Former Bachelorette Sophie Monk’s relationship past

She was supposed to have found her forever love on The Bachelorette.

But Sophie Monk today proved that some fairy tales simply aren’t supposed to last, revealing that she had split with the show’s winner Stu Laundy after just three months together.

However, it’s not the first time Sophie has had to endure heartbreak in the public domain.

Serial dater! Bachelorette Sophie Monk’s relationship past revealed: Two engagements, countless flings, threesome requests and cheeky celebrity ‘bangs’

Having dated a slew of high-profile men since rising to fame on Channel Seven’s Popstars in 1999, Sophie Monk’s love-life has always been under public scrutiny. 

Sophie has been linked to actors, producers, millionaires, singers and sportsmen over the past two decades, and has weathered a whopping four failed engagements.  

And as the nation is left wondering why Australia’s most desirable Bachelorette is so unlucky in love, Daily Mail Australia takes a look back at the relationships that crashed and burned. 

Actor Jason Statham: 2005-2006 

'Banged': The former Bardot singer confirmed to Kyle And Jackie 'O' on Monday that she had 'banged' English actor Jason Statham

‘Banged’: The former Bardot singer confirmed to Kyle And Jackie ‘O’ on Monday that she had ‘banged’ English actor Jason Statham

English actor and former model Jason Statham was rumoured to have met Sophie after ending his seven-year relationship with English model and actress Kelly Brook in 2004.

Jason and Sophie were said to have casually dated for the year that followed. The pair both had roles in the 2005 film London. 

Singer Benji Madden: 2006-2008 [Engaged]

Engaged! Good Charlotte's Benji Madden proposed to Sophie in Australia on Christmas Eve in 2007 , but their relationship frizzled out a year later

Engaged! Good Charlotte’s Benji Madden proposed to Sophie in Australia on Christmas Eve in 2007 , but their relationship frizzled out a year later

After dating for one year, Good Charlotte’s Benji Madden proposed to Sophie in Australia on Christmas Eve in 2007.

People Magazine reported Benji gave her a Neil Lane platinum diamond ring at the time.

The relationship soured in 2008, with the singer going on to marry Charlie’s Angels star Cameron Diaz in 2015.

At the time, Sophie said ‘I want him to be happy, so if he’s found someone that makes him happy that’s awesome,’ during an interview with Sydney Confidential.

American Entrepreneur and Film Producer Joe Francis: 2008 [Rumoured Fling]

Never happened? Sophie denies rumours of being linked to 'Girls Gone Wild' founder Joe Francis in 2008

Never happened? Sophie denies rumours of being linked to ‘Girls Gone Wild’ founder Joe Francis in 2008

Sophie was linked to the ‘Girls Gone Wild’ founder in 2008 after being spotted together on numerous occasions. 

In the past Sophie has emphatically denied these rumours.

Rap Mogul Russell Simmons: 2010 [Rumoured Fling]

Rumoured fling: The American rap mogul Russell Simmons sparked rumours of a relationship with the radio star after they were spotted cosying up together at Maxim Hot 100 Party in Los Angeles in 2010

Rumoured fling: The American rap mogul Russell Simmons sparked rumours of a relationship with the radio star after they were spotted cosying up together at Maxim Hot 100 Party in Los Angeles in 2010

They sparked rumours of a relationship when they were spotted cosying up together at Maxim Hot 100 Party in Los Angeles in 2010. 

Russell Simmons, the American rap mogul, Tweeted at the time: ‘Leaving Maxim 100 party took my client Sophie monk lots of fun .. Producing her show will be real pleasure.’

Sophie added fuel to the fire when she filmed a video of her preparing to attend the event for Radar Online, in which Simmons arrived to collect her and grabbed her bum as he helped her into the waiting car, as reported by PopSugar Australia.

Plastic Surgeon John Diaz: 2010 [Dated]

Cheating partner! In 2010, Sophie confirmed she had split from plastic surgeon John Diaz after finding him in bed with another woman

Cheating partner! In 2010, Sophie confirmed she had split from plastic surgeon John Diaz after finding him in bed with another woman

In 2010, Sophie confirmed she had split from plastic surgeon John Diaz to Kyle and Jackie O on their 2DAYFM show.

Sophie Monk abruptly called off her relationship after finding her ex boyfriend in bed with another woman.

Aussie actress was being interviewed in LA by Kyle Sandilands when she dropped the bombshell: ‘I rock up in the morning with a coffee and presents and he had a present there – a chick.’

The Date Movie star said she started shaking after catching him out and drove off, before turning back to confront John and the other woman. 

In 2011 she admitted to having surgery ‘everywhere’, but it was never revealed whether her plastic surgeon boyfriend performed the procedures. 

Actor Kevin Connolly: 2010 [‘Banged’]  

'Banged': After meeting in 2007 on the set of Entourage, PopSugar reported the Bardot singer had been spotted on dates with Kevin in 2010

‘Banged’: After meeting in 2007 on the set of Entourage, PopSugar reported the Bardot singer had been spotted on dates with Kevin in 2010

After meeting in 2007 on the set of Entourage, PopSugar reported the Bardot singer had been spotted on dates with Kevin in 2010.  

