home after the party ended. As they got deeper into the woods, they heard animals such crickets, toads, and crows say things such as “Ichabod! That’s right.” “Headless Horseman!” and “Beware!” Gunpowder’s legs get tired, Ichabod hears a galloping sound but it’s not Gunpowder, Ichabod bumps his head on a log with cattails moving, causing him to laugh. Ichabod and Gunpowder hear a spooky laugh coming from The Headless Horseman. He chases Ichabod and Gunpowder all around the forest, as Ichabod and Gunpowder approach the bridge, Ichabod hears the phrase from Brom “Once you cross that bridge my friends, the ghost is through, his power ends!” Ichabod and Gunpowder quickly spin across the bridge and the Headless Horseman throws a pumpkin at Ichabod and Gunpowder.

The next day, Ichabod’s hat was found, and close to it was the shattered pumpkin, there was no trace of the schoolmaster. Shortly after the attack, Brom Bones married Katrina Van Tassel. While rumors say that Ichabod is still alive, living in a distant country with a wealthy widow and seven children that look just like Ichabod, but the Dutch settlers didn’t believe the nonsense. They knew that Ichabod has been spirited away by the Headless Horseman.