Caroline Flack boyfriends: New boyfriend Bradley Simmonds to ex-fiance Andrew Brady

24 January 2019, 11:55 | Updated: 12 February 2019, 12:44

Caroline Flack and AJ Pritchard
Caroline Flack and AJ Pritchard were reportedly seen kissing at the NTAs. Picture: PA
Alice Dear

By Alice Dear

Caroline Flack, 39, has been spotted with her personal trainer Bradley Simmons, 24 – but who has the Love Island presenter previously dated?

Caroline Flack, host of Love Island, has been pictured with her new boyfriend Bradley Simmonds just months after her split from ex-fiance Andrew Brady.

The ITV2 presenter is reportedly now dating her personal trainer after the pair got close during their workout sessions.

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 and Bradley tried to keep things professional but they’ve fallen head over heels and they’re now dating,” the source said.

The news comes after Caroline made headlines at the 2019 NTAs when she was reportedly seen getting close to 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 Bradley Simmonds.

Pictures published by The Sun Online, saw the pair looking more loved up than ever with a source telling the wesbite: “Caroline and Bradley tried to keep things professional but they’ve fallen head over heels and they’re now dating.

"After spending so much time together, they just fell for each other, although it’s still early days.

"They make each other laugh, and he’s a really nice guy.

"All her mates approve. Everyone’s over the moon for Caroline – she’s the happiest she’s been in a long time!

2019: AJ Pritchard

Caroline and Strictly Come Dancing star AJ Pritchard were spotted getting very close at the 2019 National Television Awards.

The Mirror reported the pair were seen “snogging” on a sofa at the afterparty.

A source said the pair walked “hand-in-hand” as they sought a quiet corner at the awards show.

AJ Pritchard
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 moved in together after only a month.

Later in the year, the pair announced on Instagram they were engaged.

However, after a dramatic split and on-off period, the pair split for good.

Andrew Brady and Caroline Flack
Andrew Brady and Caroline Flack announced their engagement shortly after they started dating. Picture: Instagram

2014: Jack Street

Jack, Sam Smith’s music manager, and Caroline dated for sometime and even moved in together in 2014.

However, during Caroline’s time on Strictly Come Dancing, the pair split.

In 2015, they rekindled their romance before splitting again.

Jack Street and Caroline Flack
Jack Street and Caroline Flack moved in together in 2014. Picture: Getty

2011: Olly Murs

While a romance between Olly and Caroline has never been confirmed, speculation the pair were an item during their time co-hosting the X Factor was unmissable.

Olly Murs and Caroline Flack
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.

Prince Harry
Harry Styles and Caroline Flack dated when Harry was 17. Picture: PA

2009: Prince Harry

In 2009, Caroline and Prince Harry – now married to Meghan Markle – got close after being introduced by a mutual friend.

However, their romance was cut short when the press found out.

In her book Storm In A C Cup, 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 stop seeing each other. I was no longer Caroline Flack, TV presenter, I was Caroline Flack, Prince Harry's bit of rough."

Prince Harry
Prince Harry and Caroline Flack had a short romance in 2009. Picture: PA