Serial Daters: 15 Female Celebs Who Can’t Seem To Settle Down

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“Break up with your girlfriend, I’m bored.” Ariana Grande might be handing out relationship instructions, but they come from experience– a pattern of hooking up and splitting up is literally “Thank U, Next” with this girl.

It’s borderline addictive. Watching the rollercoaster of celeb relationships is almost as good as Netflix itself. We shouldn’t do it (but we totally do). The trainwreck that was Angelina Jolie and Brad Pitt.  Khloe Kardashian and Tristan Thompson. Even in the 2000s, we were obsessed with high-profile splits from Britney Spears, Jennifer Aniston, and Kim Kardashian.

Serial daters exist in the real world and they more than exist in the celeb world. The way Rihanna always seems single. The way Taylor Swift seems to date the biggest ever string of guys. They’ve all got the same thing in common. It’s called dating guy after guy (but never actually settling).

2018 threw us some pretty major weddings. Justin Bieber and Hailey Baldwin are now husband and wife. So are Nick Jonas and Priyanka Chopra. The very end of 2018 brought the same from Miley Cyrus and Liam Hemsworth, but not every celeb has gone down that route. Well, some have, but it didn’t last.

Dating. Splitting. “It’s complicated.” That one exists as a relationship status on Facebook for a reason. These 15 ladies all fall into the third. Their endless boyfriends, fiancés, and husbands have given us the biggest #Serial ever, and it’s time for a closer look. Here are 15 female celebs who just can’t seem to settle.


Ariana Grande: “Thank U, Next”

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Ariana Grande is basically running music. With that high ponytail dominating pop, the Sweetener singer seems to have it all. “Thank U, Next” might drop down in your autofill, but let’s remember that without Pete Davidson, there would be no “Thank U, Next.” Ariana told Vogue:

“I’m not a crushy person — like I don’t have crushes on people, I don’t know — but I left and I, like, jokingly said to my tour manager, ‘I’m marrying him. 100 percent. I’m literally marrying him.’”

Pete isn’t the only guy, though. Ariana has dated Big Sean, Ricky Alvarez, Graham Phillips, and Jordan Viscomi. This girl hasn’t even turned 26. With a #Single as her current trademark, those over-the-knee boots might be marching around solo, but remember, this girl is a serial dater.


Khloe Kardashian: Three Risky Basketball Players

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Nobody is making bigger headlines right now. Khloe Kardashian’s name now comes with a #JordynWoods, although Khloe’s baby daddy, Tristan Thompson is now her ex. The February 2019 cheating scandal that saw Jordyn admit to kissing Thompson as per her Red Table Talk interview basically became the story of the year.

“Tristan is equally to blame but Tristan is the father of my child. Regardless of what he does to me I won’t do that to my daughter. He has been addressing this situation PRIVATELY. If Tristan were to lie publicly about what conspired, then yes I would address him publicly as well”

As Elle reports, Khloe’s tweets have been vocal. Tristan isn’t the first, though. Before him came Khloe’s marriage to Lamar Odom, plus there was her relationship with James Harden. Both are basketball players. Both ended with cheating scandals.


Angelina Jolie: 43 Years Old, Six Kids, Three Divorces

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In 2017, Star landed itself a juicy cover. “My 12 years of hell with Angelina” was the reported story from Brad Pitt following his messy split, although it’s Angelina we’re looking at here. The “World’s Most Beautiful Women” as per Vanity Fair doesn’t half come with a portfolio.

12 years of “hell” with Angelina. “He realizes his relationship with Angie was toxic from the start.” Angelina has been married (and divorced) three times.

Angelina married Jonny Lee Miller back in the 90s. The marriage failed. Husband number two was Billy Bob Thornton. Despite a tattoo bearing Billy Bob’s name and them rocking up to red carpets with vials of each other’s blood, that too collapsed. At 43, Angelina Jolie is now once again divorced from Brad Pitt. She has six children. #SerialDater


Rihanna: Dumped Her Billionaire Boyfriend Because She “Gets Tired Of Men”

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Come to think of it, Rihanna always feels single. The singer and Fenty Beauty founder might have a power of a career, but she doesn’t come with a power man. JLO and A-Rod are a power couple. So are Kim Kardashian and Kanye West. For RiRi, though, it seems that handling fame comes solo (with serial dating).

In 2018, The Metro reported that Rihanna had “dumped” her billionaire boyfriend because she “gets tired of men.” The newspaper reports: “It was a good relationship, but now it’s over. Of course, Rihanna broke his heart. That’s what she does: break[s] men’s hearts. Rihanna just got tired of him. She gets tired of men sometimes.”

