11 Creepiest Celebrity Couples Ever!

When you have couples like Brad Pitt and Angelina Jolie or Justin Timberlake and Jessica Biel, it is easy to assume that all couples in Hollywood look gorgeous and perfect together! But not all couples in Hollywood make sense and some of them are downright creepy! We have created a list of 11 of Hollywood’s creepiest couples! These pairs made no sense together and they definitely freaked us out a bit!

11. Elisabetta Canalis and Steve-O

Elisabetta Canalis dated Hollywood heartthrob George Clooney for about two years before she fell into the arms of Jack Ass star Steve-O’s! Despite being known for his wild ways, Steve-O apparently broke up with Canalis because of her hard partying! It was probably a good thing that it ended because these two made absolutely no sense together and how they ever hooked up in the first place is beyond us!

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10. Bar Refaeli and Shaun White

Bar Refaeli is easily one of the most beautiful women in the world and Shaun White looks like a slightly better-looking version of Carrot Top! Apparently these two were dating. Refaeli and White were spotted together at the Maxim magazine’ 100 release party and they were also seen cheering Michael Phelps and the rest of Team USA on. Whatever happened, it seemed to play itself out quickly!

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 9. David Cross and Amber Tamblyn  

David Cross is best known for playing creepy and closeted Tobias Funke on “Arrested Development” and his wife Amber Tamblyn is best known for her role as Emily Quartermaine on the soap opera “General Hospital.” Cross, 49, is 19 years older than Tambyln and, just from looking at them together, something is making our skin crawl!

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 8. Hayden Panettiere and Wladimir Klitschko

Next to heavy weight boxing champion Wladimir Klitschko, Hayden Panettiere looks like a tiny little doll – or his daughter – and we’re not sure which is worse! Maybe they have a lot in common, but Panettiere and Klitschko look pretty mismatched. Panettiere is only like a third of Klitschko’s size!

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7. Billy Bob Thornton and Angelina Jolie

Angelina Jolie is considered one of the sexiest actresses on the planet and Billy Bob Thornton is known for his odd facial hair, so when these two hooked up the entire world was initially shocked! The couple soon began making people uncomfortable by wearing vials of each other’s blood around their necks and displaying their affection for each other at any public event they attended. Thankfully the relationship didn’t last long!

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6. Macaulay Culkin and Mila Kunis

Macaulay Culkin is best known as a child actor who fell off the grid while Mila Kunis is best known as one of the most attractive women of her generation. These two dated for almost a decade and everyone thought the pairing was odd, at best! However, in spite of any bad press that Culkin receives, Kunis has always had only positive things to say about him!

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5. Renee Zellweger and Jack White

Renee Zellweger and Jack White dated for a couple of years after meeting on the set of “Cold Mountain” and, considering that Jude Law was on that set, people have wondered how Zellweger ending up falling for White! No one really knows why the romance fizzled, but what we do know is that they looked incredibly creepy together!

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4. Lisa-Marie Presley and Michael Jackson

If you’ve ever seen Lisa-Marie Presley and Michael Jackson’s awkward – and possibly staged – kiss at the MTV VMAs, you know just how creepy this couple was! The short-lived marriage was viewed as a publicity stunt. Around the same time, Jackson was making headlines for being accused of sexual child abuse. Presley swears their relationship was based on love but the marriage only lasted a couple of years, so who knows!


3. Hugh Hefner and Crystal Harris

Hugh Hefner and Crystal Harris are easily one of Hollywood’s creepiest couples! Hefner is 87 and Harris is only 27 – that is a 60-year age difference! In 2011, Harris called off the wedding and started blabbing out her sex life with the octogenarian to various media outlets for money! To make the situation even worse, these two actually got back together and eventually tied the knot!

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2. Woody Allen and Soon-Yi

More than twenty years ago, Woody Allen and Mia Farrow were in a committed relationship when Farrow found out that Allen was conducting a torrid affair with her adopted daughter Soon-Yi. Soon-Yi was like a daughter to Allen and, after his relationship with Farrow fell apart, he went on to marry her. We think that Farrow and Allen’s son Ronan sums the situation up best! “He’s my father married to my sister. That makes me his son and his brother-in-law. That is such a moral transgression.”

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1. Courtney Stodden and Doug Hutchinson

Courtney Stodden was only 16-years-old when she married 51-year-old Doug Hutchinson. Since they married, Hutchinson has been labeled a “pedophile;” has been abandoned by his agent; and he has received death threats. These days Stodden seems to bear a striking resemblance to the late Anna Nicole Smith with her oversized breast implants and her bleach blond hair. Fortunately, the couple has legally separated but, since they are continuing to collaborate professionally while living together, the creep factor is still pretty high!

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Cate has a B.A. and an M.A. in English Literature and has been the Managing Editor of Fame10 for more than 6 years. Despite having a love for the works of Thomas Hardy, Leo Tolstoy and Lord Byron, she also has an intense fascination with pop culture. When she isn’t writing for Fame10, she’s planning her next big adventure in Southeast Asia.