Celebrity Broken Engagements
The couples that didn't quite make it up the aisle
Getty ImagesChris Zylka & Hanna Beth
The Amazing Spider-Man 2 actor Chris Zylka (he plays Flash Thompson in the films) got engaged to his fashion designer girlfriend Hanna Beth. At the time, she broke the news on Twitter, telling fans "I'm engaged!!! My life feels like a dream right now. Everything is way too perfect. So happy."
In March 2015, the pair ended their engagement with Chris taking to Instagram: “Im disappointed that I didn't see how fake you were, or pay attention to the backstabbing you did in front of me. I will rise up (sic)."
He also added, "You are only going to be as good as the people you surround yourself with. So be brave enough to let go of those who keep weighing you down."
Rex FeaturesMatthew Moss & Kelly Osbourne
Matthew Moss and Kelly Osbourne were due to get married in summer 2014 but ended their engagement a few months before. Kelly's rep said: "The split is amicable and the pair continue to have nothing but the utmost respect for one another...Kelly is looking forward to a new year full of fresh beginnings."
Rex FeaturesGwyneth Paltrow and Brad Pitt
Back before Brangelina, back before Jen even, there was Brad Pitt and Gwyneth Paltrow. Of course we didn’t really know who she was then. The pair dated from 1994 to 1997 and were engaged for six months when Gwyneth was just 24. The actress later admitted that she called off the engagement because she wasn’t ready for marriage and that she felt responsible for hurting the actor because she was “such a mess” while their relationship was going on.
Rex FeaturesEmily Blunt and Michael Bublé
Emily Blunt and [Michael Bublé](https://beautysale.store/search?q=michael%20buble” target=) were love’s young dream when they got engaged in 2005. She was a beautiful actress with a career which was about to sky-rocket and he was a handsome crooner, who even wrote a song (Everything) about her. But three years later, the pair split, blaming heavy workloads, although the rumours that Michael had cheated on the actress couldn’t have helped either.
Rex FeaturesJulia Roberts and Kiefer Sutherland
Can you believe that Julia Roberts and Kiefer Sutherland were once engaged? The date was even fixed (14 June 1991) but, three days before, Julia broke off the engagement and ran off to Ireland with Kiefer’s friend Jason Patric. Ironically Julia Roberts did the same thing on screen as she went on to appear in The Runaway Bride.
Rex FeaturesJennifer Lopez and Ben Affleck
Supercouple Jennifer Lopez and Ben Affleck were a tabloid editor’s dream. “Bennifer”, as they were dubbed, were set to marry in a lavish ceremony on the Californian Coast in September 2003, but postponed it due to the press frenzy. "When we found ourselves seriously contemplating hiring three separate 'decoy brides' at three different locations, we realised that something was awry,” they said. The nuptials never happened and the pair called off their relationship the following year.
Rex FeaturesKatie Holmes and Chris Klein
Circa 2003 and Katie Holmes was engaged to American Pie's Chris Klein. The Dawson’s Creek star even moved to LA to be with Chris when the teen drama ended in 2003. There was no word on why the couple suddenly broke up in 2005 but three months later she was engaged to a certain Mr Cruise.
Rex FeaturesJesse James and Kat Von D
On-off couple Jesse James and Kat Von D called off their wedding in July 2011, after just six months. "I am no longer w Jesse, and out of respect for him, his family and myself, thats all the info I'd like to share. Thanks for respecting that [sic]" the tattoo artist wrote on Twitter. Apparently things got tense when Jesse asked for the $50,000 Neil Lane diamond engagement ring he’d given her back.
Rex FeaturesParis Hilton and Paris Latsis
They shared the same name and came from super-rich families so Paris Hilton and shipping heir Paris Latsis seemed a natural match when they announced their engagement in May 2005. Her ring was colossal: 24 carats and estimated to be worth $4.7m, but it was back in its box by November as the pair went their separate ways, reportedly because Paris forgot to tell his parents about their engagement. Oops!
