Grant was married five times, and was dogged by rumors that he was bisexual. He wed Virginia Cherrill on February 10, 1934. She divorced him on March 26, 1935, following charges that Grant had hit her. He married Barbara Hutton and became a father figure to her son, Lance Reventlow. The couple were derisively nicknamed "Cash and Cary," although in an extensive prenuptial agreement Grant refused any financial settlement in the event of a divorce. After divorcing in 1945, they remained lifelong friends. Grant always bristled at the accusation that he married for money: "I may not have married for very sound reasons, but money was never one of them."
Grant married Betsy Drake on December 25, 1949. He appeared with her in two films. This would prove to be his longest marriage, ending on August 14, 1962. Drake introduced Grant to LSD, and in the early 60s he related how treatment with the hallucinogenic drug—legal at the time—at a prestigious California clinic had finally brought him inner peace after yoga, hypnotism, and mysticism had proved ineffective.[12][13][14]
He eloped with Dyan Cannon on July 22, 1965 in Las Vegas. Their daughter, Jennifer Grant, was born prematurely on February 26, 1966. He frequently called her his "best production", and regretted that he had not had children sooner. The marriage was troubled from the beginning and Cannon left him in December 1966, claiming that Grant flew into frequent rages and spanked her when she "disobeyed" him. The divorce, finalized in 1968, was bitter and public, and custody fights over their daughter went on for nearly ten years.
On 11 April 1981 Grant married long-time companion, British hotel PR agent Barbara Harris, who was 47 years his junior.
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