When it comes to love (and sometimes lust) everyone has a type – even celebrities. Well sometimes they’re just like the rest of us and sometimes they’re a little less lucky in love… Just because someone’s famous doesn’t mean that they don’t make terrible decisions when it comes to dating.
Hollywood douchebags come in all shapes and styles, from your vintage-wearing hippy-loving musos to your military-inspired metro man to the Ivy League jocks sporting golf tees and minimal swag. Perhaps even the educated prepster gets the nod of the day or the gym junkie who throws it down in the middle of the room like it’s nobody’s business. These days it’s clear that everyone is allowed to date whoever they want to date and love who they want to love even if it comes at a cost.
Perhaps it’s true what they say and Hollywood does glamourize bad guys into the hot guys. In our opinion: some of the guys on this list have taken things a step too far. When they’re not cheating on their wives they’re doubling up on girlfriends and fiancées or just generally treating their better halves like crap. Thanks to this next batch of female stars, though, there doesn’t seem to be a thing as TOO douchey.
These famous ladies all seem to want to date a very specific type and apparently can’t get enough douchebags in their lives.
Without further ado, we present the Top 15 Female Celebs Who Only Want to Date Douchebags.
15. Kylie Jenner
We’re in agreement that this list sure wouldn’t be complete without the mention of at least one member of the Kardashian clan so first up is sister Kylie Jenner. Can you blame us when the girl has dated more than her fair share of dodgy counterparts…?
Young Kylie has been rumoured to have hooked up with not only one but several rappers in the past including the likes of Lil Wayne prodigy Lil Twist. The pair was first spotted together in Kylie’s hometown of Calabasas and the tabloids went crazy over their rumoured romance. Next up was none other than Justin Bieber, Jaden Smith and Miami rapper Stitches. He went so far as to reveal in an exclusive with In Touch magazine that he had been intimate with Kylie a few weeks after her 18th birthday. He went on to say “I did cocaine with Kylie and then slept with her – while she was in a relationship with Ty”.
14. Khloé Kardashian
32-year-old reality star Khloé Kardashian took to her website earlier this month to share some of her personal thoughts on common dating scenarios and dating rules she swears by. “I’m old-fashioned in a lot of ways! I don’t think there’s necessarily a right or wrong way when it comes to dating but I definitely have certain preferences,” revealed Khloé.
In an interview with US Weekly, Howard Stern asked if she had a type — considering her estranged husband, Lamar Odom, and current boyfriend, James Harden, both play basketball. Kardashian sibling replied “I guess. I mean, especially now that I’m athletic, I like athletes. I like to be active.”
13. Demi Lovato
“It’s a big responsibility dating me. Because I come with a little bit of baggage, you know?” tweeted Demi Lovato. Add her “baggage” to her penchant for dating douches and it’s a recipe for a dating disaster. Just ask Rob Kardashian or Trace Cyrus or Wilmer Valderrama.
Demi famously dated That 70s Show star Wilmer Valderrama on and off for the past 5 years and went through more than people go through in two decades. Scandal after scandal arose and with Wilmer’s reputation of hooking up with barely-legal girls; it was only a matter of time for dear Demi. According to a recent news report, Wilmer Valderrama was caught cheating on Demi with a close friend of hers over a string of indecent text messages ultimately leading to their break-up.
12. Angelina Jolie
“We come to love not by finding the perfect person, but by learning to see an imperfect person perfectly” says Angelina and that’s evident in her string of past relationships ranging from Jonny Lee Miller to Billy Bob Thornton to Brad Pitt.
Some might say her ultimate weakness in love is falling for her co-stars but we beg to differ. The beautiful mother of 6 may be involved in several humanitarian projects and missions from all around the world but sometimes her involvement in men have led her into some truly precarious situations. When it comes to the love life of the ever gorgeous and sultry Angelina Jolie it seems nothing is off the table. This includes douchebags, vials of blood, lesbian romances and bizarre date nights.
11. Cameron Diaz
Cameron Diaz is gorgeous, talented and living the American Dream complete with a muso husband, dogs and white picket fence. She’s known to be unapologetic about her love of men and sex and lives life following her own heart.
“I can’t even count how many times I’ve gotten on a plane for love. It’s not unusual in this business; my lifestyle demands it. I’m always traveling for c–k. You’ve got to go where it is” said Cameron in a sit down interview with Marie Claire back in 2015.