WennEvan Rachel Wood and Marilyn Manson
Evan Rachel Wood and Marilyn Manson were already on-off before their engagement was announced in 2010 so the chances were never going to be very high that they would actually make it down the aisle. Seven months later it was all off. This time for good (we think).
Rex FeaturesJude Law and Sienna Miller
Sienna Miller and Jude Law first got engaged on Christmas Day in 2004; only to break up the following July in the wake of the revelation that Jude had had an affair with his children’s nanny. They then briefly hooked up in 2010, before Sienna ended things for good and started dating Tom Sturridge.
Rex FeaturesKimberly Stewart and Cisco Adler
Kimberly Stewart described Whitestarr rocker Cisco Adler as her “soul mate” when they were engaged in 2005. As well as the heartbreak when they split a few months later, Kimberly also had to get her tattoo that read “Daddy’s Little Girl Loves Cisco” tattoo changed to “Disco”.
Rex FeaturesKim Kardashian and Reggie Bush
Kim Kardashian has been slammed for her 72-day marriage to Kris Humphries but at least the couple made it up the aisle. The reality TV star was rumoured to be engaged to Reggie Bush during their three-year relationship until they broke up because he was allegedly “too young” for her.
PA PhotosKate Moss and Pete Doherty
Pete Doherty announced his engagement to Kate Moss in April 2007 in typical bad boy fashion, during one of his concerts at which she then performed. Three months later and it was all off, leaving the model so distraught that she couldn’t walk the runway as planned for John Galliano.
Bigpicturesphoto.comChristina Ricci and Owen Benjamin
Christina Ricci and Owen Benjamin might have looked a bit of an odd couple (she’s 5' 1", he’s 6′ 6″) but their split still came as a surprise, two months after his proposal in 2009. “They got into a fight and decided to reevaluate things. [Then] the engagement was off," a source revealed.
Rex FeaturesDemi Moore and Emilio Estevez
We had no idea that Demi Moore knew Emilio Estevez, let alone was engaged to him! Before Ashton Kutcher or even Bruce Willis was in the picture, Demi was engaged to Charlie Sheen’s older brother after they met on the set of St Elmo’s Fire in 1984. Despite the broken engagement, the pair remain good friends.
Rex FeaturesGinnifer Goodwin and Joey Kern
Pixie-cropped Ginnifer Goodwin got engaged to actor Joey Kern on Christmas Eve 2010. Sadly, it was just for Christmas and the pair split six months later.
Rex FeaturesRyan Reynolds and Alanis Morissette
Ryan Reynolds and Alanis Morissette were Canada’s answer to The Beckhams when they announced their engagement in 2004. A wedding date was never announced and, after three years of claiming "We're just really enjoying this [engagement] phase," the pair broke up for good.
Rex FeaturesDarren Aronofsky and Rachel Weisz
Darren Aronofsky and Rachel Weisz were engaged for an incredible five years before calling off things in 2010. Perhaps that’s why Rachel married James Bond star Daniel Craig after just five months of dating, a year later.
Rex FeaturesDaniel Craig and Satsuki Mitchell
Daniel Craig was another long-term fiancé, being engaged to film producer Satsuki Mitchell for five years before speeding up the aisle with Ms Weisz. Apparently Satsuki was described as “absolutely bewildered” by the pace of her ex’s new relationship.
Rex FeaturesKelly Osbourne and Luke Worrall
Rex FeaturesZoe Saldana and Keith Britton
Zoe Saldana ended her 11-year relationship and one-year engagement with entrepreneur Keith Britton in 2011. The pair stayed on amicable terms, however, even remaining as business partners, working together on their fashion resource website, MyFashionDataBase.com.
Rex FeaturesMark Ronson and Rashida Jones
Music maestro Mark Ronson proposed to The American Office star Rashida Jones on her 27th birthday, using a custom-made crossword puzzle spelling out "Will you marry me?" For all the romance, the relationship didn’t last and the pair broke up after a year.
