ByKarly Rayner, writer at Creators.co
Moviepilot's celebrity savant.
Karly Rayner

If, like me, you're someone who gets the stress-sweats deciding what to eat from a restaurant menu, it's almost impossible to fathom the pressures of choosing the right person to spend the rest of your life with.

Throw the burden of media intrusion and pressure from within Hollywood to appear as the perfect couple into the mix, and it's no surprise that a lot of celebs have stalled before walking down the aisle.

Below are some of the star-crossed celebs whose relationships weren't meant to be, but which relationship do you wish had made it to the chapel?

1. Miley Cyrus And Liam Hemsworth

  • How Long Were They Together? The pair reportedly got together shortly after they filmed The Last Song in the summer of 2009 and got engaged in June 2012. The couple spent around four years together.
  • When Did They Split? The engagement was officially called off in September 2013, but all was not lost. The couple have gotten back together again and are reportedly engaged once more. Hurrah!

Why Did They Break Up? It's unknown exactly why they broke up, but from interviews with both sides of the couple, it seems like they simply drifted apart for a time. In a recent interview, Liam Hemsworth said:

"Of course it was hard, man, but at the time we were going in different directions and it's just what needed to happen. We were both super young and it was a good decision at the time — we both needed that."

Glad these guys have realized they are meant for each other though!

2. Zayn Malik And Perrie Edwards

  • How Long Were They Together? Zayn and Perrie met on the set of the X-Factor in 2011 and confirmed their relationship in the spring of 2012 after they were spotted kissing. They were engaged in August 2013 after Malik got a huge tattoo of Edwards's face on his bicep. Although we might not have known about the pair at the beginning of their relationship, they were together for over four years, according to Zayn.
  • When Did They Split? Sadly, the relationship was less permanent that Zayn's ink (ooops!) and he called off the engagement in August 2015.

Why Did They Break Up? There was a whirlwind of rumors when this pair called off the engagement — with Zayn's desire to start a new life in LA and whispers of cheating in the mix — but the couple themselves have kept shtum.

Zayn did take the time to confirm that he didn't end the relationship over text message, as some gossip rags accused him of doing. He told The Fader that:

"I have more respect for Perrie than to end anything over text message. I love her a lot, and I always will, and I would never end our relationship over four years like that. She knows that, I know that and the public should know that as well. I don’t want to explain why or what I did, I just want the public to know I didn’t do that."

Zayn is now in a relationship with supermodel Gigi Hadid and Perrie is enjoying the single life, she explained to Notion Magazine that:

''I don't think a woman should ever feel the need for a man. I love doing my own thing — it just makes me feel independent. I always say I like my own company — to the point where that person would have to compete!''

3. Jennifer Lopez And Ben Affleck

  • How Long Were They Together? Ben and Jennifer met on the set of gangster movie Gigli in 2002, and although the movie failed to ignite the box office, the pair's chemistry was suitably sizzling. Ben proposed to Jen in November 2002 with a $1.2 million pink diamond. Although they never made it to the alter, they were together for an action-packed two years.
  • When Did They Split? Bennifer was due to strut down the aisle in September 2003, but they cancelled the wedding just four days before it was meant to happen, blaming "excessive media attention." In January 2004 the pair eventually waved goodbye to their relationship after what was reportedly a long and painful break up. Ouch.

Why Did They Break Up? Both Ben and Jen have blamed excessive media intrusion on the breakup of their relationship. In a recent interview with People magazine, Lopez explained:

"We didn't try to have a public relationship. We just happened to be together at the birth of the tabloids, and it was like, 'Oh my God.' It was just a lot of pressure."
Ben Affleck and Jennifer Lopez in 'Jenny From The Block'
Ben Affleck and Jennifer Lopez in 'Jenny From The Block'

Although their engagement didn't work out, the couple have always had respect for each other in the press. Back In 2012, Ben described his relationship with Jennifer and explained:

"We don't have the kind of relationship where she relies on me for advice, but we do have the kind of relationship where there'll be an email saying, 'Oh, your movie looks great. I remember when she got 'American Idol.' I said: 'This was really smart. Good luck.' I touch base. I respect her. I like her. She's put up with some stuff that was unfair in her life, and I'm really pleased to see her successful."

4. Kanye West And Alexis Phifer

Kanye and designer Alexia Phifer Image: Bryan Bedder/Getty
Kanye and designer Alexia Phifer Image: Bryan Bedder/Getty
  • How Long Were They Together? The pair met in 2002 before getting engaged over a pasta and lobster dinner on vacation in Capri in 2006. They dated on and off for six years before they ended it all.
  • When Did They Split? The pair split in April 2008, a year after Kanye's mother died and shattered the rapper's world.

Why Did They Break Up? The pair never made an announcement about the reason behind their break up, but at the time Phifer released a statement that read:

"It’s always sad when things like this end, and we remain friends. I wish him the best in his future and all of his endeavors. He’s one of the most talented people I’ve ever met."

