When it comes to being a celebrity, one of the biggest elements that they need to get used to is that the paparazzi is going to follow their every move. That’s something that is especially true when it comes to whoever it is the celebrity decides to get their booty bumping on with.
There are many powerhouse couples in Hollywood that people know and love. But there is no shortage of couples that exist or have existed that will definitely leave you scratching your head.
Age is definitely just a number for several celebrities, including Courtney Stodden and Doug Hutchinson who started hooking up when she was 16 and he was 51. Kate Beckinsale may be nearing her mid-40s, but it’s a 22-year-old who is currently checking out her “underworld”.
Those aren’t the only relationships that are going to make you uncomfortable. There’s X-Factor judge Cheryl, who met her future husband Liam Payne on the show when he was 14. Though as you’ll read, Jason Momoa had been crushing on his wife, Lisa Bonet, since he was 8!
15. Madonna And Dennis Rodman
We’ve got a throwback relationship for this entry, but how crazy is it to think that Dennis Rodman and Madonna used to hook up? Rodman talked about their encounters in past interviews, including the fact that Madonna was adamant that she wanted to be pregnant with his child.
Considering Rodman’s crazy antics, including befriending Kim Jong Un, we’re sure it was probably a good thing that it never happened. Though when you consider Madonna has been with some of the biggest celebrities – including Warren Beatty, Tupac, Alex Rodriguez and Idris Elba, perhaps Rodman isn’t all too stunning!
14. Farrah Abraham And Brian Dawe
It shouldn’t come as a surprise that Farrah Abraham seems to absolutely love attention. But you may still be shocked that she faked an entire relationship with Brian Dawe so that she could appear on the VH1 show Couple’s Therapy.
“Farrah told me to lie to the network and tell them the relationship was real. I hesitated but reluctantly went along with it initially,” said Dawe on his Facebook page.
Dawe ended up not appearing on the show, leaving Farrah to appear even more awkward on television. Would you really blame him for electing to not attach his name to Farrah’s any more than he already had?
13. Katherine McPhee And David Foster
Katherine McPhee met David Foster when she was first coming under the public eye on American Idol. The two remained close friends and despite Foster being 68 and McPhee 33, the two have fueled rumors over the last few months that they’re knocking boots.
A large age-gap to say the least, but when talking to People, McPhee has been quick to defend herself. “I just have zero interest in talking about my personal life. I think it’s sometimes easier to talk about your personal life after it’s over; after it’s happened, but literally, I have zero desire…Here’s how I look at it: I’m not doing anything wrong, so whether people think it’s true or false, I don’t, you know, there’s nothing bad happening in my life, so people can just say whatever they want.”
12. Danielle Fishel And Lance Bass
Is there an entry on our list that is going to throw ’90s kids more than this one? We don’t think so! Long before Lance Bass was deciding it was guys he liked to pursue, he was trying to win over the affections of Danielle Fishel. Better known to all 90s kids as Topanga Lawrence from Boy Meets World.
The relationship did not last (obviously) and Fishel is now in a relationship with internet personality Jensen Karp, better known as Hot Karl.
We hope they still had some fun times, even if we’re sure neither of them saw how their future was going to unfold coming! When talking about his orientation, Bass stated “The thing is, I’m not ashamed – that’s the one thing I want to say. I don’t think it’s wrong, I’m not devastated going through this. I’m more liberated and happy than I’ve been my whole life. I’m just happy.”
11. Natalie Portman And Moby
Now, this isn’t to say that both Natalie Portman and Moby aren’t both incredibly talented in their respective fields. But did you know that the two of them briefly booty bumped in 2001?
We’re sure not many people do. Those who do, however, tend to be Star Wars fans according to Moby, who talked about their relationship to Spin magazine in 2008: “But as far as the very brief affair I had with Natalie, it’s made me the target of a lot of nerd wrath. You can’t date Luke Skywalker’s mom and not have them hate your guts.”
10. Lisa Bonet And Jason Momoa
Now Jason Momoa and Lisa Bonet are not the largest age-gap on our list, as Momoa is 38 and Bonet is 50. But you may find it a little unusual that Momoa had been crushing over Bonet for literally his entire life.
When talking about her on the James Corden show, Momoa revealed, “Ever since I was like, eight years old and I saw her on the TV, I was like, “Mommy, I want that one.’ I’m like, ‘I’m going to stalk you for the rest of my life and I’m going to get you. I’m a full-fledged stalker.'” He went on to say, “I didn’t tell her that until we had two babies, otherwise, I’d be creepy and weird.”
Bonet at the time would have been 19 and appearing on The Cosby Show.