She rocked the headlines when she famously wed Good Charlotte’s own Benji Madden in a spontaneous wedding. But things weren’t always this perfect for Cameron as her string of hook-ups and past relationships left her brokenhearted and desperately single.
In her own words, Jennifer Lopez is a self-confessed “love addict.” She made the admission in January’s edition of Self magazine and the cover star went on to say that she finds comfort in relationships despite all the hardships and heartache she’s experienced over the years. She may consider herself a dancer first and foremost but the gorgeous Latina’s romances are the stuff of tabloid legends.
Her ex-husband Ojani Noa tried to sell off a sex tape of the couple from their honeymoon that didn’t even have any sex in it! Then P Diddy came along and they had a turbulent relationship that constantly made the papers and eventually ended with an assault charge and a gun. Enter fellow actor Ben Affleck and that ended amidst rumours of sordid affairs involving strippers and gambling.
“We just happened to be together at the birth of the tabloids, and it was like ‘Oh my God.’ It was just a lot of pressure,” she said in an interview with People’s Jess Cagle. “I felt like… ‘Okay, this is it.’ But sometimes I feel like what you think people are and how you see them when you love them is different than when they reveal later.”
“None of my ex’s are married or in happy relationships so it’s safe to say that I wasn’t da problem” declared RiRi on Instagram back in 2016. It seems that these days it’s still the case but the Pop star is still as unlucky in love as ever and perhaps her penchant for dating douchebags is the reason…
“I would love to go on a date. You don’t think that? I’m a woman. A young woman, vibrant, and I love to have fun. And I have too many v——s around me at this point. Seriously, all I want is a guy to take me out and make me laugh for a good hour and take my ass back home. He doesn’t even have to come up. All I want is a conversation for an hour. [But] no one asks. Trust me on that. I’m waiting for the man who’s ballsy enough to deal with me. I’m going to wait, though. You always find the wrong s— when you go looking” she told Vogue magazine and it seems these days RiRi is still single and ready to mingle. What you waiting for boys?
8. Halle Berry
Halle Berry might be 50 and fabulous but her string of exes leave a tale of heartbreak and disaster. We can’t imagine what makes the gorgeous actress look the other way when it comes to their downright douche ways. She’s been married three times over and it always ends in Hollywood heartbreak.
Soon to be ex-husband to the star, Olivier Martinez made the headlines when he assaulted Halle’s ex-boyfriend and father to her child during an argument on Thanksgiving. We’re willing to overlook the irony and turn the focus back on her string of douchebag exes.
“Too much of something. That makes a man feel like less of a man, which will start making you feel like you have to be less of a woman. The biggest mistake you can make is removing jewels from your crown to make it easier for a man to carry” says Halle philosophically on her Instagram feed. “When this happens, I need you to understand, you do not need a smaller crown… You need a man with bigger hands.’”
7. Kate Hudson
Unlike so many other celebs out there, Kate Hudson has a way of being refreshingly honest and you can count on her to always tell the truth. She tells it like it is and her outlook on life is contagious. Unfortunately for her she has been linked to a number of boyfriends and even a husband or two who are less than stellar when it comes to matters of the heart.
Some of her famous exes include Alex Rodriguez, singer Nick Jonas and even Lance Armstrong. These days perhaps it’s safe to say the pint-sized actress has a new type – rockers. Kate Hudson’s first marriage was to The Black Crowes frontman Chris Robinson and they went on to have a son before it ultimately led to divorce. She moved on to Muse singer Matthew Bellamy and while she tried to make the engagement last, it too ended and they went their separate ways. Kate later revealed that “despite not living like a ‘traditional family’ it’s better to raise children in a happy and an effective home.”
6. Pamela Anderson
Enter Pamela Anderson – MILF, PETA Ambassador and Queen of the Slow Run. She’s had a whopping 32 public relationships dating back from just 2013 and typically likes to date men younger than her by at least 2 years. Her list of conquests, we mean exes, include the likes of David Spade, Kid Rock, Criss Angel, Rick Salomon and of course Tommy Lee. These men come in all shapes and sizes and range from professional musicians to magicians but what they all have in common is that they’re Team Ex. For some, they have had two shots to make the relationship stick but alas even for Rick Salomon the relationship ended in divorce – twice.