Rihanna previously dated Chris Brown (with a violent end). She has also dated Drake, Travis Scott, Leonardo DiCaprio, and Ashton Kutcher, as Elite Daily reports.


Taylor Swift: “12 Relationships And Their Songs”

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“12 relationships and their songs.” That was Billboard‘s headline in 2017 as the media outlet attempted to cover Taylor Swift’s relationships. This pop icon freely writes about her loves in her lyrics, although dating her runs with the risk of Tay-Tay airing the dirty laundry.

There’s a “Reputation.” Tay-Tay has dated Joe Jonas, Calvin Harris, Tom Hiddleston, Taylor Lautner, John Mayer, Cory Monteith, Jake Gyllenhaal, Harry Styles, Zac Efron, and more.

As Billboard reports, it’s a long string of guys for this singer. While Taylor’s older relationships are mostly forgotten, she continues to make headlines for currently dating Joe Alwyn. “I Knew You Were Trouble” is thought to be about Harry Styles.


Blac Chyna: Two Baby Daddies, Isn’t With Either Of Them

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Blac Chyna doesn’t go down without a fight. She “sued” the Kardashians when Rob & Chyna was axed, as per The Daily Mail. She’s also been making headlines with both of her baby daddies. The first is Tyga, while the second is Rob Kardashian. Hollywood Life also reports that Chyna speaks for herself.

“We went to court mediation and sh*t and I squashed it ‘cause I never wanted no money from Rob, ‘cause it was never about that, period. I have kids by two guys that f**king tricked me, whatever, and they don’t give me sh*t, no child support and I’m sick of that sh*t.”

In 2019, Chyna made headlines for dating (and splitting from) Kid Buu. She has also dated YBN Almighty, Future, Mechie, and Playboi Carti. Yes, this girl dates.


Jennifer Aniston: Single (But Fabulous) At 50

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Jennifer Aniston is defying everything. Age doesn’t seem to affect her (and nor do failed relationships). In 2018, In Style reminded the world that Jen is “doing just fine.” Clearly, people were questioning it. In 2005, this girl was making headlines for ending things with Brad Pitt. Another marriage to Justin Theroux came to an end in 2017.

Jennifer Aniston hasn’t just been married and divorced twice. A string of romances put this girl at #AlwaysHeartbroken, and we’ve got to admit, we feel for her. Vince Vaughn, John Mayer, Tate Donovan, Adam Duritz, and Paul Rudd are all included in Glamour‘s summary of Jen’s ex-boyfriends.

Jen has also dated Paul Sculfor (Cameron Diaz’s ex). There was also that rumored flame with Orlando Bloom back in 2007. While Jen is now 50, she remains as fabulous as ever.


Kourtney Kardashian: Scott Disick And 20-Something Male Models

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Nobody’s quite sure where Kourtney Kardashian is at. Or rather, who she’ll be dating next. With Scott Disick as her “on-off” guy up until 2015, Kourtney’s love life seemed pretty focused on one man. 2016 onwards changed everything, though. Despite being in her late 30s, Kourtney embarked on a relationship with Younges Bendjima. This male model is now 25 years old. As Cosmopolitan reported:

“It makes her feel good to have these hot, young guys who are interested in her.”

After the Younes split, Kourtney dated 21-year-old Luka Sabbat. Kourtney is 39. The couple split in 2019. Whether it’s flings or deep love, this girl is absolutely a serial dater. Kourtney appears single for the moment, but a girl this good-looking doesn’t stay single for long.


Paris Hilton: Engagements Get Called Off ($2 Million Ring Is “Mine”)

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Everyone from the Paris Hilton era has moved on. Kim Kardashian is now married and expecting her fourth child via a surrogate. Nicole Richie has kids. Even Lindsay Lohan has toned down her party ways. At 37, Paris Hilton remains single. She is, as it would seem, a serial dater. In 2018, Hilton’s engagement to Chris Zylka fell through, although her views on the ring were solid.

“It’s mine.” Paris straight-up said this to TMZ as she claimed her $2 million engagement ring from Chris Zylka was “free.”

Paris has also been engaged to Paris Latsis. Her dating portfolio includes Edward Furlong, Rick Salomon (and “that tape”), Simon Rex, Fred Durst, Nick Carter, Joe Francis, Chad Michael Murray, Benji Madden, and Josh Upshaw amongst others, as E Online reports.


Scarlett Johansson: Monogamy Isn’t “Natural”

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Scarlett Johansson is definitely an unusual breed. Once a blonde bombshell and muse to Woody Allen, this actress is now a superhero icon, a mother, and, as it would seem, a serial dater. ScarJo has been married twice. First, to Ryan Reynolds, then to Romain Dauriac. She aired her views on monogamy to Playboy:

“I think the idea of marriage is very romantic; it’s a beautiful idea, and the practice of it can be a very beautiful thing. I don’t think it’s natural to be a monogamous person.”

