Good Charlotte’s lead guitarist moved on to marry Cameron Diaz in 2015.Monk was briefly linked to the TV and radio star, back in 2008.Openly admitting to being unlucky in love, Monk has dated famous personalities, entrepreneurs and even a doctor. Monk’s first engagement was to Madden in December 2007.They had started dating in 2006 but their relationship ended a few months after the engagement.Confessing that she just wanted a “genuine relationship with a good Aussie bloke”, Sophie said her history of dating rockstars, actors and high-profile Hollywood personalities was not a true reflection on her down-to-earth self.And while appearing on a national television show in a search for love may seem an odd choice, the 37-year-old is no stranger to having her love life scrutinised in the public.While appearing on a national television show may seem an odd next step in her search for long-lasting love, the 37-year-old is no stranger to having her love life scrutinised in the public.Here we look back at some of Sophie’s most notable and recognisable exes: The Beginning: 2005. It was also rumoured in 2010 that Monk was dating Russell Simmons, entrepreneur and co-founder of the hip-hop music label Def Jam, after photos of them emerged at a Maxim Hot 100 Party in Los Angeles. Monk announced her second engagement to French businessman Jimmy Esebag in January 2011 on the Kyle and Jackie O show.
2006-2008 – Benji Madden Madden and Monk dated back in 2006, and he even got down on one knee in early 2007!After the break-up they did try to patch things up but it didn’t work out.Monk recently revealed on "The Kyle and Jackie O Show" that she had a physical relationship with the American actor/director in the past."You know how it is when you [go] public, and it creates drama. It's been on and off forever, but now it's off again." The new at the 2017 Logie Awards she was looking for somebody kind, normal and "not too hot." "It's probably my only shot at meeting somebody that's grounded. "Ego, insecurity, not funny and thinks they're funny," she said.Russell Simmons recently invited ex Sophie Monk to his Los Angeles mansion, and she posted the picture on Instagram to show off their poolside reunion.