Rex FeaturesRachel Hunter and Jarret Stoll
Rachel Hunter was left devastated after her fiancé, Canadian hockey player Jarret Stoll, called off their wedding seven weeks before the big day. Guests who had planned to be there on their big day received an email informing than that the nuptials were off. And they weren’t the only ones who were left confused. Rachel herself apparently had no idea of the reason behind their break-up.
Rex FeaturesUma Thurman and Arpad Busson
Uma Thurman and financier Arpad Busson ended their engagement after two years of dating in 2009. But they might still make it up the aisle as the pair were reunited in 2011 and Uma is expecting their first child together.
Rex FeaturesHayden Christensen and Rachel Bilson
Hayden Christensen and Rachel Bilson blamed that age-old adage of distance as the reason for ended their engagement in 2010. "It just wasn't working out," said a friend at the time. Whatever happened, the couple worked through their problems and are now back together!
Rex FeaturesMarilyn Manson and Rose McGowan
Serial engagement breaker Marilyn Monroe and his fiancée Rose McGowan called off their two-year engagement in 2001. Talking via her reps, the actress said: "There is great love, but our lifestyle difference is, unfortunately, even greater."
Rex FeaturesSimon Cowell and Mezhgan Hussainy
When Simon Cowell proposed to make-up artist Mezhgan Hussainy we thought finally this was the woman to tie the musical mogul down. It wasn’t to be as the pair reportedly split after a series of blazing rows. As a farewell present, Simon gave Mezhgan a £5m house. Not bad!
Rex FeaturesMichael Bolton and Nicollette Sheridan
Michael Bolton proposed to actress Nicollette Sheridan in 2006 but she wasn’t quite ready to become a Desperate Housewife and they called things off two years later. “Nicollette Sheridan and Michael Bolton have amicably ended their engagement. They appreciate your respect for their privacy in this matter,” her rep said in a statement.
Rex FeaturesMegan Fox and Brian Austin Green
Megan Fox and Brian Austin Green first got engaged in 2006, after dating for two years but broke it off in 2009. Speaking about what happened, Brian said: “[Megan] went through the natural period of, ‘I’m not sure if I’m ready to be in such a settled relationship’. I didn’t want her to feel like she was stuck because she said she wanted to be in a relationship to begin with.” But this is one couple that did become man and wife, albeit eventually; they married in Hawaii in 2010.
Rex FeaturesBristol Palin and Levi Johnson
Bristol Palin and Levi Johnson got engaged in 2008, after she discovered she was pregnant and her mother Sarah Palin was chosen as a vice presidential candidate. It was all off by March 2009 and the pair started custody proceedings over their son, Tripp. Fast-forward a year and the engagement was back on again... but only for three weeks as they pair split for good in August 2010.
Rex FeaturesJennifer Love Hewitt and Ross McCall
Jennifer Love Hewitt hooked up with Scottish actor Ross McCall after her made an appearance with her on The Ghost Whisperer. They got engaged in 2007 and, at the time, Jennifer said: "I’m getting ready to turn 30 and get married and all those things. This year was my year to try to glow from within and feel better." It turned out to be not a great year as the actress called off the engagament in 2008.
Rex FeaturesHugh Hefner and Crystal Harris
Hugh Hefner’s fiancée Crystal Harris, who was 60 years his junior, ended the couple’s relationship just days before their wedding in 2011. "The wedding is off," Hugh Tweeted. "Crystal has had a change of heart.” Before following it up with "Since we're not getting married on Saturday, I've scheduled a movie: Runaway Bride."
Rex FeaturesNicole Richie and DJ AM
Nicole Richie was engaged to DJ AM (aka Adam Goldstein) for nine months before they broke up in 2005. "The rumors and speculations as to why we have separated are both false and hurtful," they said. "Current allegations as to why our relationship has changed are completely untrue. We would greatly appreciate our privacy.” Tragically, Adam died from a drugs overdose in 2009.
