Though she’s found her prince charming in Carter Reum and is now mother to a baby boy with the millionaire entrepreneur, Paris Hilton’s road to wedded bliss hasn’t been smooth one. From a sex tape scandal, bitter break-ups, fleeting celebrity romances and a total of FOUR engagements, DailyMail.com takes a look back at the very extensive relationship history of the 41-year-old hotel heiress…
Chris Zylka – 2017-2018
Paris’s most recent proposal before finding love with Carter was with HBO actor Chris Zylka. The pair began dating in 2017, and he proposed just a year later on a Aspen, Colorado ski trip in January 2018. At the time Paris said of their romance: ‘My best friend & soulmate. Perfect for me in every way.’ They would break up a few months later.
Ex-factor: Paris and ex-fiancé Chris Zylka in 2018
Thomas Gross – 2016
The Simple Life star and businessman Thomas Gross – who is worth over $200million – dated for a year before they split up in April 2016. The pair met at the Cannes Film Festival in 2015, and were said to have immediately hit it off. She named him her ‘soulmate’ in an Instagram caption at the time and even took him as her date to sister Nicky Hilton’s wedding, but it wasn’t to be.
River Viiperi – 2012 – 2014
This Spanish model River Viiperi and Paris dated for two years – and the pair were often seen packing on the PDA while out partying. But the hotel heiress had moved on in 2014, and confirmed their breakup by kissing a mystery man on the beach in Malibu.
Model ex: Paris and River Viiperiin 2014
Afrojack – 2012
Paris was linked to Afrojack in 2012. Her reps denied reports that she had been dumped by the DJ, instead insisting that they were ‘best friends’ and ‘love and support each other very much.’
Cy Waits – 2010-2011
The reality star dated nightclub organizer Cy Waits for almost a year before they split in June 2011. Things went downhill for the couple when they were arrested in Las Vegas, with Cy getting busted for driving under the influence. He ended up losing his job as head of nightclub operations for Wynn and Encore in Vegas.
PDA: The heiress seen with Doug Reinhardt in 2009
Doug Reinhardt – 2009-2010
There was no love lost between Paris and The Hills star Doug Reinhardt. After a messy split, she told UsWeekly: ‘I am, like, so past that – I don’t even care! I don’t even remember that time in my life. I am over it! I just realized that I’m better off without him. So I ended it because I deserve something much better! He wasn’t right for me and I will eventually find somebody who loves me for who I am.’
Benji Madden – 2008
Before he was married to Cameron Diaz, Paris Hilton and Benji Madden dated for nine months. However, it wasn’t to be as she split from the Good Charlotte guitarist in November 2008. ‘She is saddened by the breakup but they’re just too different and they wanted different things in life,’ a source said at the time. ‘He was loyal and sweet but it was time to take a break.’
Rocker: The star is pictured with Benji Madden in 2008
Stavros Niarchos – 2006
Stavros Niarchos, the son of a Greek billionaire shipping tycoon, dated Paris around 2006 before calling it quits after a year. Before Paris, Niarchos had been linked to Mary-Kate Olsen. The pair pledged to remain friends.
Paris Latsis – 2004-2005
Paris almost married her namesake Paris Kassidokostas-Latsis, a Greek socialite and shipping heir. They began dating in December 2004 and were engaged just eight months later. But the couple had called things off by September next year. She had famously complained that her 24 carat diamond – reportedly worth $4.7 million – was too heavy on her finger.
Selfie pioneer: Paris takes a snap with Stavros Niarchos
Pose: Paris and Paris Latsis in 2005
Nick Carter – 2004
The socialite and Backstreet Boys singer Nick were an item for seven months before eventually splitting in July 2004. He would later say some unkind things about Paris in autobiography, writing: ‘Paris was the worst person in the world for me to hook up with. [She] fed my worst impulses as far as partying.’ Paris would respond saying: ‘I don’t believe I was a negative influence on Nick…. I’m glad he got help for his problems and wish him all the best.’
Deryck Whibley – 2003
Sum 41 frontman Deryck Whibley and Paris Hilton were linked for a few months in 2003. Although they were spotted kissing on the party circuit in Los Angeles at the time, things between the pair fizzled out quickly.
Pop stars the rivals: Paris has dated both Nick Carter from the Backstreet Boys and Sum 41 frontman Deryck Whibley
First big love: Paris and her former fiancé, model Jason Shaw, in 2002
Jason Shaw – 2002
The Hilton heiress was first engaged to model Jason Shaw, just before she turned 21 years old in 2002 but split in 2003. They were linked again later in 2010, though they appeared to be just friends. ‘I love him so much. We’re very close and I’ve known him a very long time,’ she told Ellen DeGeneres at the time.
Rick Salomon – 2001
Arguably one of her most famous exes, Paris and Rick’s relationship hit the headlines when the poker player leaked a sex tape of the two in 2004 years after they’d split. Paris later said she felt ‘so betrayed’ and recently claimed that the whole experience left her with PTSD. ‘It was my first real relationship. Eighteen. I was so in love with him and I wanted to make him happy,’ she said in her recent doc This Is Paris. ‘And I just remember him pulling out the camera. And he was kind of pressuring me into it. It was like being electronically raped.’
Edward Furlong – 2000
Paris confirmed her romance with the Terminator 2: Judgment Day star after rumors were swirling about an engagement and wedding. ‘No, we’re not married, but he is my boyfriend. We’ve been going steady together for about a month,’ she informed the New York Post in September 2000.
Notorious: Paris is seen with Rick Salomon circa 2001 who she made the infamous sex tape with