By middle age, America's first leader had lost all of his teeth due to infection and was sporting a pair of wooden dentures. But that was the least of his troubles: like many presidents after him, Washington accrued a variety of serious afflictions after taking office, including several abscesses and a life-threatening case of pneumonia.
William Henry Harrison
The 9th president of the United States lasted less than a month in office--the first to die on the job--succumbing to the whimsically named "bilious pleurisy" on April 4, 1841. His inflamed lungs, engorged liver and stumbling delirious mental state were thought to have originated with a simple jaunt in the rain. He was dead a week later.
Zachary Taylor
"Old Rough and Ready" wasn't a sickly individual, but the 12th president makes our list due to the mystery surrounding his death. Taylor dropped dead suddenly of acute gastroenteritis after snacking on iced milk and cherries during the Independence Day celebrations of 1850. Some historians, convinced Taylor was poisoned with arsenic by political rivals, urged the government to exhume his body in 1991 for testing. There was no evidence of foul play.
Abraham Lincoln
Assassination aside, Abraham Lincoln suffered from his fair share of weird ailments during his short tenure as president in the 1860s. Scientists are still debating the exact nature of his afflictions, but agree that the beloved leader was probably born with a genetic disorder affecting the nervous system, leaving his tissues unable to flex and move like they do in a healthy person. His famously tall and lank stature was a symptom of his disease.
Chester Arthur
He led for just one term in the late 19th century, but they were probably among the four most painful years any president has ever suffered. Arthur had Bright's Disease, a chronic inflammation of the kidneys that often leaves the individual gasping for breath, vomiting, feverish and swollen with retained fluids.
William H. Taft
Taft's four years in office were uncomfortable ones, not just because the 27th president was such an awkward politician. Weighing in at over 300 pounds, Taft was dogged by a laundry list of medical conditions about as thick as he was, including a severe case of hypersomnolence that caused him to nod off at all hours of the day--even during conversations with other world leaders.
Woodrow Wilson
The World War I president led the country relatively competently and in good health until he was hit by a stroke in the latter part of 1919. Virtually incapacitated, Wilson's state was kept hidden from the public and even many government representatives until the end of his term. Historians discovered later that his wife Edith took over many of his menial presidential duties.
Franklin D. Roosevelt
As the last president to lead free from the constant glare of TV scrutiny, FDR was able to hide the gravity of his health from the public until after his death in 1945. Stricken with polio, Roosevelt was barely able to stand on his own while leading the country's fight through World War II. It is believed he chose uncontroversial VP Harry Truman as his running mate in 1944, predicting that he would die before serving out the full term.
John F. Kennedy
Contrary to the image of youthful vigor he presented publicly, John F. Kennedy spent much of his short life in pain due to various illnesses. Chronic back troubles from a World War II injury and a case of Addison's Disease--a chronic insufficiency of the adrenal glands--left him fatigued and popping pills in private.
Ronald Reagan
The severity of Ronald Reagan's Alzheimer's Disease finally came to light in the few years before his death in 2004, but some historians speculate the 40th president suffered from dementia even while in office. As the oldest man to ever win the job, Reagan fought hard to dispel any rumors about his ill health, even after surviving an assassination attempt and colon cancer.