15 Weirdest Celebrity Hookups That Actually Happened

We can't get enough of a celebrity love story. The reason why there are so many hookups every year (so much so that we can hardly keep up!) is because the truth is celebrities are more attractive, more interesting, more wealthy and have a higher status which makes them incredibly desirable. At star-studded events, put a group of celebs together with all that charisma and beauty and things are bound to get interesting.

Unfortunately, these hookups rarely work as showbiz expert Michael Musto told Time, "The central problem is that members of show business couples are competing in the same field, and their power balance keeps shifting as their careers wildly ebb and flow. Add to this scenario the fact that stars are often apart for long stretches of time—usually with attractive, available people—and the temptation to stray is generally far higher than in a setup between two office workers."

These brief romances didn't stand the test of time and we think there was one reason for that - they were just plain weird. We like to think celebs are just like us and have a certain "type" of person they want to date. But these following stars all threw the rule book out the window and enjoyed what we now can say are some of the bizarre hookups ever.

15 Ashton Kutcher and Rihanna


In 2012, shortly after separating from his then-wife Demi Moore, Ashton Kutcher enjoyed an 'eight-week fling' with Rihanna. The rumors were confirmed when Rihanna was spotted leaving his bachelor pad in the middle of the night - well that's one way to take your mind off a pending divorce.

An insider told The Sun, "The flirting began as soon as Rihanna and Ashton met and swapped numbers. That moved onto texts and arranging to meet. They snuck off to a Santa Monica hotel a few weeks ago. They are two single people having a fling, so thought it would be best to meet in secret."

It turns out this hookup was nothing more than a bit of fun as Kutcher moved on to start a relationship with his long-term friend Mila Kunis. The pair have since started a family and have two children together.

14 Fergie and Justin Timberlake 


Before the Britney-years, Justin Timberlake dated a very young Fergie from Black Eyed Peas. Fergie told Australia’s Courier Mail, "He was 16 and I was 23. It was before he got real heavy with Britney." He then ditched the Fergalicious singer and spent three years with Britney before things went sour. Timberlake then went on a single spree and dated Alyssa Milano, Cameron Diaz and Scarlett Johannson, all before settling down with his current wife, actress Jessica Biel.

Fergie met her husband Josh Duhamel 13 years ago and the against all odds their showbiz marriage has lasted almost eight years. Fergie told Oprah Winfrey her key to a successful marriage, revealing, "We're stronger today definitely because of anything difficult that's happened with us. We deal with it, we communicate; communicating's the most important thing."

13 Chelsea Handler and 50 Cent 


Comedian and chat show host Chelsea Handler is well-known for her outrageous behavior but her ex-boyfriend rapper 50 Cent said, "I love her out of control." His comment came shortly after he posted a picture to his own Instagram of Handler completely naked apart from her backpack, on top of a snowy mountain in sub-zero conditions.

Handler spoke to Piers Morgan during an interview on CNN, and she revealed, "He's a very sweet, nice guy. He's the complete antithesis of what you'd imagine. He's a sweetheart, he's great, he's funny, he has a great sense of humor."

Sadly in 2010, after just a few months of dating, the odd couple split, and 50 Cent placed the blame on his former flame, singer Ciara. He told Howard Stern that she just wouldn't stop calling him and this put a lot of tension into the relationship.

12 Emilia Clarke and Seth MacFarlane  


Queen of Dragons Emilia Clarke and Family Guy creator Seth MacFarlane dated for several months in 2012. The two were spotted hand in hand together as they walked around L.A and making out at celebrity events - but it was not confirmed until Clarke finally spilled the beans during an interview with Glamour.

The Game of Thrones actress revealed she became quite tired of the criticism she received for the relationship. She said, "A con is you have strangers giving you love-life advice like, 'I'm a big fan of the show, and I'm not sure what you're doing with that guy,' which I didn't react well to. That happened in New York when Seth and I were together." The pair split after one year together.

11 Natalie Portman and Moby 


Moby was on top of the world when he started dating Natalie Portman who is one of the most stunning actresses in Hollywood and also sixteen years his junior. The pair bonded over their passion for animal rights and their shared vegan diet but the pressure of dating such a well-known star became too much for the Porcelain musician.

