We love it when we hear there’s a new couple in town. But sometimes, the most awkward pairs get together and we love it even more because it’s so entertaining to watch them have fun for a little while. Most of these couples don’t last and it’s not that surprising because of how awkward it was from the very beginning
From Taylor Swift to Blac Chyna to 50 Cent, we have seen all the crazy flings they have gotten themselves into. We can’t help but guess how long they are going to last. However, there have been some couples that have surprised us by lasting longer than we thought. I guess there really was something between the two and it just gives all of us hope.
These odd couples are the perfect example of opposites attract and making it work no matter what. But eventually, whether the spark wasn’t really there or the spotlight was too much to handle, the two decide to split up. Normally, these relationships are more like flings and usually occur in the summer. This sounds like something we can all relate to at some point of our lives.
It happens in real life and it happens in Hollywood. Sometimes you can’t help but fall for someone who appears to be the wrong one for you. At the end of the day, these celebs are just having fun and with all that money to splurge, why not do it in a big way.
So check out below the following 15 Shocking Celeb Couples that you forgot dated, or didn’t even know about it.
15 Kristen Stewart and St. Vincent
These two were first seen back in 2016, kissing and making out in Manhattan’s East Village. Kirsten Stewart and St. Vincent, who was linked to Cara Delevingne, weren’t that shy about their bonding that they debuted their relationship at a red carpet appearance, shortly after being spotted together. The couple looked really chic as they attended CFDA/Vogue Fashion Fund Show at the Chateau Marmont in Los Angeles. It did come off a little shocking when they appeared, posing by each other’s side, on the red carpet but then again, they seemed inseparable prior to the show. However, unfortunately for these in-love ladies, the fling did not last. But by the looks of it, it seemed like nothing fazed them as the two were already seen with different women after their split. St. Vincent was even seen hanging out with ex-girlfriend, Cara. These women move on fast, don’t they?
14 Malika Haqq and Ronnie from Jersey Shore
We know Ronnie from the MTV reality show, Jersey Shore, and we know Malika Haqq as one of the Kardashians’ best friends. But some people might know them from E!’s new reality series, Famously Single, where the two were seen hooking up. We first spotted them through social media as they began to put their relationship more out there but now we get to watch it all play out on the show. What makes it awkward is the two reality personalities broke up already which yes, it could make for some good TV. No one quite saw this coming, not even Malika herself as she would openly express her thoughts on the whole relationship on her Instagram and Twitter. Meanwhile, Ronnie was seen partying a lot and made people question, are these two together? Not every surprisingly, the two couldn’t make it work. Besides, being on a show called Famously Single is probably the best explanation on why they couldn’t make it work.
13 Cameron Diaz and Benji Madden
Cameron Diaz and Benji Madden first dated back in May 2014. When the public first learned about the two dating, it was odd to grasp as the two appeared to be complete opposites coming from different backgrounds. But just like with everything, you can’t judge a book by its cover. The following year in January, they tied the knot and people started seeing the sparks between the two. The actress, especially, continues to gush over their relationship no matter what people might think of it. “Nothing matters now that I have my husband,” she explained to Andy Cohen on his Sirius XM Radio show. “You realize like, ‘Oh right, this is what the real thing is, this is what real love is and this is what commitment and devotion is.” Diaz was famously linked to Justin Timberlake-seems like the actress has a thing for musicians-but to her, it’s way in the past. “I don't even remember any of that,” she said. “Like, that's the thing.”
12 Katy Perry and Orlando Bloom
Katy Perry and Orlando Bloom were one of our favorite couples as weird as it first was. The two were seen associating back in 2013 and rumors quickly spread. But it wasn’t until the Golden Globes in January when the rumors turned out to be true. The singer and actor were seen again talking but more flirting and we just couldn’t get enough of the cuteness. They were both seen at the hottest spots but nothing really confirmed of anything serious. It was actually at Coachella later that year, where they were seen walking, holding hands and basically acting like a couple. Fans were all over the new item. It seemed like the couple shared traveling and music in common because they were always spotted jetting off to a new destination for a music festival, giving all of us major FOMO. The two actually lasted longer than we thought but broke off their relationship earlier this year but remain as good friends.
