Love Island new boy Danny Williams sends CHEEKY message to Caroline Flack 😉

Swipe through to see Caroline Flack's relationship history...

2009: Prince Harry

Caroline could have been an actual Princess! The popular presenter 'dated' the one and only Prince Harry way back in 2009 (pre Meghan Markle), when a mutual friend introduced them.


Obviously, things never materialised and Harry is now married to former Suits actress Meghan Markle.

2011: Harry Styles

The romance which caused a storm! When Caroline was 31 she briefly dated One Direction star Harry Styles, who was 17 at the time.


Due to the 14-year age gap, Caroline has previously opened up about the romance, admitting things turned 'sour' when they went public, due to the abuse she would receive from Harry's fans.


She told NME, "It began to go wrong when he was pictured coming out of my house one morning. And that was that. In the street people started shouting 'paedophile' at me in the street and 'pervert'.

2011: Olly Murs

Ahhh, the romance we still hope for to this day! When Caroline and Olly Murs landed the X Factor job together, the chemistry between the two was something else!


Despite rumours that they dated, and the pair constantly gushing about each other, they've always stated they were 'just good friends'. BOO!

2012: James Arthur

After James Arthur was crowned the winner of The X Factor, he was spotted 'cosying up' to Caroline during a night out in Manchester.


Despite this, both Caroline and James insisted they were 'just friends'.

2014: Jack Street

Cazza dated Sam Smith's manager Jack Street in 2014, and even moved in with him after eight months of dating.


However, things took a sour turn when Jack reportedly started messaging Glee star Dianna Agron - leading Caroline to reveal how it nearly 'ruined' the Strictly final for her.


Despite this, the presenter found it in her heart to forgive Jack, with the couple getting back together in 2015, and even attending Glastonbury together.


Things didn't last too long after this though.

2015: Niall Horan

Yes, we forgot about this one too! Roll back to 2015 and Cazza was being linked to Harry Styles' One Direction band mate Niall Horan!


Although the pair were never officially dating, they were spotted flirting at the Music Industry Trusts Awards.

2018: Andrew Brady

After his appearance on Celebrity Big Brother, Caroline started dating Andrew Brady, with the pair confirming their romance in February 2018.


Following a whirlwind romance, Andrew proposed to the Love Island host, with the couple announcing their happy news in this cute snap.


However, it all ended in heartbreak for poor Cazza a few months later, with Andrew admitting to meeting bosses of E4 show Celebs Go Dating.

2019: AJ Pritchard

The showbiz world was left in shock back in January 2019, when reports emerged that Caroline had enjoyed a cheeky little snog with Strictly Come Dancing professional AJ Pritchard.


The kiss took place backstage at the National Television Awards, with a source saying at the time, "AJ had his arm around Caroline at the bar, and they didn't care who saw."

2019: Bradley Simmons

After the backstage flirting with AJ didn't materialise, one month later, Caroline was spotted 'getting cosy' with her SUPER FIT personal trainer Bradley Simmons.


A source at the time said, "Caroline and Bradley tried to keep things professional but they've fallen head over heels and they're now dating."

2019: Danny Cipriani

Most recently, Caroline has been linked to England rugby hunk Danny Cipriani - who has dated the likes of Katie Price and Kelly Brook in the past.


The pair were photographed kissing as they enjoyed a romantic weekend away together at Babington House in Somerset.

2019: Lewis Burton

Caroline made her romance with former tennis player Lewis Burton official jut after Love Island 2019 finished. The pair were photographed kissing during a trip to Ibiza, and Lewis posted this cute snap of the pair to his Instagram Story.