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Before her Royal romance with Prince William, Kate Middleton’s past reveals that several suitors were wooed for romantic dates with the Princess of Wales. As per reports, Middleton dated four different men before settling with the Prince and becoming a parent of three.

Prince William and Kate Middleton

Middleton has been in the headlines as several reports, rumors, and theories have surrounded the Princess following her unknown ailment. But her life before her Royal crowning as Princess and the royal wedding with Prince William on 05 June 2025 at Westminster Abbey in London, her past reportedly reveals a history of her dating a few different men. Here’s a list of Middleton’s previous romances.

Harry Blakelock

Kate Middleton reportedly had a heartbreak after hockey captain Harry Blakelock broke up with her. PerDaily Mail, it was her first schoolgirl love. Blakelock called the relationship off before his gap year to travel around the world. The duo met in Wiltshire boarding high school, Marlborough College, and their romance sparked during a three-month trip to Florence.“When Kate arrived in Florence, she was really hung up about Harry,”a friend of Middleton previously toldThe Mail.“She spoke about him all the time, and he seemed to have messed her around quite a bit,”she added.

“The rumors are completely false”: Rose Hanbury Sets the Record Straight About Alleged Affair With Prince William Amid Concern About Kate Middleton’s Whereabouts

Middleton, who was shy around men at the time, was still rooting to get back to her ex, but there was no patch-up.

Willem Marx

In 2000, Middleton reportedly dated now-CBS News correspondent Willem Marx for a brief period of time. While details of their relationship were not in the media, Marx described their relationship as her“first love,”perMirror.

Now, Marx is a renowned journalist in London and works as a special correspondent for the PBS NewsHour. He is married to Italian TV presenter Johanna Botta.

Harry Blakelock

Rupert Finch

Before her royal romance with the Prince of Wales, Middleton was in love with the University of St. Andrews classmate Rupert Finch. They met during her first year at the university. Per reports (viaPeople), the duo dated less than a year before their split. Finch is a lawyer by profession and married to English aristocrat Lady Natasha Rufus Isaacs and shares three children.

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He was invited toPrince and Middleton’s royal wedding. The brief relationship of the duo was depicted in the sixth and final season ofThe Crown,where Oli Green played the role of Finch alongside Meg Bellamy’s portrayal of Middleton.

Henry Ropner

In 2007, Middleton and the Pince briefly broke up. The Princess, perMarie Claire, left the country for Dublin with her mum and a group of friends to overcome the heartbreak. Amid the brief breakup, Middleton had a brief romance with Henry Ropner, who was the Prince’s Eton school friend. Reportedly, their brief romance had made the Prince particularly jealous. Eventually, the royal couple got back together, and the rest is history.

Lachit Roy

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Lachit Roy is a seasoned writer specializing in science and entertainment news. Armed with a postgraduate degree in Mass Communication and Journalism from Tezpur University, he brings a wealth of knowledge and skill to his craft.Lachit is particularly passionate about crafting engaging content on entertainment news and trends. A dedicated movie enthusiast, he possesses an in-depth understanding of the cinematic world and takes joy in disseminating the latest updates to the global fandom. When not immersed in writing, Lachit can be found indulging in his love for movies and series, occasionally tending to his garden, but predominantly expanding his expertise in the realms of his interests.

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Kate MiddletonPrince William

“The rumors are completely false”: Rose Hanbury Sets the Record Straight About Alleged Affair With Prince William Amid Concern About Kate Middleton’s Whereabouts

Willem Marx

Oli Green and Meg Bellamy as Rupert Finch and Kate Middleton in The Crown