15 Celebs Who Regret Breaking Up With Their Ex

Getting dumped is possibly one of the most difficult experiences in life.

“If you go then I’ll be blue ‘cause breaking up in hard to do”. According to a study conducted in 2014, roughly 54% of people regret the end of their relationship. Often when a couple breaks up all the sympathy goes to the person getting dumped. Getting dumped is possibly one of the most difficult experiences in life. Sometimes that person can have feelings of insecurity, unattractiveness and worthlessness. However, it’s also very difficult to be the person doing the dumping. They’re not necessarily horrible people that are being selfish. There are many factors and causes to a relationship ending. There are times when a person is being selfish and possibly was unfaithful but as noted, that's not always the case. Some relationships are just not meant to be. For a celebrity couple, a break up is even more difficult because they have the entire world watching. Celebrities are often under the harsh spotlight and the media and their fans follow their every move. When a celebrity couple breaks up it can end up being the biggest headline news. Often fans will pick sides when their favorite couple is no more and chances are they’ll take the side of the one that gets dumped.

Those coldhearted celebrities that do the dumping aren’t always as coldhearted as some might assume. In many cases they regret their decision to end a relationship. Sometimes that might happen immediately and other times, it might take a few years. Here is a look at 15 Celebrities Who Regret Breaking Up With Their Ex.

16 Sarah Hyland and Matt Prokop

Sarah Hyland and Matt Prokop were the newest power couple that had everyone buzzing. Sarah Hyland is best known for her role as Haley Dunphy on the hit sitcom Modern Family. Matt Prokop is best known for his role in High School Musical 3: Senior Year. Sarah and Matt met during the auditions for High Musical 3 and soon started dating. However, in 2014 Sarah and Matt broke up with Sarah getting a restraining order against Matt. It was revealed that he had been abusive towards her both physically and verbally during their 5 year relationship. For Sarah it was the best decision she’s made and is happy with the direction her life is going. Matt seems to have regretted the way he treated her and the end of the relationship. He was crushed and jealous when he saw pictures of Sarah celebrating her birthday with Taylor Swift, Kelly Osbourne, Ellie Goulding, Haliee Steinfeld and Ansel Elgort.

15 Eric Benet and Halle Berry

Actress Halle Berry and singer-songwriter Eric Benet, married on January 24, 2001. However, the relationship struggled to survive. Halle Berry is a former model and has appeared in several memorable films, such as Boomerang, Die Another Day and the X-Men series. She won the Academy Award for Best Actress for her role in Monster’s Ball. Eric Benet has released several popular albums, including True To Myself, A Day in the Life and Eric Benet. Eric Benet openly cheated on Berry during their marriage and eventually she filed for divorce, which was finalized in 2005. He checked into rehab for sex addiction not too long after. However, it appears that Benet didn’t get over Berry very quickly. He told People magazine, "I was very much in love with my wife. But I personally could only contribute 50 percent. Ultimately what was the end of us was she just couldn't trust me anymore. You can't blame her for that."

14 Emily Maynard and Jef Holm

Season eight of The Bachelorette aired from May 14 to July 22, 2012, and ended with Emily Maynard choosing Jef Holm. They became engaged in 2012 right after the conclusion of the season. Emily Maynard had appeared on the 15th season of The Bachelor and was chosen by Brad Womack. However, they split up after the season concluded. Emily went on The Bachelorette in her second attempt to find true love. She dated 25 men throughout the season before choosing Jef Holm. The plan was for Jef to move to Maynard’s hometown of Charlotte. In October 2012, months after they announced their engagement the couple broke it off. It appears the relationship ran its course and both went their separate ways. Just a week after calling off the engagement Maynard posted a message that read, “if u have a good girl hold on to her tight! They are hard to come by these days..."

13 K-Ci and Mary J. Blige

K-Ci and Mary J. Blige dated off and on in the 90s and were one of R&B’s most beloved couples. However, the intense and abusive relationship eventually ended for various reasons. K-Ci is best known as a member of both Jodeci and K-Ci & JoJo. K-Ci & JoJo have released several memorable singles, including “All My Life” and “Crazy”. Mary J. Blige is regarded as the Queen of Hip Hop Soul. She has released several critically and commercially acclaimed albums, such as What’s the 411?, My Life and No More Drama. The couple split in the 90s with rumors of infidelity and abuse on K-Ci’s part. In this case, Mary J did the dumping but K-Ci clearly didn’t treat her as well as she deserved. For a time, K-Ci struggled with getting over the Queen of Hip Hop Soul. K-Ci said in an interview, "I was in love with Mary. She never did anything wrong to me. She always gave me my props."

