A boy from Queens, New York City, entered an essay competition to win a trip to Washington, D.C.
Homer briefly stopped at New York City during his youth because it was in the way between a Harrisburg Coat outlet and him (he wanted to get to it so he could buy an "irregular coat"). While there, he paid a photographer take a picture of him, only for the photographer to run off with the film. Homer then reported the incident to a policeman, only for the policeman to run off with Homer's briefcase. While waiting, Homer was eating a hot-dog while watching an electronic bulletin (which stated that crime in New York City was about eight million percent higher during that time). Just then, a street thug stole Homer's wallet from his back pocket, and when Homer attempted to stop the thug, a pidgeon stole his hot-dog at the same time, which eventually cumulated to Woody Allen dumping trash onto him from his apartment. Eventually, having felt irritated at the bad day he's having, he inadvertently made his day worse when he threw one of the trash, a banana peel away, and accidentally threw it in a pimp's face, causing the enraged pimp to chase Homer, causing Homer to run for his life (Homer thought that he was being chased because he "looked at him the wrong way"), and tried to escape by climbing up an fire escape ladder, but it detached and was plummeting down an open sewer pipe, where C.H.U.D.'s came after him. Because of the horrible experience, Homer vowed to never return to New York City.
A some time later, Homer had to return to New York City after his car was illegally parked there by Barney.