He told Page Six, "I guess in some people’s eyes, (nerds) might be mildly sexy—and, as a nerd, I’m certainly happy to enjoy some of the effects of that. But as far as the very brief affair that I had with Natalie, it’s made me a target of a lot of nerd wrath. You don’t date Luke Skywalker’s mom and not have them hate your guts."

Since 2012, Natalie Portman has been married to French ballet dancer Benjamin Millepied and the couple have a 5-year-old son together named Aleph.

10 Mariah Carey and Eminem 


Two stars who don't have a nice word to say about each other are rapper Eminem and pop star diva Mariah Carey. The pair feuded longer than they actually dated and things became quite brutal. Mariah decided to parody an Eminem lookalike, who plays a stalker, for her music video Obsessed.

Eminem responded with a vicious hate track titled The Warning that revealed intimate details about their sex life, labeled her an 'alcoholic' and that he had to put up with her 'psycho a**' for six months. During his Anger Management tour, he also played voicemails that were allegedly from Mariah, who could be heard sobbing down the phone, "Why won't you see me? Why won't you call me?" Although Mariah's spokesperson claimed an "imposter" had left these voicemails.

9 Marilyn Manson and Evan Rachel Wood 


Westworld star Evan Rachel Wood hooked up with goth metal musician Marilyn Manson after starring in one of his music videos - their relationship was quite controversial. Shortly after Manson's marriage to burlesque model Dita Von Teese broke down, the 36-year-old Sweet Dreams singer hooked up with a then 19-year-old Wood - many speculated he had an affair with Wood and this was the cause of the split with Teese.

Wood revealed during an interview with The Daily Beast that the relationship was a mistake and she paid the price for it after receiving such a brutal public backlash. She recalled, "People were pretty mean. At the time I hadn't yet been exposed to that kind of cruelty from strangers. If people were wondering why I was acting so-called crazy or like a teenager, it's because I was. People go through phases. People make mistakes. People go through life and don't get it right every time."

8 Madonna and Michael Jackson 

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They were the King and Queen of Pop, so it made sense that Madonna and Michael Jackson would strike up a relationship together and become the ultimate power couple. Madonna told Rolling Stone, "I met him in the early '80s, (when) I saw him play at Madison Square Garden, and I was blown away. He was flawless. He was very shy, but it was a thrill for me."

However, according to Michael Jackson's close friend Flo Anthony, the Bille Jean singer called it a day when Madonna started to suggest re-styling him. He told New York Daily News, "The reason their relationship didn't stick was because she did an interview on TV saying she would like him to get a new look and she wanted to get him out of those buckles. He was livid that she criticized him on TV. I'm not sure, but I don't think he ever spoke to her again. He was mad as hell!" The pair split very shortly after.

7 Simon Cowell and Carmen Electra 


Carmen Electra's dating history includes NBA star Dennis Rodman, Jane's Addiction frontman Dave Navarro - oh, and Simon Cowell. After the pair worked together on Britain's Got Talent in 2012, they were spotted out on romantic dinner dates and heading to the same 5-star London hotels together.

She told Oprah Winfrey all about the night the multi-millionaire record executive won her over, she said, "He called me and he said, 'I’m having a party...' - he likes to have big, extravagant parties - ‘I’ll send a car for you if you want to come.' I said, 'Sure! I’d love to.'" She added, "He was so much fun. We went out one night and we were kissing, and the paparazzi saw us. That’s when all the rumors started."

The pair allegedly called it a day when Electra caught him cheating with his current live-in partner and mother of his son, Lauren Silverman.

6 Avril Lavigne and Brody Jenner 


It was one of the most bizarre hookups of 2012. Avril Lavigne started dating The Hills star and older brother to Kendall and Kylie, Brody Jenner. The Sk8r Boi singer decided to call it quits when the relationship got a bit too - well, complicated. Life and Style reported, "She wanted to settle down, but he wasn't exactly ready. They had been having problems starting in the summer with her tour because she was on the road all the time. It put a strain on their relationship."

