15 Celeb Couples You Can't Believe Dated

The Celeb dating space is a weird one indeed. There are countless  stories about famous people who meet on the set of a movie, mingle backstage at a music concert or become friends at one of the numerous award shows that happen so frequently in Hollywood. Of course, when two famous people meet and decide to be a couple together, the odds are already against them. The reason is there are so many distractions and obligations in their busy lives that often prevent a healthy, long-lasting relationship. In the following article, we talk about 16 random couples that have dated in the past but couldn't make it last. There are several of these temporary hook-ups that will have you scratching your head and saying "Huh?!" See the list below ...

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15 Meagan Good & Joseph Gordon-Levitt

via: www.eonline.com

It’s pretty impossible to believe that these two young actors dated because it looks like they come from such different walks of life. They apparently met on the set of the 2005 movie Brick. They got the hots for each other and they dated for about 6 months. Meagan Good has the reputation for being a little bit of a bad girl, but she did get married recently in 2012 to DeVon Franklin – a stabilizing factor in her life. Franklin is a motivational speaker and is also the Senior Vice President of production of Columbia Pictures. Joseph Gordon-Levitt started out with a bit of a quirky persona due to his role on 3rd Rock from the Sun but has grown up to become one of Hollywood's sexiest bachelors.

14  Puff Daddy & Cameron Diaz

via: pixgood.com

This is one that’s pretty hard to fathom, but yes folks, it did happen. Between 2008 and 2012, P.Diddy was involved in an off-and-on fling with the sexy Cameron Diaz. They were reportedly very hot and heavy while their affair was going on, but alas it didn’t last. Diddy is currently hooked up with the sultry singer Cassie who’s way younger than him and Diaz has been going on pretty strong with the heavily tattooed rocker Benji Madden.

13 Mike Tyson & Naomi Campbell

via: www.lipstickalley.com

In the mid to late 80’s, boxer Mike Tyson was really flying high. He was the young unstoppable Heavyweight champ knocking out all his competition left and right. He was earning a lot of money and garnering a lot of publicity as well. And as you know by now, when money and fame are around, super models are not too far away. During this period, one of the flings Mike Tyson had was with British beauty Naomi Campbell. It was a relationship that only lasted a short period of time. Campbell apparently used to talk down to him (which isn’t surprising), and she was trying to get him into wearing designer clothes all the time. It was one of those matches that just wasn’t meant to be.

12 Sharon Stone & Christian Slater

via: www.filmweb.no

11  50 Cent & Chelsea Handler

via: www.all4women.co.z

Television personality Chelsea Handler is known for her unfiltered candor and brash honesty, so it wasn’t too surprising when the world found out she was dating the confident, ambitious and extremely wealthy rapper 50 Cent. The two met for the first time when he appeared on her show in 2009, and they ended up dating casually for a couple of months after that. When Chelsea appeared on the Piers Morgan show after the fling ended, this is what she had to say about the situation, “He’s a very sweet, nice guy ... I was sampling, kind of, the atmosphere, seeing what was out there, and I was satiated.”

10 Joshua Jackson & Rosario Dawson

via: br.eonline.com

This is another couple that you would never think of placing together. However in 2002, Joshua Jackson, stars of such shows as Fringe and The Affair, met Rosario Dawson at Sundance and initiated a relationship. They were together for about a year until the both of them decided to move on. Jackson is currently with the sexy actress Diane Kruger, and the most recent news is that Dawson recently adopted a 12-yr-old daughter. It seems that both of them are doing just fine.

9 Kylie Minogue & Lenny Kravitz

via: www.pinterest.com

This is one that happened all the way back in the 90’s, and this couple makes sense in a weird kind of way. Back then Lenny Kravitz was the super-chiseled, dread-locked singer who was considered as an undisputed sex symbol. Kylie Minogue was just coming off a break-up with INXS front man Michael Hutchence. It was a hot and heavy, short-lived rebound affair that came and went. From all the stories you read about Lenny Kravitz in the glossies, this is one guy that really doesn’t like settling down at all.

