From the article by Lyndsy Spence
... Randolph, too fell under her spell and they began an affair. ‘I hear you’re living with my wife,’ Castlerosse bellowed down the telephone not long after they were married. ‘Yes, I am,’ answered the younger Churchill, ‘which is more than you have the courtesy to do.’
It appears that there is some evidence that Winston was not just having Doris come over to sit while he painted her.
THE GUARDIAN : SECRET AFFAIR - WINSTON CHURCHILL and DORIS DELEVINGNE Good photos add to this article! A documentary in 2018 included the information that yes, Churchill had succumbed and had an affair with Doris.
EXCERPT : Churchill spent four holidays with Castlerosse ... in the south of France during the 1930's when he was out of office. During this time Churchill painted at least two portraits of his lover - he only ever painted one of his wife, Clementine 0 and they continued to meet at her home back in London. ... "My mother had many stories to tell about (the affair) when they stayed in my aunt's house in Berkeley Square," Doris's niece =, Caroline Delvingne, recalls in the Delevingne family's first televised interview about the affair. "When Winston was coming to visit her, the staff were all given the day off. ... But when war threatened and Churchill's career revived, he ended the relationship.
According to this article, Doris went to America, New York, where she was not able to continue her lifestyle. She was not that old, in 1942 when the War came, she was desperate to get back to England and is said to have used one of Churchill's paintings to remind him of their affair. He arranged a rare seat on a plane to get her there.
Love letters that Doris wrote to Winston surfaced in the 1950's and were shown to Clementine.
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