In 2011, the pair were involved in a violent brawl that took place at the Roosevelt Hotel. Lavigne was left with a black eye, a bloody nose, scratches, cuts, and bruises, and Jenner required stitches as he was struck with a bottle. She later tweeted that she had nothing to do with provoking the fight in a post that read, "I don't fight. I don't believe in it. To clear things up I got attacked by 5 people last night out of nowhere. Not cool. My face is f*****" Hopefully the couple keep better memories to look back on than this night.

5 Ryan Reynolds and Alanis Morisette 


In 2003, Deadpool actor Ryan Reynolds and Ironic singer Alanis Morisette met in 2002 at Drew Barrymore's birthday party and moved in together a year later. The pair were happy together for four years before calling it quits.

Morisette told Access Hollywood, "(The divorce) was cathartic. Someone said very wisely to me the other day that catharsis doesn’t mean healing necessarily, and I thought, 'Damn! It’s true.' But catharsis is good to get it out of my system, for me to see with some clarity what’s going on."

Reynolds has since moved on and remarried twice. He spent three years married to Scarlett Johansson before that went south and then went down the aisle again with the mother of his two children, Gossip Girl star Blake Lively.

4 Cher and Tom Cruise 

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Cher is not one to hold back what she really thinks and she revealed during a chat with Bravo's Andy Cohen, "Tom Cruise is one of my top five former lovers." The Mission: Impossible actor was probably blushing when Cher was quizzed by Cohen about their fling that happened way back in the 80s. Other famous names that made Cher's list were Val Kilmer, Gene Simmons, Warren Beatty, Eric Clapton, Michael Bolton and Tommy Lee.

Cruise, who is 16 years her junior, met the Believe singer at a White House event and she told Oprah Winfrey, "He was shy. It could have been a great big romance because I was crazy for him." Sadly the romance came to an end as Cruise turned his attention to British actress Minnie Driver. Cher added, "Dating is a strange thing. Not every man who can be comfortable with me. (Dating) Cher is a hard thing and difficult for him to hold his place."

3 Edward Norton and Courtney Love  


According to a Twitter rant from Courtney Love in 2010, her ex-boyfriend, Fight Club star Edward Norton, lost her $300,000 after he allegedly told her to invest in a deal that never quite worked out. She has since corrected her tweet (likely following a stern letter from his lawyers) and she tweeted that she was wrong and he actually tripled her money.

She told New York Daily News, "I feel very bad. I have the greatest respect for Edward. He could be the President of the United States. I could be his drug czar - ha, ha." The couple started dating after they starred together in The People vs. Larry Flynt although Norton never publically confirmed the romance. The first rule of dating Courtney Love club, is you don't talk about dating Courtney Love club.

2 Ashley Olsen and Lance Armstrong 

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One of the weirdest hookups of all time was when Ashley Olsen started dating shamed former cyclist Lance Armstrong who is 15 years her senior. In 2007, the pair were spotted together enjoying an intimate date in New York City. An onlooker told the New York Daily Post, "Ashley drank red wine, sat on his lap and they were making out all night. They left together around 2 am." A separate source told People magazine, "Lance was hanging with her, definitely. (Olsen) was very flirtatious, and was sitting on his lap."

The relationship eventually died out as he moved on with Kate Hudson as many reported the age difference just didn't work for him. Clearly dating older men is a twin thing as her sister Mary-Kate married French banker Olivier Sarkozy who is 17 years her senior.

1 Kim Kardashian and Nick Lachey 


No, you don't have to rub your eyes - Kim Kardashian was actually dating Nick Lachey at one point. Although the relationship didn't end on a pleasant note as Lachey accused Kim of using him to boost her own celebrity profile. He told Details magazine, "Let’s just say this: We went to a movie. No one followed us there. Somehow, mysteriously, when we left, there were 30 photographers waiting outside."

In her book Kardashian Konfidential, Kim recalls her time spent dating Lachey was the first time the paparazzi showed an interest in her. She wrote, "It started when I went out on a date with Nick Lachey. Of course the paparazzi took pictures, because people were curious about who he was with."

So all this time Paris Hilton claimed she made Kim famous - it was actually Nick Lachey.

Sources: dailymail.co.uknypost.com

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