8 Val Kilmer & Cher

via: www.eonline.com

This is one relationship that goes all the way back to the 80’s, 1984 to be exact. Cher was already a well-known star and she was 14 years older than Val Kilmer – he hadn’t even really made his film debut yet. But all that would change when Kilmer would co-star with Tom Cruise in Top Gun later that year. In an interview with People magazine during their romance, Cher mentioned how she met Kilmer at a birthday party thrown for her by Meryl Streep, and she described how the relationship was “sometimes too intense and hot.”

7 Dolph Lundgren & Grace Jones

via: theredlist.com

We feel this one actually makes sense because the two individuals involved were both huge names in the 80’s. Dolph was in the popular Rocky movies and several other action films and Jones was a unique and distinct musician who marched to her own drum. The couple met when they were on the set of the Bond movie A View To A Kill, and they ended up being quite the “It” couple. But like so many other things from the ‘80’s, their love was a passing fad that couldn’t last.

6 Jewel & Sean Penn

via : maggiesfarmm.blogspot.com

Elite actor and humanitarian Sean Penn has been with many beautiful women in the past. Of course there was the early marriage to Madonna, then the marriage to the beautiful Robin Wright and now he’s currently dating the stunning actress Charlize Theron. However in between his marriage to Robin, he also dated the folk singer and songwriter Jewel for a year. Some other sexy ladies he’s rumored to have dated include the model Jessica White and Petra Nemcova.

5 Jessica Simpson & Billy Corgan

via: www.socialitelife.com

This pairing is another weird one that you would never put together. Jessica Simpson and Billy Corgan – frontman of the Smashing Pumpkins couldn’t be more different. But in the world of music, unexpected lines tend to cross. They became a little bit of an item in the tail end of 2009 when Corgan helped her with the soundtrack to a reality show she was filming for VH1. When he went on Howard Stern in 2012 for an interview, he mentioned that she was a really nice girl and that she liked him because he was very honest with her. He also added that no one got dumped in their relationship, they both mutually decided to go their separate ways.

4  Marilyn Manson & Evan Rachel Wood

via: www.aceshowbiz.com

When you really look at these two together, it certainly comes off as a modern day recasting of Beauty and the Beast. Rachel Wood and Manson met in 2007 at a party at the famed Chateau Marmont, and apparently she was drawn to his unique appearance and his penchant for rocking black eyeliner. She even described their relationship as “healthy and loving” and appeared in a video for his song “Heart-Shaped Glasses.” They split briefly in 2008, but got back together and were engaged in 2010. But they actually ended their engagement six months later that same year. It probably wasn’t meant to be.

3 Winona Ryder & David Duchovny

via: www.glamourmagazine.co.uk

The life of David Duchovny pretty much resembles the role he played in his debaucherous and X-rated show Californication. He is known to be a sex addict and a womanizer, and those problems were a big part of his break-up with his wife Tea Leoni. Did you know that in 1996, he had a fling with another serial dater Winona Ryder. Ryder is known for making the rounds as well – some of the names she’s been associated with in the past include Matt Damon and Johnny Depp.

2  Ryan Gosling & Sandra Bullock

via: www.huffingtonpost.com

This is one of those relationships that we would have loved to have worked because these two are some of our most favorite celebs around. The A-list actors met on the set of the 2002 movie Murder By Numbers, and they dated briefly following the movie. There is actually a funny story about this relationship. Apparently Hugh Grant, who is one of Sandra Bullock’s good friends used to refer to Ryan Gosling as “The Child” when these two were dating. This is because Bullock is 16 years older than Gosling.

1  Natalie Portman & Moby

via; www.askmen.com

You can notch this one a score for all the nerds out there. In 2001, electronic musician and all-around music geek Moby had a brief relationship with A-list actress Natalie Portman. In a weird way, we kind of see how these two would be able to find some common ground together – they both seem like they have calm and gentle spirits. When asked in an interview about the relationship, Moby said, “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.”

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