11 Chelsea Handler and 50 cent
This unique pair dated briefly back in 2010. Chelsea Handler and 50 Cent definitely shocked the public when their romance was no longer private. As much as it was odd to recognize them as a couple, people loved them and Handler felt the same. “I thought it was kind of amusing that I would even be with 50 Cent,” she said. “I thought it was funny.” The comedian and rapper would share their thing for each other on social media and always entertaining their followers. Unfortunately, they did not last. The talk show host eventually opened up about why it didn’t work out on “The Howard Stern Show.” “We dated for a couple months and then we had a falling out," Handler explained. "One of his ex-girlfriends was coming onto my show.” She then mentioned how the rapper pointed out to her that his ex-girlfriend still had feelings for him. Chelsea pretty much didn’t have time for that and never spoke to him again.
10 Zac Efron and Michelle Rodriguez
No one even knew Zac Efron and Michelle Rodriguez were together because it’s just too weird to even think about. Like how, why, and since when? After just two months (not surprising) the two went their separate ways and the split was mutual in the end. The Fast & Furious star spoke in an interview saying she’s not the type to settle and couldn’t last for more than six months in a relationship. Looks like Rodriguez knows herself pretty well. But that doesn’t mean the sexy Latina isn’t affectionate with her partners. She was spotted with Efron showing major PDA in Italy and that’s when their fling was being questioned. Due to their different personalities and relationship goals, the pair did not last more than their hot summer fling. Michelle was open about not wanting to settle while Zac falls hard in relationships.
9 Ashley Olsen and Lance Armstrong
Like her sister (later on that one), Ashley Olsen has a thing for much, much older men. Remember when she had her secret fling with Lance Armstrong? Not only do we have our own thoughts about the former couple, but Armstrong’s friends did, too. According to a tell-all book about the cyclist, his friends kept trying to warn him about dating the youngin’ and afraid it would ruin his image, particularly his cancer work. But Armstrong did not let that stop him. The two were seen flirting late nights in New York City and finally decided to part ways when their sparks fizzled out. This was after Armstrong dated Tori Burch for a year in 2007 and before that, he was linked to Sheryl Crow for three years. After dating the Olsen twin for a bit, he jumped to dating Kate Hudson which turned out into a high profile relationship.
8 Mila Kunis and Macaulay Culkin
Long before Mila Kunis settled with former co-star, Ashton Kutcher, the actress was in a serious relationship with Macaulay Culkin. At first it was normal, but when you consider her love life now, it starts to not make sense. They were both 18 when they dated in 2001. But Kunis opened up in “The Howard Stern Show” in 2016 about the difficult times she dealt with while dating the “Home Alone” star. Although, Kunis was in the middle of her acting career, Culkin was already a child star and apparently, she found that hard to cope with. “He was huge because you couldn't walk down the street with him," the 32-year-old star revealed. She also explained she never believed in marriage. The two kept their relationship mostly private for the eight years they dated but broke up in 2011. The following year she began dating her now husband. The two married in 2015.
7 Cher and Tom Cruise
According to different sources, Tom Cruise and Cher met at a White House fund-raising event in the mid-eighties. Cher was 39 years old and Tom was just 23. But the singer was really expressive about her feelings for the actor and she still doesn’t hold back. “I was crazy about him,” she said on The Oprah Winfrey show in 2008. Based on her feelings for the Mission Impossible actor, it seemed like the two could have lasted longer than they did. “It could have been a great big romance because I was crazy for him,” she said. However, Cher explain how Tom was shy and was still adjusting to his new lifestyle. Of course, you can’t progress as a couple when one of them is still evolving and that seemed to be the case for these two. Eventually they broke it off, and soon after, Tom was seen with Mimi Rogers but divorced three years later.
6 Mary-Kate Olsen and Olivier Sarkozy
As said before, Mary-Kate Olsen and her sister, Ashley, seem to have an eye for much more mature men. However, Mary-Kate definitely takes the cake with her husband, Olivier Sarkozy. The two dated after meeting at a party in 2012. They got engaged in 2013 and married the following year. Mary-Kate explained how she’s not into guys her age because they’re not mature enough. As for Sarkozy, we assume he just prefers them younger, even though, sources say he likes how mature she is for her age. They have been together since so it seems like age is really nothing but a number. Sarkozy is 48 and Mary-Kate is 31 but met and dated when she was just 25. Earlier this year, it was reported that the two are ready for a new addition to the family. The Olsen twin has practice already of being a mother to his two children.
