Ichabod was the only schoolmaster in Sleepy Hollow. He wasn´t the prettiest of all, but aside of intelligence, he had a big passion about legends and mystery tales.
Ichabod met Katrina Van Tessel, daughter of one of the most successful farmers in the area. He instantly imagined marrying her so he will be so rich, that nothing could ever miss him again off her side.
Ichabod delightfully danced with Katrina at her house party. He ate and enjoyed more than anyone else, until Brom Bones arrived.
Brom also wanted to marry Katrina, and to let him go off her, he started to tell stories and prank to frustrate and humiliate Ichabod.
When the party ended, Ichabod went back home into a dark path to think a while. Suddenly, after listening Brom stories, he sees the Headless Horseman and freaked out.
The next day, Ichabod dissapeared. Some said it was a prank to get Brom actually marry Katrina, some say he went out of town that night but the old people from town said The Headless Horseman was never seen again either.