12 Common and Serena Williams

Serena Williams is widely regarded as one of the greatest tennis players of all time. Common is a rapper and actor who has received critical acclaim for his work. Serena Williams has won 23 Grand Slam titles and was ranked the number 1 tennis player in the World on seven separate occasions. Serena and her sister Venus Williams, have also won 14 Grand Slam doubles titles. Common has released several memorable albums, such as Like Water for Chocolate, Be and Black America Again. Common has dated several well-known celebrities, including Taraji P. Henson, Erykah Badu and Kerry Washington. However, it seems his relationship with Serena Williams is the one he can’t get over. Common said about Serena, "When we broke up, it was one of those things where we just weren't ready at that time. I probably would be at a new place. And it might work out. I do got love for Serena. I ain't gon' lie. I got love for her."

11 Kris Jenner and Robert Kardashian Sr.

In the mid 90s, Robert Kardashian Sr. became a household name for being the friend and member of the defence team for O.J. Simpson during his infamous trial in 1995. Robert Kardashian was married to Kris Jenner but they divorced in 1991. Together they have four children, Kim, Kourtney, Khloe and Rob Kardashian. Following their divorce, Kris married Bruce Jenner (now Caitlyn Jenner) but remained on good terms with Robert. Robert died in 2003 and Kris and her children have since gone on to become international celebrities. Kris and the children star in the reality series Keeping Up With The Kardashians. However, Kris Jenner has expressed regret over the end of her relationship with Robert. She once said in an interview after her divorce from Bruce, "The one regret, if I had to do it over, would be divorcing Robert Kardashian. But then there wouldn't have been Kendall and Kylie, so that's the way I look at it... Everything happens for a reason, and we learn from our mistakes. I thought I was so smart when I was young; I was fearless."

10 Rita Ora and Calvin Harris

Rita Ora and Calvin Harris dated for roughly one year from May 2013 until June 2014. It appears that it was one very intense year for the couple. They had a very public break up but Rita Ora has been much more open about the relationship and break up. In 2012, Rita released the album Ora, and is best known for the singles, “How We Do (Party)” and “R.I.P.” Calvin Harris has released several memorable albums, including Ready for the Weekend, 18 Months and Motion. Together they worked on the single, “I Will Never Let You Down.” However, the relationship was already on the verge of ending. Many of Rita’s friends felt that she was too concerned with Harris and not herself or career. Calvin Harris sent out a Tweet that the relationship was over, which devastated Rita. It was difficult for her but she was able to move on but does regret how everything ended. She said in an interview, “It was the right guy at the wrong time. I was about to start a tour, and he was also all over the place. There's only so much you can do when you don't see each other."

9 Courteney Cox and David Arquette

At one point, Courteney Cox and David Arquette were like Hollywood royalty and seemed to be the one celebrity couple that would stay together. Courteney Cox and David Arquette were married for roughly ten years when they divorced. Courteney Cox had her big breakthrough with her role on the hit sitcom Friends. She also starred in the horror series Scream, along with David Arquette. They met while shooting the first film and soon started dating. They were marred in 1999 and have one daughter together. In this case, nobody dumped the other and according to Cox the relationship just ran its course. They didn’t have a dramatic break up but she has since reflected on the relationship and said, “When you love someone, you want them to be happy, even if it's not with you. In divorce you always have regret ... We were married for a long time, so it's not like we didn't try.” They remain close friends and on good terms.

8 Sean Combs and Cameron Diaz

From 2008 to 2012, rumours suggest that Sean Combs and Cameron Diaz were in a hot and steamy relationship. They met at the Oscars and had an on-again off-again relationship for the next few years. Sean Combs is a hip-hop mogul and founder of the record label Bad Boy Entertainment. He has released several memorable albums, such as No Way Out, The Saga Continues and Last Train To Paris. Cameron Diaz has appeared in several films, such as Charlie’s Angles, Gangs of New York and Bad Teacher. The couple dated briefly and apparently it was hot and steamy to the very end. It was even reported that they were seen in public getting all hot and heavy like a pair of teenagers. However, the relationship ran its course and Diaz apparently ended the relationship. Both have since moved on but Sean Combs has expressed regret over the end of the relationship. In fact, rumours suggest that he was devastated when she began dating her now husband Benji Madden. He even admitted that Cameron Diaz is the one that got away. He once said, "If I could turn back time, things would be different."

7 Lamar Odom and Khole Kardashian

Khloe Kardashian is best known for her appearances with her family in the reality series, Keeping Up With The Kardashians and its many spin-offs. Lamar Odom is a retired basketball player best known for his time with the Los Angles Lakers. Khloe and Lamar met in 2009 and married roughly one month later. They quickly became one of the most talked about power couples. However, the relationship just didn’t work out and Khloe filled for divorce. Lamar seemed to be very upset and didn’t want the relationship to end. Later, he was found unconscious at a brothel and Khloe withdrew the filling for the time being. The divorce has since been finalized but before that happened Lamar kept hope alive when he said, "I love my wife. She'll always be my wife no matter what... even if we were divorced, she would always be my wife. Of course I hope it won't happen and I hope we can get back together again."

