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Romantic relationships

Prior to his marriage, Cooper had a series of romantic relationships with leading actresses, beginning in 1927 with Clara Bow, who advanced his career by helping him get one of his first leading roles in Children of Divorce. Bow was also responsible for getting Cooper a role in Wings, which generated an enormous amount of fan mail for the young actor. In 1928, he had a relationship with another experienced actress, Evelyn Brent, whom he met while filming Beau Sabreur. In 1929, while filming The Wolf Song, Cooper began an intense affair with Lupe Vélez, which was the most important romance of his early life. During their two years together, Cooper also had brief affairs with Marlene Dietrich while filming Morocco in 1930 and with Carole Lombard while making I Take This Woman in 1931. During his year abroad in 1931–32, Cooper had an affair with the married Countess Dorothy di Frasso, the former Dorothy Cadwell Taylor, while staying at her Villa Madama near Rome.

After he was married in December 1933, Cooper remained faithful to his wife until the summer of 1942, when he began an affair with Ingrid Bergman during the production of For Whom the Bell Tolls. Their relationship lasted through the completion of filming Saratoga Trunk in June 1943. In 1948, after finishing work on The Fountainhead, Cooper began an affair with Patricia Neal, his co-star. At first, they kept their affair discreet, but eventually it became an open secret in Hollywood, and Cooper's wife confronted him with the rumors, which he admitted were true. He also confessed that he was in love with Neal, and continued to see her. Cooper and his wife were legally separated in May 1951, but he did not seek a divorce. Neal later claimed that Cooper hit her after she went on a date with Kirk Douglas, and that he arranged for her to have an abortion when she became pregnant with Cooper's child. Neal ended their relationship in late December 1951. During his three-year separation from his wife, Cooper was rumored to have had affairs with Grace Kelly, Lorraine Chanel, and Gisèle Pascal.

Cooper biographers have explored his friendship in the late '20s with the actor Anderson Lawler, with whom Cooper shared a house on and off for a year, while at the same time seeing Clara Bow, Evelyn Brent, and Lupe Vélez. Lupe Vélez once told Hedda Hopper of Lawler's affair with Cooper; whenever he would come home after seeing Lawler, she would sniff for Lawler's cologne. Vélez' biographer Michelle Vogel has reported that Vélez consented to Cooper's sexual behavior with Lawler, but only as long as she, too, could participate. In later life, he became involved with costume designer Irene, and was, according to her, "the only man she ever loved". A year after his death in 1961, Irene committed suicide by jumping from the 11th floor of the Knickerbocker Hotel, after telling Doris Day of her grief over Cooper's death.