5. Evan Peters And Emma Roberts

Evan and Emma during happier times in 2015 Image:Instagram/EmmaRobers
Evan and Emma during happier times in 2015 Image:Instagram/EmmaRobers
  • How Long Were They Together? It's hard to pinpoint when this pair got together, but it was probably sometime in 2012 after they starred in Adult World together. They dated on and off for around four years.
  • When Did They Split? This turbulent pair broke off their engagement in June 2015, but this wasn't the end of their fiery relationship. The pair were spotted smooching again in 2016, but severed ties for the second time in May the same year.

Why Did They Break Up? Many reports have suggested that the couple's relationship was always tempestuous and Roberts was even arrested for domestic abuse against Peters in 2014. He decided not to press charges.

According to American Horror Story insiders, the couple's relationship was never built to last:

"Basically, as soon as the director yells 'cut' Emma and Evan are making out. That is, if they're not screaming at each other."

6. Iggy Azelia And Nick Young

  • How Long Were They Together? The couple got together in 2014 after Azelia's friends saw Young was crushing on the Aussie rapper on Twitter and the pair arranged to go on a date. They got engaged on Iggy's 30th birthday and were together for around two years before it all fell apart.
  • When Did They Split? The pair split in June 2016 after Azelia realized she could not rebuild trust with her fiance after he was recorded boasting about cheating on his bride-to-be in the Lakers locker room.

Why Did They Break Up? As previously mentioned, Iggy just couldn't deal with the fact her husband-to-be had already strayed before they made it to the alter. She released an emotional statement that read:

Unfortunately although I love Nick and have tried and tried to rebuild my trust in him — it’s become apparent in the last few weeks I am unable to. I genuinely wish Nick the best. It’s never easy to part ways with the person you planned your entire future with, but futures can be rewritten and as of today mine is a blank page.

Nick, by stark contrast, simply Tweeted the word "single." Meow!

It was later revealed his ex-girlfriend was expecting a baby that was conceived while Young was with Azelia.

7. Alanis Morissette And Ryan Reynolds

Alanis Morissette and Ryan Reynolds  in 2003 Image: Jeff Kravitz/FilmMagic
Alanis Morissette and Ryan Reynolds in 2003 Image: Jeff Kravitz/FilmMagic
  • How Long Were They Together? The Canadian crooner and Reynolds got together in 2002 and were engaged in 2004. Their relationship lasted almost five years.
  • When Did They Split? The pair broke up in June 2007 after making announcement that the decision to split and call off the wedding was mutual.

Why Did They Break Up? The pair did not release any intimate information on the ins and outs of their split, but their is no doubt it was immensely painful for Alanis.

The singer/songwriter wrote her 2008 album Flavors of Entanglement about her breakup with Reynolds, telling Access Hollywood that:

"Yeah, it’s really about my grief. I think the most painful, sort of suffering oriented moments in my life [are] when I’m resisting something… If I just say, ‘It’s true. I’m unbelievably insecure, really broken, devastated,’ then I can move through it, toward the next place. But if I keep resisting it, I’ll stay there forever.”

Of course, now Ryan Reynolds is happily married to Blake Lively and Alanis Morisette recently had her second child with her husband, the hip hop artist Souleye.

8. Gwyneth Paltrow And Brad Pitt

  • How Long Were They Together? Brad and Gwyneth met on the set of 1995's Se7en and were together for two and a half year before calling off their A-list engagement.
  • When Did They Split? The highly photogenic pair broke it off back in the mists of time in July 1997.

Why Did They Break Up? Gwyneth Paltrow has opened up about the breakup and revealed that she was the one who pulled the plug because she realized she was too young and inexperienced to commit to marriage, she explained to Howard Stern that:

"I was such a kid. I was 22 when we met. It's taken me until 40 to get my head out of my ass. You can't make that decision when you're 22 years old ... I wasn't ready, and he was too good for me ... I didn't know what I was doing."

Check out a younger Gwyneth talking about the breakup on British TV in 1998 in the clip below:

9. Bonnie Wright And Jamie Campbell Bower

Harry Potter Love, Bonnie Wright And Jamie Campbell Bower. Image: https://de.pinterest.com/source/flickr.com
Harry Potter Love, Bonnie Wright And Jamie Campbell Bower. Image: https://de.pinterest.com/source/flickr.com
  • How Long Were They Together? The pair were clearly spell bound with each other when they met on the set of the final Harry Potter movie (hey, it was a hormonal place), but their relationship barely lasted a year. They still managed to cram an engagement in though!
  • When Did They Split? The pair split in June 2012 when Jamie was filming The Mortal Instruments and he quickly moved on with his co-star, Lily Collins.

Why Did They Break Up? The pair never issued a statement on their breakup, but people close to the pair said that the split was amicable.

10. Chris Klein And Katie Holmes

Chris and Katie at the 'Matrix:Reloaded' premiere. Image: Jon Kopaloff/FilmMagic
Chris and Katie at the 'Matrix:Reloaded' premiere. Image: Jon Kopaloff/FilmMagic
  • How Long Were They Together? Chris and Katie started dating in 2000 and he got down on one knee for the Dawson's Creek star in December 2003. They were together for five years before it all went sour.
  • When Did They Split? The pair split and called off their engagement in March 2005.