American Billionaire Jimmy Esebag: 2010-2011 [Engaged]

'A male version of me': Sophie announced her surprise engagement to Jimmy, 20 years her senior, in 2011, but the pair broke off their engagement a few months later

‘A male version of me’: Sophie announced her surprise engagement to Jimmy, 20 years her senior, in 2011, but the pair broke off their engagement a few months later

Sophie announced her surprise engagement to Jimmy, 20 years her senior, while filling in for Jackie O on the Kyle and Jackie O show in 2011.

At the time she was sure of the relationship, describing the businessman as: ‘a male version of myself.’ 

Months later the pair broke off their engagement. 

Rapper Ray J: 2012 [Rumoured Fling]

'I have some skeletons in my closet, but Ray J is not one of them': Sophie has fiercely denied rumours of a fling with rapper and Kim Kardashian 's ex Ray J (most famous for starring in Kim's notorious sex tape)

‘I have some skeletons in my closet, but Ray J is not one of them’: Sophie has fiercely denied rumours of a fling with rapper and Kim Kardashian ‘s ex Ray J (most famous for starring in Kim’s notorious sex tape)

As a serial celebrity dater, Sophie also fell prey to rumours of a fling with rapper and Kim Kardashian ‘s ex Ray J (most famous for starring in Kim’s notorious sex tape).

Sophie became linked to the American star after frolicking topless in an ad campaign, with US gossip sites claiming she left his house at 8.30am.

She told GlobalGrind at the time: ‘I have some skeletons in my closet, but Ray J is not one of them.’ 

Actor Sam Worthington: 2013 [Dated]

Dated! Sophie was known to have dated Avatar star Sam Worthington in 2013, with Sam going on to date Lara Bingle the same year, who he is now married to and shares two children with

Dated! Sophie was known to have dated Avatar star Sam Worthington in 2013, with Sam going on to date Lara Bingle the same year, who he is now married to and shares two children with

Sophie was known to have dated Avatar star Sam Worthington in 2013 and has openly told Kyle And Jackie ‘O’ that they indeed ‘banged’.  

After news broke that Sam and Lara were dating in 2013, Sophie described bring bombarded by pictured of the loved-up couple: ‘It really hurts.’  

In 2015, Sophie also appeared to parody Lara’s controversial Tourism Australia campaign by mocking her ‘where the bloody hell are ya’ line in a gaming ad for The Elder Scrolls Online.

Lara and Sam married in December 2014 and now share two young sons together. 

'It really hurts': After news broke that Sam and Lara were dating in 2013 (the same year she broke up with Sam), Sophie described bring bombarded by pictured of the loved-up couple as hurtful

‘It really hurts’: After news broke that Sam and Lara were dating in 2013 (the same year she broke up with Sam), Sophie described bring bombarded by pictured of the loved-up couple as hurtful

Ex Rugby League Star Eric Grothe jnr: 2016 [Dated]

'We’ve been dating on and off for, like, a couple of years': Ex-NRL player Eric Grothe Jr. is the most recent man to have dated Sophie before her decision to become the Bachelorette

‘We’ve been dating on and off for, like, a couple of years’: Ex-NRL player Eric Grothe Jr. is the most recent man to have dated Sophie before her decision to become the Bachelorette

The most recent man to have dated Sophie is ex-NRL player Eric Grothe Jr. 

Sophie revealed she had been secretly dating the sportsman ‘on and off’ for a few years, with it being ‘off again’ when announcing the news on Kyle And Jackie ‘O’ in November last year. 

‘We’ve been dating on and off for, like, a couple of years, and no-one really knew. You know how it is when you [go] public, and it creates drama. We wanted to keep it special. It’s been on and off forever, but now it’s off again,’ she said. 

Former AFL player Wayne Carey: 2017 [Rumoured Fling]

'Hell no!': Earlier this month Sophie hit back at romance rumours that had linked her controversial former AFL player Wayne Carey

‘Hell no!’: Earlier this month Sophie hit back at romance rumours that had linked her controversial former AFL player Wayne Carey

Last year Sophie hit back at romance rumours that had linked her controversial former AFL player Wayne Carey.

‘Hell no,’ she emphatically said when KIIS FM’s Kyle Sandilands questioned the relationship on air. 

Sophie, who also made a social media post denying the alleged relationship, went on to explain: ‘[What] happened is I went to a restaurant, he was at the restaurant, I met him, spoke to him for a little bit and that was all.’ 

'I’d divide it by three': Sophie insists she won't reveal her 'real' number of partners she's slept with to the Bachelors vying for her affection on the series

‘I’d divide it by three’: Sophie insists she won’t reveal her ‘real’ number of partners she’s slept with to the Bachelors vying for her affection on the series

Among her many other rumoured flings, she recently confirmed to Kyle And Jackie ‘O’ that she’d never been intimate with Jude Law, President Donald Trump, Charlie Sheen, Kanye West, Ryan Seacrest, her former radio co-host Jules Lund and Bachelor/Bachelorette host Osher Günsberg.

Meanwhile, when Kyle And Jackie ‘O’ asked if Sophie would willingly reveal the ‘number’ of partners she’s slept with, the star appears happy with keeping it a secret from her suitors. 

‘Yeah,’ Monk replied, while adding: ‘But I’d divide it by three like everyone else does.’ 

Set to sizzle! Sophie will look for her next potential partner on the newest season of The Bachelorette

Set to sizzle! Sophie will look for her next potential partner on the newest season of The Bachelorette



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