Caroline Flack: Search For The Truth documentary - Did Caroline date Harry Styles?
The late star's romance with One Direction's Harry resurfaces in the Disney+ documentaryCaroline Flack is at the centre of a new Disney+ documentary which investigates the weeks leading up to her tragic death.
Caroline Flack: Search For The Truth also looks back at the star’s rise to fame, including her romance with One Direction star Harry Styles.
The late Love Island host’s mother, Christine, leads the documentary. It also features interviews with those who knew Caroline best, including showbiz journalist, Paul Martin.
Paul became good friends with Caroline throughout her career after being introduced to her by Louis Walsh. He was also there when Caroline began to date Harry Styles, recalling it for the cameras.
Did Caroline Flack date Harry Styles?
Caroline and Harry did in fact date. They met on The X Factor in 2011. Harry was on the brink of worldwide domination with One Direction, while she was co-hosting its spin-off show, The Xtra Factor.
Prior to this, Caroline had been romantically linked with Prince Harry. They were also said to have dated very briefly in 2009.
Disney+ viewers are shown where it all began with Mr Styles. There is a clip of an interview between Caroline, her Xtra Factor co-host, Olly Murs, and One Direction.
Olly asks Harry: “Which girl do you fancy the most?” The rising pop star didn’t skip a beat as he replied: “Caroline.” The audience cheered as Caroline giggled.
‘We were waiting for the first kiss’
Showbiz reporter Paul tells Disney+ in the documentary: “Her love life as a journalist was just intoxicating. This is the girl who stared out with Prince Harry. A story like that is the ultimate prize for any journalist.
“Then to go to the prince of pop, Harry Styles, when he started becoming really huge. Every week us journos were waiting for that first kiss and watch their love life play out in front of all of us. There as an element of hot mess by Caroline.”
Harry was said to have pursued Caroline for several months before they finally went on a date. It was claimed he had even asked an Xtra Factor producer to help him out.
In October 2011, Harry – then 17 – got his wish. The pair were both invited to a party at London’s W hotel. Afterwards, Harry cryptically tweeted: “Sometimes things happen and you suddenly get a whole new outlook on life.”
Caroline, 31, reportedly met Harry’s mum Anne in the weeks that followed. Her twin sister Jody was also seen dropping him off at a train station in London.
Why did Harry Styles and Caroline Flack split?
Harry and Caroline’s relationship only lasted for a few short months and they were constantly faced with criticism over their age difference. By December 2011, Caroline was said to have put the breaks on things. Reports at the time claimed Harry was “devastated”.
The couple reunited the following summer, but it wasn’t to be. Harry had admitted he and Caroline were “happy together”, although after three months, their romance was over for good.
One Direction were due to embark on a huge tour of America. Harry would be gone for two months and they both decided they could not make it work.
At the time, a source said Harry was “being realistic”, adding: “Caroline confided in pals about the split, confirming it’s over. She is upset, but they are still on good terms.”
Harry then tweeted: “Please know I didn’t ‘dump’ Caroline. This was a mutual decision. She is one of the kindest, sweetest people I know. Please respect that.”
What did Harry say when Caroline died?
Caroline tragically died on February 15, 2020, age 40. She took her own life. Although Harry chose to remain publicly silent, he did express his sorrow visually.
Just days later, Harry arrived at the BRIT Awards with a black ribbon pinned to his jacket lapel. Later, he took to the stage at London’s O2 with another message.
Harry wore another badge on his outfit that read: “Treat People With Kindness.” By this point and in the wake of her death, a quote from Caroline’s Instagram account had already gone viral. It read: “In a world where you can be anything… Be kind.”
Where to watch Caroline Flack: Search For The Truth
Caroline Flack: Search For The Truth is available to stream on Disney+ from today (Monday November 10, 2025). There are two episodes in the documentary mini-series.
Both episodes are just under an hour long and Caroline’s mum Christine takes the lead. Viewers also hear from Caroline’s best friend Mollie, her agent Louise Booth, solicitor Paul Morris and former Chief Crown Prosecutor, Nazir Afza.
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