Why Did They Break Up? The pair never released a statement about their breakup, but it is generally believed that a DUI charge that Chris got slapped with was the catalyst. In 2012, Klein told the Daily Beast that:

"I was working all the time and [Holmes] was involved in a TV show that filmed in Wilmington, North Carolina, so we’d hang on hiatuses. We were kids, man. We met before we could legally drink, so think about when you were 20 to 24, and that’s what it was."

11. Tyler Posey And Seana Gorlick

Seana and Tyler share a smile on Instagram
Seana and Tyler share a smile on Instagram
  • How Long Were They Together? Tyler and his middle school sweetheart Seana were together for a staggering 10 years, which seeing as Posey is still only 24, is no mean feat!
  • When Did They Split? The pair split up in October 2014 after a lot of soul searching.

Why Did They Break Up? Posey seemed genuinely cut up after breaking off his engagement after just three months and it appears that the couple simply felt too young for the commitment of marriage. A year after the break up, Posey told People magazine that:

"I still really miss her. I can’t believe I have an ex-fiancée…A year after the breakup, I said, ‘Okay. I’m going to see if I’m ready to get back into relationships.’ But I wasn’t ready. I’ve never been a player or into one-night stands. I need to be single for a little while. I need time to grow."

12. Julia Roberts And Kiefer Sutherland

Julia and Kiefer's relationship was prime tabloid fodder
Julia and Kiefer's relationship was prime tabloid fodder
  • How Long Were They Together? Julia Roberts and Kiefer Sutherland fell for each other hard on the set of the 1990's classic Flatliners. Their runaway train of a relationship soon went off the rails though and they split after around a year together.
  • When Did They Split? The pair broke up in 1991, just three days before Julia and Kiefer were due to be married in a lavish ceremony.

Why Did They Break Up? There was so much gossip around this high profile breakup that it is unclear why Roberts became a real-life Runaway Bride, but there were rumors she was afraid Kiefer was having an affair with a stripper he met as "research" for a movie.

Roberts herself actually ran away with Jason Patric who, it was later revealed, she was in a relationship with. Whether they got together before or after the Sutherland breakup is still anyone's guess.

The breakup might have been dramatic, but at least one half of the pair has totally buried the hatchet since 1991. In 2006, Sutherland told The Rolling Stone that:

"I commend Julia for seeing how young and silly we were, even at the last minute, even as painful and as difficult as it was. Thank God she saw it.”

Watch the couple in the movie in which their love blossomed in the trainer below:

13. Zoe Saldana And Keith Britton

Zoe Saldana and Keith Britton before they split Image: Wireimage
Zoe Saldana and Keith Britton before they split Image: Wireimage
  • How Long Were They Together? Saldana and Britton were together for 11 years before realizing that they weren't the right fit to spend the rest of their lives together.
  • When Did They Split? The pair split less than a year after they became engaged in November 2011.

Why Did They Break Up? The breakup between the couple was amicable and it is believed that the logistics of starting a family caused the split. Saldana told US Magazine that:

"For years he wasn't ready. Then when he got ready, I didn't have time. I never held anything off because I was waiting for something to kick in. I don't think that far about tomorrow. I felt the urge to want to have a baby, and I wanted to, but I remember that respecting his decision — and making the decision to wait with him — was one of the most mature things.I chose to wait and I'm glad I did. I'm glad that I respected him."

14. Kaley Cuoco And Josh Resnik

Kaley Cuoco smuggles up to her ex, Josh Resnik
Kaley Cuoco smuggles up to her ex, Josh Resnik
  • How Long Were They Together? Kayley Cuoco announced her engagement in October 2011, not long after she started dating addiction specialist Resnik. Although it's not certain when this couple started dating, they were probably together less than a year.
  • When Did They Split? Kaley announced that she had called off the engagement to her former-fiancé (or vice versa) during a party in March 2012.

Why Did They Break Up? It is unknown why this short-lived relationship disintegrated, but Kaley revealed she was no longer planning a wedding at an LA event:

"I'm not engaged anymore, so no… But in general, yes. For my future wedding, yes."

Poor Kaley just doesn't seem to be lucky in love. Here's hoping her relationship with Karl Cook blossoms into something long-lasting and beautiful.

15. Rose McGowan And Marilyn Manson

The dark romance of Marilyn Manson and Rose McGowan. Image: Ron Galella/WireImage.com
The dark romance of Marilyn Manson and Rose McGowan. Image: Ron Galella/WireImage.com
  • How Long Were They Together? Goth rocker Marilyn Manson and Rose McGowan were engaged for two years before ending their dark, theatrical romance.
  • When Did They Split? The pair broke up in late 2000 thanks to ambiguous "lifestyle differences."

Why Did They Break Up? Rose McGowan later revealed that she and Manson broke up thanks to her spiraling cocaine use, which surprised many fans who assumed the shock rocker was the wild one.

Which of the relationships above do you wish had stood the test of time?

(Source: Teen.com, Mamas Latinas, People (2), MTV, US Weekly (2), Access Hollywood, The Daily Beast, Yahoo)