9. Kate Beckinsale And Matt Rife
There are many women in Hollywood who are in their 40s but are still considered to be absolute dimes. Kate Beckinsale is absolutely one of those. It might help that her career has involved her kicking some serious ass in the Underworld series that started in 2003.
But considering her current boyfriend, Matt Rife, is 22 years old, something tells us he didn’t check out the original in theaters! Though perhaps her inviting him over to check out some of her work that predated him was one way to help break the ice.
The 22 year age gap is made all the more alarming by the fact that Beckinsale’s previous relationship was with director Len Wiseman who, like Beckinsale, is 44.
8. Evan Rachel Wood And Marilyn Manson
When talking about it in hindsight, Wood stated, “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.”
7. Courtney Stodden And Doug Hutchison
Now we’re not saying the relationship between Courtney Stodden and Doug Hutchison is the creepiest one on this list, but it very well may be. Hutchison started lusting over Stodden when she was 16 years old and he was 51, but don’t worry, Stodden’s parents approved of their relationship. Why? We don’t have a clue. Talk about some poor parenting decisions on their part. At least as far as many people are concerned.
They were even married when she was still 16. Their relationship has gone through several ups and downs, including a renewing of their wedding vows in 2016 and getting separated in January 2017. Which means that Courtney still may have no idea what it actually looks like to be in a healthy relationship.
6. Cheryl And Liam Payne
Liam Payne was certainly going to get the paparazzi following his every move once the band One Direction took off. But one thing that caught people’s eye, in particular, was his relationship with Cheryl Fernandez-Versini.
Cheryl was a judge on The X-Factor, the show that helped discover Liam when he was 14 years old. Which means we also have footage of their first ever meeting, which includes Cheryl saying, “I think you’re really cute. I think you’ve got charisma and you give us that cheeky little wink.”
5. Naya Rivera And Ryan Dorsey
From the outside looking in, there is no reason to believe that Ryan Dorsey and Naya Rivera shouldn’t be happy. I mean at least they aren’t 16 and 51 like another couple on our list.
But you’re going to be in agreement with us when we say the two definitely should not still be married. They nearly separated earlier in the year, but things got much worse for Rivera and Dorsey when on November 26th, Rivera was arrested.
4. Alanis Morissette And Ryan Reynolds
Ryan Reynolds clearly knows how to seduce fellow movie stars. Just look no further than his marriage to Scarlett Johansson, which only led him to then start to dating (and later marry/start a family with), Blake Lively.
Which may make you a bit stunned to hear that prior to those two bodacious babes, Reynolds was wooing the musician Alanis Morissette. Who knew he was with a brunette before two blonde bombshells? They started dating 2002 and were even engaged, but broke it off in 2007. Let’s just hope Alanis didn’t pull a Taylor Swift and start secretly insulting Ryan through her music!
3. Kim Scott And Eminem
Eminem (real name Marshall Mathers) falling in love and marrying Kim Scott the first time might make a bit of sense. The two were high-school sweethearts.
But as we’re sure you can tell from his music, their relationship was far from healthy. Which made it all the more shocking that after divorcing in 2001, the two got married again in 2006. Don’t worry though, they divorced again the same year. Talk about making the same mistake twice.
Making it all the more awkward is the fact that Kim has publicly insulted Mathers’ skill in the bedroom, so it wasn’t even the good loving that kept bringing them back together (not that it’d be an excuse!).
2. Britney Spears And Sean Asghari
Britney Spears was one of the biggest heartthrobs for many people who grew up in the 90s. That wouldn’t have been the case for her boyfriend Sean Asghari, however, who is currently only 23 years old and probably wasn’t crushing too hard in the last 90s.
The two seem to be very happy and considering Spears had her infamous flop with Jason Alexander, perhaps the age gap isn’t the biggest thing in the world. Especially considering Spears is still as steamy as ever. But the fact that he is a fitness model may also explain why she is able to stay in such incredible shape. We’re also sure she doesn’t mind if he wasn’t super aware of her huge public meltdown in the 2000s!
1. Jessica Lowndes And Jon Lovitz
We have to preface right from the start that this relationship was done as an April Fools joke. But the fact that the 27-year-old Lowndes and 51-year-old Lovitz knew they were going to garner a strong reaction is reason enough to land a spot on our list. Because really, just how weird would that be? Though it wouldn’t be the biggest age gap on our list, so perhaps it wouldn’t be as weird as they were hoping.
If we did want to give Lovitz some credit, we will point out that he did date former supermodel Janice Dickinson. The only downfall was that it was in 2004, which was after her prime had passed! In contrast, Lowndes’ highest-profile relationship came with Aaron Paul back in 2009.
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