A Complete Timeline of Paris Hilton’s Dating History

We have all envied her since 2003, when reality television was at it’s prime with “The Simple Life” and fashion was at its highest with Von Dutch hats and Juicy Couture track suits. But, if we’re being honest here, Paris Hilton is so much more than just the bling, she’s also a queen on the dating scene.

Paris has the most extensive dating history of any celeb EVER, and to be honest, she should be proud of this rap sheet. From Greek shipping heirs, to models, to athletes, Paris has been wooed by some seriously successful hotties — but she has never EVER let them outshine her.

So, we put together an comprehensive history and timeline of Paris’s romances so you don’t have to do any of the guess work. So hot.


When Paris was 15, she met a 17 year-old Randy Spelling in 1996 and they dated “for like two months” Randy says. Randy was the son and heir of Aaron Spelling, who was owner of the Spelling Television Production Company. And yes, that also makes him Tori Spelling’s brother. He was her first boyfriend. He claims he was the first one Paris slept with, and she never denied it.


There was never a lot of news about this relationship, but Paris dated actor Edward Furlong, who was in “Terminator 2” and got an MTV Movie Award for Best Breakthrough Role before dropping off the face of the earth never to be heard from again, from late 1999 until early 2000.

In 2000, Paris and Rick Salomon, the ex-husband of Beverly Hills 90210’s Shannen Doherty, dated when she was only 19 years old. Rick was the guy who made and then sold their famous sex tape which leaked in 2003. The controversial video was called, “1 Night in Paris”, and it led to many MANY lawsuits.


Paris was dating and then eventually engaged to Jason Shaw. Whether the relationship started in mid-2001 or mid-2002 has never been clear, but until early in 2003, she dated the fashion model for Tommy Hilfiger. Kathy Hilton, Paris’ mother, has said that of all of the men Paris has dated, Jason was her favorite.


After that, Paris moved on to actor, musician, director and painter Vincent Gallo briefly in 2002. He actually wrote a song about her called, “I Wrote This Song for the Girl Paris Hilton,” that was released in 2001. Not weird at all? Then she dated Sum 41 frontman Deryck Whibley before Avril Lavigne got to him.

Paris began a drama-filled relationship with Nick Carter that lasted until 2004. Nick called Paris a “bad influence” on him. He was struggling with drug addiction and substance abuse, and blamed her for his relapses. Not cool, Nick.


This guys seems to be the only one who even got close to becoming her husband. Paris was dating and engaged to Greek shipping heir and socialite Paris Latsis from May of 2005 until November of 2005. They met in Monaco at a club when they were teenagers, and rekindled their affair in December of 2004 while skiing in Switzerland. He gave Paris an “I Love You” ring, and then in May of 2005, he gave her an engagement ring of 23 carats, one carat for each year of her life. She broke off the engagement because she felt like she was too young. It was reported that the ring was worth almost $5 million, and that she tried to give it back.

Then she dated yet ANOTHER Greek shipping heir, Stavros Nicharos, for a few months after the broken engagement to Paris Latsis. They broke up in May 2006.

After all the Greek heirs, Paris switched back to American hotties. Here’s just a sampling of the rumored list of men that Paris had flings with in this period: Brandon Davis in July 2006; Travis Barker in September 2006; Andy Roddick in October 2006; Josh Henderson in March 2007, DJ AM in September 2007; Brody Jenner in December 2007; Jared Leto in 2008; Benji Madden in 2008, and Cristiano Ronaldo in June 2009.


When she decided to get serious again, Paris dated ex-baseball star Doug Reinhardt from February 2009 until April 2010. Their relationship was apparently violent — Doug was photographed choking Paris after an argument. After that break-up, she started talking to Jason Shaw again, possibly rekindling their romance, but nothing ever came of it.

Paris dated Cy Waits from August of 2010 until June of 2011. The two were arrested together that August: Paris on suspicion of cocaine possession and Cy for allegedly driving while under the influence. When two broke up, it was because Paris only wanted to “be friends.”


Then for a bit in 2011, Paris was with Todd Phillips, who directed the “Hangover” movies. From November 2011 until January 2012, Paris dated Afrojack, a Dutch DJ. The two were working on Paris’ new album when allegedly, Paris was getting more serious about their relationship than Afrojack, and he ended their relationship after 6 months.

Paris then dated River Viiperi, a pretty-boy Finnish-Spanish model, from September of 2012 until mid 2014. She is eleven years older than him, which I feel like would be creepier if it weren’t Paris. The two broke up after Paris was caught kissing someone else on the beach in Malibu. Happens to the best of us. That someone else was Josh Upshaw, a smokin’ hot model she was with for a few weeks. Savageeee.


The most recent of the heiress’s relationships was with Thomas Gross, which just came to an end back in April. She met him at Cannes Film Festival last year and according to sources, he was much more private than she was, and he hated cameras. Bummer.

She even said while dating Thomas Gross, “One day I’d love to get married and have kids,” Paris told Closer. “I see how happy Nicky is. That’s the true meaning of life: to find the love of your life and start a family.”

Oh Paris, we hope you eventually find true love and get to settle down with your dream man and 50 million chihuahuas if that’s what you really want. Just please turn it into a reality show, we miss “The Simple Life.”

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