Rex FeaturesJamie Lynn Spears and Casey Aldridge
Jamie Lynn Spears and Casey Aldridge announced their engagement shortly after Britney Spears’ little sis confirmed that she was expecting their first child in 2007. With the birth of their daughter, the young couple had a lot to deal with and it all got too much. "She's going through a lot of changes," said a Spears family friend. "It has been painful. She's a young mother and struggling in a lot of areas." They split in 2009.
PA PhotosSheryl Crow and Lance Armstrong
Cyclist Lance Armstrong blamed Sheryl Crow’s biological clock for ending their relationship. "She wanted marriage, she wanted children; and not that I didn't want that, but I didn't want that at that time because I had just gotten out of a marriage, I'd just had kids," he says. "Yet, we're up against her biological clock – that pressure is what cracked it," he said.
Rex FeaturesMichelle Keegan and Max George
The Wanted star Max George had us all confused about the status of his relationship with Michelle Keegan. Speaking to Ryan Seacrest, the star said they were engaged before seeming to back-track, saying: “No, no, no, not any more.” Max tried to clear up the confusion on Twitter, writing: “Hey everyone, so just to clear up any rumours, me and 'Shell are still very much together, just there is no wedding.” But we were all still a bit perplexed.
Rex FeaturesTara Reid and Michael Axtmann
Tara Reid certainly gets cold feet. She broke off an engagement to American TV host Carson Daly in 2001 and in 2010 did the same thing to internet entrepreneur Michael Axtmann, with a rep releasing a statement saying: "Tara Reid has confirmed that she will not be moving forward with her May 22 nuptials." A year later and she was married to Bulgarian financier Zachary Kehayov, or at least we thought she was, until we found out that the wedding, which took place in Greece, wasn’t legally binding.
Rex FeaturesKanye West and Alexis Phifer
Kanye West and designer Alexis Phifer were engaged for 18 months before they split in 2008. The couple’s relationship apparently became strained because Kanye was dedicating so much time to his concert tour. "It's always sad when things like this end, and we remain friends," Phifer said.
Rex FeaturesKristin Cavallari and Jay Cutler
The Hills star Kristin Cavallari was in the middle of getting in shape for her spring wedding when her Chicago Bears fiancé called off their engagement. "She got dumped," said a source. "She's absolutely devastated. She can't believe this is happening." Well, it wasn’t happening as it turned out. Three months later, in November 2011, Kristin tweeted: "This time it's official..Jay and I are engaged again."
Rex FeaturesParis Hilton and Jason Shaw
Paris Hilton was engaged to fashion model Jason Shaw in 2002 after they’d dated for three years. It looked to be over for good when they called things off in 2003 but the pair were spotted having dinner together following her break-up from Doug Reinhardt. "Paris has always loved Jason and cared about him deeply. But when they were together she was just a kid and not ready for such a commitment," a source said.
Rex FeaturesDrew Barrymore and Leland Hayward
Had Drew Barrymore married Leland Hayward, it would have been the merging of two great Hollywood dynasties. Drew’s pedigree is well known and Leland Hayward was the grandson of film producer Leland Hayward but it wasn’t meant to be: Drew was just 16 and in the middle of her wildchild years so they broke up after a few months.
Rex FeaturesJoe Wright and Rosamund Pike
Joe Wright and Rosamund Pike ended their engagement after the Bond girl allegedly sent out hundreds of wedding invitations, which featured the pair of them together in a hot tub, without running it by him first. “Joe dumped her for sending them without consulting him and she had to tell all the guests the wedding was off,” a source said.
Rex FeaturesArpad Busson and Elle Macpherson
Elle Macpherson dated French financier Arpad Busson for a decade and had two children with him, but that was never going to be a guarantee that they'd make things official. The pair got engaged in 2002 but called the wedding off in 2005.
Rex FeaturesNick Cannon and Selita Banks
Before he was Mr Mariah Carey, Nick Cannon was engaged to Victoria’s Secret model Selita Ebanks. He had proposed on a large-screen TV in Time Square with the words "Selita will you marry me?" But, luckily for Mariah, their engagement had only lasted five months.
