By Molly Claire Goddard
11:37pm PDT, Sep 3, 2025
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Could
Kate Middleton be the person to bring
Prince William and
Prince Harry back together again? Insiders are shining a light on the close bond that once existed between the Princess of Wales and the Duke of Sussex — and where they currently stand with one another amid the brothers' estrangement
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Grant Harrold claims in
his new book,
The Royal Butler: My Remarkable Life of Royal Service, that Kate Middleton and
Prince Harry had their own friendship outside of their relationships with
Prince William. "[Will and Kate] involved [Harry]. He used to go out with Kate. William would be away and Kate and Harry would be off doing stuff together," he said, adding that Harry and Kate would "go shopping" and "go to pubs" together. Things have been tense between Harry and his family since he retired from his official royal duties in 2020, but Harry and Kate are reportedly still in contact. He and his wife,
Meghan Markle, reached out to her directly when their daughter,
Princess Lilibet, was born. A source close to the palace claimed the text from Harry to his sister-in-law demonstrated how she was "cementing her role as a bridge between him and his brother."
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Prince Harry was especially close with Kate Middleton and
Prince William while he was dating his ex-girlfriend
Chelsy Davy from 2004 to 2011. "I think when people say, 'Oh, he was left out,' he really wasn't. But also, he was with Chelsy. Chelsy was always around. And Chelsy and Kate got on really well," Grant Harrold said. When Will and Kate tied the knot in 2011, Harry made an emotional speech about how he wanted to model his own future marriage on their relationship. "It was affectionate, warm and funny and touched William deeply. When he said the couple's decade-long romance was his inspiration, there was a shy smile from Chelsy, while Kate shed a tear," biographer
Katie Nicholl shared in her 2017 book
Harry: Life, Loss and Love.
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Unfortunately, Kate Middleton and Meghan Markle did not hit it off. According to
Prince Harry, the two women got into a tense exchange via text ahead of his 2018 wedding to the
Suits actress. In the father of two's book,
Spare, he recalled Kate and Meghan getting into an argument over the way
Princess Charlotte's bridesmaid dress fit four days before the wedding. He recalled "Kate texting Meghan that 'Charlotte's dress is too big, too long, too baggy'" and "she cried when she tried it on at home." According to Harry, Meghan replied, "Right, and I told you the tailor has been standing by since 8 a.m. here at Kensington Palace. Can you take Charlotte to have it altered, as the other mums are doing?"