6 Amber Rose and Wiz Khalifa

Rapper Wiz Khalifa and model Amber Rose began dating in 2011. They quickly became one of the most talked about celebrity couples. Amber Rose appeared in several music videos for Ludarics, Nicki Minaj and Wiz Khalifa. She also appeared as a contestant on Dancing With The Stars. Additionally, She hosted The Amber Rose Show in 2016. Wiz Khalifa is best known for the singles, “Say, Yeah”, “We Dem Boyz” and “Black and Yellow”. Wiz and Amber married in 2012 and have one son together. In 2014, Amber Rose filled for divorce from Wiz Khalifa citing irreconcilable differences. The relationship and break up was very public. Soon after the divorce was finalized, Rose posted a heartfelt message to Khalifa on Instagram. She said, "We went wrong somewhere and even if we never ever get back together (Even tho I pray, dream and hope we do) he will forever be the love of my life."

5 Taylor Swift and Taylor Lautner

One would assume that Taylor Swift and Taylor Lautner would make the perfect couple. They’re both successful, beautiful and are both named Taylor. However, even that wasn’t enough to keep this couple together. Taylor Swift has dated many men and often writes personal songs reflecting on the relationship. However, she’s only ever apologized to one ex through her music and that was Taylor Lautner. Taylor Swift is one of the best selling solo female artists and has released several critically acclaimed albums, such as Fearless, Speak Now and 1989. Taylor Lautner is best known for his role as Jacob Black in the Twilight Saga. They started dating after working together on the film Valentine’s Day. The relationship didn’t work out and Swift dumped Lautner. However, she did express regret in the single “Back To December”, when she sings, 'It turns out freedom ain't nothing but missing you. Wishing I'd realized what I had when you were mine. I'd go back to December, turn around and make it all right.'

4 Aaron Cater and Hilary Duff

For Aaron Carter, Hilary Duff is the one that got away and he's clearly aware of that. Hilary Duff had her big breakthrough with her staring role on the hit Disney series, Lizzie McGuire. Additionally, she released several albums, such as Hilary Duff, Dignity and Breathe In. Breath Out. Aaron Carter has released the albums Oh Aaron and Another Earthquake. He also was a contestant on Dancing With the Stars. Hilary Duff was only 13 when she started dating Aaron. Both were teen idols on the verge of becoming household names. Rumours suggest that Carter cheated on Duff with Lindsay Lohan. However, even after all these years he seems to not be over her. Duff was married to hockey player Mike Comrie for several years and Carter often posted messages that clearly indicated he wanted her back. In fact he once Tweeted, "Don't be that stupid d**che that loses the love of your life forever, Like me..." Minutes later he continued his post by Tweeting, "I'll spend the rest of my life trying to better myself to get back to her. I don't care what ANY of you think."


2 Robin Thicke and Paula Patton

In 1991, Robin Thicke and Paula Patton first met at a club when he was 14 and she was 16. They danced that night but didn’t start dating until 1993. They married in 2005 and have one son together. Around that time they both started to experience wild success in their careers. Paula appeared in several films, such as Precious, Déjà Vu and Mission: Impossible-Ghost Protocol. Robin Thicke has released several popular singles, including “Magic”, “Sex Therapy” and “Blurred Lines”. It appears that the fame might have been too much for Robin and soon the relationship came to an end. Rumours suggest Robin was unfaithful and couldn’t say no to all of the temptations. Paula filed for divorce, which was finalized in 2015. Robin is clearly not over his ex as he released an album titled, Paula. He also said, "If you've been together that long, you kinda became adults together instead of being adults and then meeting. But maybe a year or two off, we'll become our own people without each other.” Robin Thicke seems to hope that he and his ex will get back together someday.

1 Zac Efron and Vanessa Hudgens

Zac Efron and Vanessa Hudgens had one of the most talked about and publicized relationships in Hollywood. They both had their big breakthrough with their roles on the hit Disney series, High School Musical. Vanessa Hudgens continued her music career by releasing the albums V and Identified. She also appeared in several films, including Sucker Punch, Machete Kills and Spring Breakers. She currently stars in the NBC series Powerless. Zac Efron focused on his film career and starred in Neighbors, Dirty Grandpa and Mike and Dave Need Wedding Dates. Zac and Vanessa started dating around 2005 while filming High School Musical The Movie. They dated for 5 years and many of their fans felt they’d last forever. However, this beautiful couple couldn’t survive either. In 2010, Zac apparently ended the relationship with Vanessa and not only broke her heart but also the hearts of their many adoring fans. Vanessa is now in a relationship with Austin Butler while Zac dated model Sami Miro. However, Zac and Miro split in 2016 and it turns out that Zac regrets breaking up with Vanessa. In fact, since he became single again Efron has reached out to Vanessa in an attempt to get back together. Vanessa was apparently happy to hear from Zac, but is in a very loving and happy relationship with Austin Butler.

Sources: teen, thestir.cafemom, essence

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15 Celebs Who Regret Breaking Up With Their Ex