As Paris Hilton announces the birth of the first child, a look at husband Carter Reum and his secret child

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She may have finally found her prince charming in entrepreneur Carter Reum, but hopeless romantic Paris Hilton has had many false starts on her road to marital bliss. From a sex tape scandal, acrimonious breakups, fleeting celebrity romances and a total of FOUR engagements, TSTIME.com takes a look back at the 40-year-old hotel heiress’s very extensive relationship history…

Chris Zylka – 2017-2018

Paris’ 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 during a ski trip in Aspen, Colorado in January 2018. At the time, Paris said of their romance, “My best friend and soul mate. Perfect for me in every way.’ They would break up a few months later.

Ex factor: Paris and ex-fiancée Chris Zylka in 2018

Thomas Gross – 2016

The Simple Life star and businessman Thomas Gross – who is worth more than $200 million – dated for a year before splitting in April 2016. The pair met at the 2015 Cannes Film Festival and instantly hit it off. She called 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 partying on the PDA. But the hotel heiress had moved on in 2014 and confirmed their breakup by kissing a mysterious man on the beach in Malibu.

Afrojack – 2012

Paris was linked to Afrojack in 2012. Her reps denied reports that she had been dumped by the DJ, but insisted they were “best friends” and “love and support each other very much.”

Cy wait – 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 pair when they were arrested in Las Vegas, with Cy busted for drunk driving. He eventually lost his job as head of nightclub operations for Wynn and Encore in Vegas.

PDA: The heiress seen with Doug Reinhardt in 2009

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 breakup, she told UsWeekly, “I’m so over that — I don’t even care!” I can’t even remember that time in my life. I’m over it! I just realized I’m better off without him. So I ended it because I deserve something much better! He wasn’t right for me and eventually I’ll find someone who loves me for who I am.’

Benji Madden – 2008

Before marrying Cameron Diaz, Paris Hilton and Benji Madden dated for nine months. However, it was not to be as she split from the Good Charlotte guitarist in November 2008. “She’s 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.”

Stavros Niarchos – 2006

Stavros Niarchos, the son of a Greek billionaire, shipping magnate, dated Paris around 2006 before calling it quits after a year. Before Paris, Niarchos had been associated with Mary-Kate Olsen. The pair vowed to remain friends.

Paris Latsis – 2004-2005

Paris almost married her namesake Paris Kassidokostas-Latsis, a Greek socialite and shipping heir. They started dating in December 2004 and got 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 for her finger.

Selfie pioneer: Paris snaps a photo with Stavros Niarchos

Selfie pioneer: Paris snaps a photo with Stavros Niarchos

Pose: Paris and Paris Latsis in 2005

Pose: Paris and Paris Latsis in 2005

Nick Carter – 2004

The socialite and Backstreet Boys singer Nick were an item for seven months before finally splitting in July 2004. [She] fueled my worst impulses about partying.” Paris would respond by saying, “I don’t think I had a negative influence on Nick… I’m glad he got help for his issues and wish him all the best.”

Deryck Whibley – 2003

Sum 41 frontman Deryck Whibley and Paris Hilton dated for a few months in 2003. Although they were seen kissing on the Los Angeles party circuit at the time, things quickly fell apart between the two.

First great love: Paris and her former fiancé, model Jason Shaw, in 2002

First great 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 broke up in 2003. They were later linked again in 2010, though they appeared to be just friends. ‘I love him so much. We’re very close and I’ve known him for a long time,” she told Ellen DeGeneres at the time.

Rick Salomon – 2001

Arguably one of her most famous exes, Paris and Rick’s relationship made headlines when the poker player leaked a sex tape of the two in 2004 years after they broke up. Paris later said she felt “so betrayed” and recently claimed she developed PTSD from the whole experience. 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 document This Is Paris. And I just remember him pulling out the camera. And he put a little pressure on me about it. It was like being raped electronically.”

Edward Furlong – 2000

Paris confirmed her romance with the Terminator 2: Judgment Day star after rumors of an engagement and marriage circulated. “No, we’re not married, but he’s my boyfriend. We’ve been going great together for about a month now,” she told the New York Post in September 2000.

Infamous: Paris is seen around 2001 with Rick Salomon with whom she made the infamous sex tape

Infamous: Paris is seen around 2001 with Rick Salomon with whom she made the infamous sex tape

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