Pamela Anderson was once quoted saying “I went to the Playboy Mansion one time and Smokey Robinson was there. And I was going through a divorce. And he just said, “I love you. You just keep on trying. You’re a romantic. Just don’t worry about it.” I thought, yes, I’m a romantic. That’s what it is. I’m not just making bad choices. Okay” in an interview with Parade Magazine back in 2015. Bad choices or bad luck, either way we couldn’t help but notice Pam’s appetite for Hollywood douchebags…
5. Iggy Azalea
When it comes to tattooing your lover’s name on your body we see it as a personal jinx and unfortunately for Iggy Azalea her love ink was nothing short of bad luck. Iggy decided to get A$AP Rocky’s name tattooed on her as a permanent declaration of love and the relationship didn’t last. How could it when the douchebag denied even dating her. Talk about a sneak peek into the kind of men Iggy chooses to date.
Next saw Iggy move on to NBA star Nick Young and that too ended in heartache. The 26-year-old Australian rapper revealed on social media that she caught Nick cheating, resulting in their shock split and the end of their engagement.
“I broke up with Nick because I found he had brought other women into our home while I was away and caught them on the security footage. I feel like I don’t even know who the hell it is I’ve been loving all this time,” she posted on Twitter. Later the world found out the news that Nick was expecting a second child with his ex-girlfriend and baby mamma. And what did the guilty infidel have to say for himself and his cheating ways? He tweeted about having to sleep on the couch. Poor guy – because, you know, he’s the victim here…
4. Selena Gomez
Selena Gomez has come along way in both life and love and is a far cry from the timid child star on Disney we were introduced to all those years ago. These days the gorgeous super star is releasing a new album titled Revival and has embraced the spotlight rather than shy away from it. She is one of the most followed celebs on Instagram today and has a new lease on life. Perhaps it has something to do with her recent public hook-up with The Weeknd?
Though things weren’t always so perfect for the child star turned pop princess as her tumultuous relationship with Justin Bieber made headlines across the world. From rumours of infidelity to emotional blackmail and abuse their relationship was rocky at best.
3. Katy Perry
Enter Katy Perry, the pop queen herself has kissed a girl, married and divorced a boy and soared her way up the charts in between. She hasn’t been lucky in love however and perhaps her taste in men is her real downfall. She’s prone to dating guys everyone suspects are jerks and most often than not they prove it to be true.
Some of her famous exes include John Mayer, Russell Brand, and Orlando Bloom. Russell Brand proved to be less than stellar when he asked Katy for a divorce over a text message. Katy wasted no time and was soon linked to John Mayer of all people. John Mayer is suspected player, so do not even get us started on him.
2. Taylor Swift
It’s safe to say that when it comes to Taylor Swift, she sure as hell doesn’t get love right on so many levels. She’s had more relationships than hit singles and that’s saying a lot for the Grammy-winning songstress. The blonde beauty has dated her fair share of douchebags and her list of exes includes none other than John Mayer, Joe Jonas and Jake Gyllenhaal.
“There are two different categories of love. The first category is called a fairy-tale. The second category of love is called just another lesson” proclaimed Taylor during a live performance at The Verizon Center back in 2010. “In fairy tales the bad guy is very easy to spot. The bad guy is always wearing a black cape so you always know who he is. Then you grow up and you realize that Prince Charming is not as easy to find as you thought. You realize the bad guy is not wearing a black cape and he’s not easy to spot; he’s really funny, and he makes you laugh, and he has perfect hair.”
1. Lindsay Lohan
Lindsay Lohan has never been known for reserving her affections, and her list of conquests, we mean exes, tell a story of its own. From Joaquin Phoenix to Wilmer Valderrama, Calum Best to Jason Segel, Jamie Dornan and Zac Efron to Jamie Burke and Colin Farrell, Lindsay’s list of exes is unparalleled. It’s been one hell of a ride and the last 15 years of the actress’s life has been rocky if nothing else.
The child star turned Hollywood royalty has always been upfront about her various dalliances and with her lovers list hitting a total of 36 partners, Lindsay’s love life has been an interesting journey. From the good, to the bad, to the downright shocking, Lindsay’s past is colourful at best. It seems to have a common thread of douchebags making the list as long as it is ugly.
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