Currently dating Colin Jost, Scarlett may appear stable in her relationship, but she’s got the history. Jared Leto is an old flame. Joining him, as Famous Fix reports, are Kevin Yorn, Nate Naylor, Sean Penn, and a rumored relationship with Justin Timberlake. Black Widow definitely dates.


Lady Gaga: Always Engaged, Never Married

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Everyone was still getting over Lady Gaga’s engagement to Christian Carino when….nope, it was over. In 2019, Gaga is newly single following a short engagement that got fans raving, but no wedding will come. “It just didn’t work out. Relationships sometimes end…There’s no long dramatic story,” Gaga’s rep told People.

As Heavy reports, Lady Gaga comes with a string of men forming her relationship history. Before Carino, Gaga was engaged to Taylor Kinney, whom she called her “soulmate.” Luc Carl and Matthew “Dada” Williams were also boyfriends to the Joanne singer.

Speedy was speedily over. Before him came Robert Fusari. Heavy even questions if Gaga once had an encounter with Angelina Jolie, but this remains firmly at a rumor. As this singer enters her 30s, it seems that her love life isn’t quite as sorted as her career.


Nicki Minaj: Dates Guys Then Rips Them To Shreds, #BarbieDreams

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Nicki Minaj is bigger than ever. In 2019, Nicki reached 100 million Instagram followers. The self-proclaimed “Queen” is, indeed, ruling rap. While revealing outfits and snappy lyrics are this girl’s trademark, it’s worth noting that Nicki comes with a dating history. The pattern? She rips the guy to shreds on her tracks.

“Had to cancel DJ Khaled, boy, we ain’t speakin’.” Nicki’s “Barbie Dreams” track throws shade at Drake, Meek Mill, Eminem, 50 Cent, Desiigner, Nas, The Game, and Mike Tyson.

While it’s clear that Nicki didn’t date every guy on there, she has been in a relationship with Nas, Meek Mill, and a rumored flame with Drake. Nicki is currently dating Kenneth Petty. He comes with his own headlines (and they’re not the best). Nicki is in her mid-30s, but this girl isn’t settling.


Selena Gomez: The Biebs, The Weeknd, One Direction

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Selena Gomez once came as Justin Bieber’s lady. With The Biebs’ 2018 marriage to Hailey Baldwin (and that ill-received April Fool’s Day prank) though, the “Sorry” singer feels like old news when it comes to Selena. This girl is an odd one. While we now picture Selena as the grounded beauty that she is, we tend to forget that she’s a bit of a serial dater.

Selena has been “linked” to a string of guys, as Pop Sugar reports. Selena made her relationship with The Weeknd official in April 2017, although the couple has since split. Before The Weeknd, there was also Samuel Krost, Niall Horan (rumored), Zedd, Taylor Lautner, and Nick Jonas.

For a girl who is in her mid-twenties, that’s quite a portfolio. The “Fetish” singer doesn’t seem to have a specific type, although musicians do seem up there.


Katy Perry: Quite The Portfolio

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Katy Perry comes as a powerhouse of a celebrity. This singer pens songs called “Roar,” and it’s safe to say, Katy is a veritable lion. While critical acclaim has come easily to this girl, a steady love life hasn’t come so easily. Katy may be back with Orlando Bloom in 2019, but there were guys in between (and before).

“I think I broke up with Valentine’s Day in my 20s. It’s just so… pressure-filled. It’s not easy loving me…”

As Elite Daily reports, Katy is pretty hard on herself. Still, when it comes to considering Perry as a serial dater, the pictures speak for themselves. Katy Perry’s loves include Orlando Bloom, a marriage to Russell Brand, plus Johnny Lewis, Travis McCoy, and John Mayer.


JLO: Getting There, But It’ll Be Her Fourth Marriage

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It’s the biggest engagement story of 2019. The news that Jennifer Lopez and Alex Rodriguez are finally engaged basically broke the internet in the first half of March. A-Rod shared the announcement to Instagram, and it was shortly followed by a post from JLO. The ring is likely one of the biggest we’ve ever seen.

Jen will turn 50 in July 2019. Hard to believe, but it’s true. This girl will be walking down the aisle for the fourth time, though. Alongside her three marriages, Jen has dated Diddy, been engaged to Ben Affleck, plus there’s Casper Smart. A-Rod seems to be fourth-time lucky for Jen (at least, that’s what everyone hopes).

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