Caroline Flack: A complete guide to the Love Island host’s love life

Prince Harry, Caroline Flack and Andrew Brady

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Following the sad news of Caroline Flack's passing we have updated this article, which was originally published in 2019, to include contact information for Samaritans. If you want to talk to someone about your mental health you can call Samaritans on 116 123 or email

She's the host of matchmaking TV show Love Island, but the lovely Caroline Flack hasn't managed to find her own Mr Right despite her best efforts

The 39-year-old has dated some of the most famous celebs in the world, from Prince Harry to THAT romance with One Direction star Harry Styles, to her recent engagement to Celebrity Big Brother's Andrew Brady - sadly none have worked out.

Of course, we've always held a candle for Caz and her co-host of the Xtra factor Olly Murs, who she first met way back in 2011.

"We have the innate understanding of one another – we don’t fancy each other and yet we don’t not fancy each other," she said in 2015.

“We’re not girlfriend and boyfriend, yet we’re not totally platonic either" – cryptic or what?

CHECK OUT Caroline Flack's complete dating history


Caroline Flack ex boyfriends

Caroline Flack's ex boyfriends1 of 10

Prince Harry

Er, what??Caz and His Royal Highness Prince Harry were first linked in 2009 when they were introduced by a mutual friend. Writing in her autobiography, Storm in a C Cup, she wrote, "To meet a prince is so unlikely, it would be weird not to acknowledge it. However, once the story got out, that was it. We had to stop seeing each other. I was no longer Caroline Flack, TV presenter, I was Caroline Flack, Prince Harry's bit of rough."

Caroline Flack's ex boyfriends2 of 10

Olly Murs

Rumours started swirling about Caroline and her Xtra Factor co-host Olly Murs as soon as they started working together, with viewers quickly picking up on their undeniable chemistry. Speaking to heat magazine a few years later, she admitted that it was "a little bit flirty" in the beginning."I used to watch you on I'm A Celebrity… Get Me Out of Here Now!, and thought you seemed like a top person," added Oli. ""Someone really lovely, who I could go out for a drink and have a laugh with.It's almost like when you think of girlfriends – you're the perfect girlfriend."

Caroline Flack's ex boyfriends3 of 10

Harry Styles

Who could forget this shock romance?Harry and Caz first hooked up a year after he came second on X Factor with band One Direction, but because of the age gap, they wanted to keep their relationship a secret.Caroline wrote, "I already knew that he had a crush on me, he's made it pretty obvious as he's said it in magazines and said it to friends. I've never felt I was much older than Harry. I still feel 18 and I probably act that way half the time. Although it was just a bit of fun we decided it was best to keep it to ourselves as we were both working for Simon Cowell."It began to go wrong when he was pictured coming out of my house one morning," she continued. "And that was that. In the street people started shouting 'paedophile' at me in the street and 'pervert'."

Caroline Flack's ex boyfriends4 of 10

James Arthur

Back of the queue, James – just like basically every other X Factor contestant ever, James admitted he had a HUGE crush on Flacky when he was competing on the show in 2012. "I think Caroline Flack is beautiful. Maybe we'll see in the future. Things like this have to develop," he said at the time.unfortunately Caz wasn't on board and her rep confirmed her and James were "definitely not a thing". Oops.

Caroline Flack's ex boyfriends5 of 10

Jack Street

Caroline moved in with Sam Smith's music manager Jack Street after a respectable eight months of dating in 2014.Sadly their relationship was dogged with cheating rumours,and things turned pretty nasty pretty publicly over social media when Jack tweeted encouraging his followers to vote for Caroline on Strictly Come Dancing, and she retaliated, "@jackb_street easing your guilt??? Fill yourself with GLEE Jack" – a reference to reports he had been pursuing Glee actress Dianna Agron during their relationship.

Caroline Flack's ex boyfriends6 of 10

Niall Horan

Four years after her controversial romance with Harry Styles, Caroline set tongues wagging when she was spotted flirting up a storm with fellow On Directioner Niall Horan.Apparently she was overheard saying "I'm old enough to be your mother!" and was "hugging him tightly and kissing him on the cheek".

Andrew Brady7 of 10
CREDIT: Channel 5

Andrew Brady

It was a whirlwind romance even by celebrity standards. After meeting Apprentice/Celebrity Big Brother star in January 2018, the couple were engaged just three months later but called off their relationship in July.They were on and off for a while after that, but ultimately it wasn't to last.

Caroline Flack's ex boyfriends8 of 10

AJ Pritchard

Caroline was spotted getting very close to Strictly professional dancer AJ Pritchard at the National Television Awards in 2019. She was photographed by a fan cosying up to AJ, 24, at the bar, giggling over Champagne before finding a quiet corner sofa to get better acquainted with the dancer.

Caroline Flack's ex boyfriends9 of 10

Danny Cipriani

In April 2018, the Flackster was linked to Rugby bad boy Danny Cipriani, who counts Katie Price and Kelly Brooke as exes.The couple were spotted on a romantic mini break at Somerset hotspot Babington House, where a source said, "Danny couldn't keep his hands off her."He's obviously very into her, and to be fair they make a great- looking couple. They did start tongues wagging quite quickly."Of course he does have a reputation as a lothario, but Caroline is clearly a confident woman who seems to be able to handle herself."

Caroline Flack's ex boyfriends10 of 10

Bradley Simmonds

There was some extra Love dramz on this year's Love Island as Caz was linked to Molly-Mae's ex, PT Bradley Simmonds. But she insisted she didn't want to complicate their friendship with romance, telling Cosmopolitan, "I wouldn't want to ruin it because he's the best thing. He's the only constant in my life right now."

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Never fear though, because big boss man Simon Cowell laid it all out for us that very same year.

"Olly and Caroline have great chemistry. I think he fancies her, or maybe the other way around actually.”

Well, that clears that up.

Most recently she's been linked to Rugby playing bad boy Danny Cipriani, who counts Katie Price, Kelly Brooks and Lindsay Lohan as exes.

“Danny couldn’t keep his hands off her,” a source told The Sun.

"He’s obviously very into her, and to be fair they make a great- looking couple. They did start tongues wagging quite quickly.

“Of course he does have a reputation as a lothario, but Caroline is clearly a confident woman who seems to be able to handle herself.

“If anything it looked as though she was calling the shots and he was a bit infatuated.

"But they were around for a few days so things are obviously going pretty well."

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