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In 1904, Clementine and Winston Churchill first met at a ball held by mutual acquaintances, the Earl and Countess of Crewe. It would be another four years before their paths crossed again, when they were seated next to each other at a dinner party held by a distant cousin of Clementine’s. They developed a rapport very quickly and continued seeing each other and corresponding over the next several months, and by August 1908, they were engaged. Only one month later, on September 12, 1908, the Churchills were married in St. Margaret's, Westminster. They took their honeymoon in Baveno, Venice, and Moravia, then returned home to settle down in London. Within a year, they welcomed their first child, their daughter Diana. In total, the couple had five children: Diana, Randolph, Sarah, Marigold, and Mary; all but Marigold survived to adulthood.

During World War I, Clementine Churchill organized canteens for munitions workers, working with the Young Men's Christian Association of the North East Metropolitan Area of London. This assistance to the war effort earned her an appointment as a Commander of the Order of the British Empire (CBE) in 1918. In the 1930s, Churchill spent some time traveling without her husband. She traveled on Baron Moyne’s yacht on an island cruise. There were rumors that she had an affair with a younger man, art dealer Terence Philip, but they were never confirmed; there were also rumors that Philip was gay. Her trip with the Moynes ended abruptly after an incident in which another guest insulted Winston and the Moynes failed to smooth things over. Winston Churchill became prime minister in 1940, as World War IIwas breaking out. During the war years, Clementine Churchill again took on roles in aid societies, now with a much higher profile as the wife of the prime minister. She was the chairman of the...

In 1965, Winston Churchilldied at the age of 90, leaving Clementine as a widow after 56 years of marriage. That year, she was created a life peer, with the title Baroness Spencer-Churchill, of Chartwell in the County of Kent. She remained independent from major party affiliations, but ultimately, her declining health (particularly hearing loss) prevented her from having much of a presence in Parliament. Her two oldest children both predeceased her: Diana in 1963, and Randolph in 1968. Churchill’s final years were marred by financial difficulties, and she had to sell some of her husband’s paintings. On December 12, 1977, Clementine Churchill died at age 92 after suffering a heart attack. She was buried alongside her husband and children at St. Martin's Church, Bladon in Oxfordshire.