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In her book Storm In up, Caroline opened up on her brief relationship with the Prince. To meet a prince is so unlikely, it would be weird not to acknowledge it. However, once the story got out, that was it, she said. We had to.. Olly Murs and Caroline Flack hosted The X Factor together. Picture: PA 2011: Harry Styles Caroline famously dated One Direction member Harry Styles in 2011. Caroline was 31 at the time, and Harry was 17. Harry Styles and Caroline Flack dated when Harry was 17.. A source said the pair walked hand-in-hand as they sought a quiet corner at the awards show. AJ Pritchard and Caroline were said to be very close at the afterparty. Picture: PA 2018: Andrew Brady Caroline started dating Andrew Brady in 2018 and the pair.. Caroline, who has previously dated Andrew Brady, Prince Harry and Harry Styles, was spotted arm in arm with Bradley, 24, after uploading a string of their workouts on Caroline's Instagram. Read more: Caroline Flack calls off engagement to 'cehating' Andrew Brady after three months. Caroline..

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Andrew Brady and Caroline Flack announced their engagement shortly after they started dating. Picture: Instagram 2014: Jack Street. Jack, Sam Smiths music manager, and Caroline dated for sometime and even moved in together in 2014. However, during Carolines time on Strictly Come Dancing, the pair.

Strictly Come Dancing s AJ Pritchard. Caroline and AJ are yet to speak out on the romance speculation but who else has Caroline dated? Take a look: 2019: Bradley Simmonds: It was revealed in February 2019 that Caroline Flack had began dating her personal trainer.

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