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The longest hiccup attack lasted 68 years and it was held by Charles Osborne. He hiccuped continuously from 1922 to 1990.

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Charles Osborne, a man from Iowa, holds the rather uncomfortable world record for the longest bout of hiccups in history. His hiccup saga began in 1922 and persisted relentlessly until 1990, lasting a staggering 68 years. The onset of his hiccups is believed to have been triggered by a hog he was attempting to weigh, which fell on him and caused him to fall. As a result, he damaged a part of his brain known as the medulla oblongata, which is responsible for involuntary actions such as hiccupping.

During the decades of his condition, Osborne hiccupped around 20 to 40 times per minute at its peak, slowing to a more "manageable" 20 times per minute as years passed. This translated to an estimated 430 million hiccups over the course of his lifetime. Surprisingly, despite the incessant hiccupping, Osborne led a relatively normal life—he married twice and fathered eight children. He was even able to maintain a career, first as a farmer and later as a school custodian and a salesman.

Medical professionals at the time tried numerous treatments to cure Osborne's condition, including hypnosis and multiple forms of medication. Unfortunately, nothing proved effective. It was reported that one of the few times Osborne's hiccups stopped was briefly during a particularly intriguing episode of a TV show, suggesting that intense concentration might have temporarily alleviated his condition.

Osborne's case has been a topic of intrigue and study among medical professionals and remains a remarkable example of how the human body can exhibit extraordinarily rare and sometimes inexplicable behaviors. His story also highlights the resilience and adaptability of individuals living with chronic medical conditions. Osborne lived to the age of 97, passing away a year after his hiccops finally stopped. His life, marked by this peculiar medical phenomenon, serves as a testament to human endurance and the mysteries that continue to pervade medical science.