5 Taylor Swift and Tom Hiddleston
Taylor Swift is known for two things: her music and her boyfriends. However, her music is about her boyfriends so technically she’s known for only one thing. Swift went from being a regular girl dating to someone who just comes off as not knowing what they want. When she was linked to Tom Hiddleston soon after her split with Calvin Harris, people called it ridiculous like can she just be single? Apparently, being single wasn’t an option for the Shake It Off singer back then but now it seems she’s learned being alone isn’t a bad thing. The two dated for only three months but like with all her other relationships, her fans were obsessed, mainly, accusing the relationship being a “publicity stunt.” But Hiddleston did deny those rumors, although, you can’t deny that now way more people know who Tom Hiddleston is. He explained that it was the “limelight” that took a toll on their romance and they had to cut it short. Nevertheless, the actor looks back at his ex and calls her an “amazing woman.”
4 Rihanna and Leonardo DiCaprio
Not too long ago, two of the hottest figures in entertainment linked up and had everyone have a serious case of FOMO. When the world learned Rihanna and Leonardo DiCaprio were a real item, as in sexually and emotionally, people wanted to know every single detail about what they were all about. The two were spotted together, hanging out like young kids, in Coachella in 2016. That’s just one of the moments when we totally fell hard for Riri and Leo. Not only are they hot, but they are basically the same type of person. So it just worked regardless of it just being a fling. They’re both successful, have had their share in bad relationships and at the moment, they were just ready to have fun. We’re all for that. Unfortunately, they did not last but based on their relation, it could happen again and we’re secretly hoping it does.
3 Blac Chyna and Rob Kardashian
If you are not aware of the toxic relationship of Blac Chyna and the Kardashian brother, Rob Kardashian, then it’s safe to say you’ve been living under a rock. Not only are they really popular, but they purposely put themselves out there for the public to criticize. Especially with social media, everything was just on full display when it came to these two. They both first shared common friends coming from the Kardashian Klan but eventually sparked romantic interest. It would be okay if it wasn’t for the whole mix up between Blac Chyna’s ex-boyfriend, Tyga, and Rob’s baby sister, Kylie Jenner. As if that’s not confusing enough, Rob and Blac Chyna made sure to cause even more drama to make sure the public would never forget about them. Having a baby just recently was the cherry on top to their toxic partnership. They’re not together at the moment but based on the past, they could be getting back together because at this point, that’s just their relationship.
2 Katie Holmes and Jamie Foxx
No doubt, a recent odd one. These two haven’t even given us the satisfaction that they are officially together and it’s driving us crazy. News first broke about Jamie Foxx and Katie Holmes dating in 2013. A source, though, said the two are actually exclusive; they are just extremely private about each other. Holmes apparently was worried about all the public attention she would be getting for dating the actor and musician. Both were very calculated on their romance and the ways they can get away with it without having a big paparazzi frenzy. But they have been spotted a few times in New York, which Holmes travels from to LA for her daughter, Suri, whom she gave birth to while with Tom Cruise. However, playing this lowkey game did become exhausting for the pair that they both got more open in New York at a restaurant earlier this year. So it looks like the privacy and whatever else they’re doing is working for them.
1 Madonna and Tupac
Just this year, we discovered a letter written by rapper, Tupac, during his time in prison which was dedicated to his ex-girlfriend, Madonna. He explained why he had to leave which was due to racial differences. The letter was all honesty, a good one for talk. The two icons shared their romance back in 1992, three years before Tupac’s death. It was revealed by Madonna in 2015 and the world went crazy about the news. “But for me at least in my previous perception I felt due to my 'image' I would be letting down half of the people who made me what I thought I was,” the letter said. “I never meant to hurt you." The letter indeed revealed a lot about what their relationship was all about. It seems like not only were we shock to see them together but so were they, especially Tupac.
Sources: People.com; Dailynews.com
