Kendall Jenner and Ben Simmons Have Reportedly Broken Up (for Now)

Will they ever return to their favorite mall in New Jersey again?

Celebrity Sightings in New York City - February 14, 2019
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Just days after a flood of headlines speculated that they might soon be getting married, Kendall Jenner and Ben Simmons have reportedly broken up—for now, anyway. According to a “source close to the model” who spoke with People, the couple is currently “on a break. The relationship ran its course. She’s spending time with her friends and back to being in fun mode.” (Apparently, her last publicly documented outing with Simmons, at their date spot of choice—the Cherry Hill Mall in suburban New Jersey—does not fall under the umbrella of “fun.”)

The 22-year-old model and 23-year-old Philadelphia 76er were first rumored to be dating in May of 2018, though it wasn’t until this February, during an appearance on The Ellen DeGeneres Show, that Jenner confirmed she had been dating Simmons “for a bit now.” (Quite a few other unnamed “sources” were happy to confirm that Jenner was “very, very together” with her friends and fellow supers Gigi and Bella Hadid’s younger brother, Anwar Hadid, last October. However, by November, she’d proven her commitment to Simmons by flying to Philadelphia so that they could go on another famously mundane date.)

Neither Jenner’s nor Simmons’s representatives responded to People‘s requests for comment, though others who are reportedly familiar with the matter were happy to weigh in for them. On Wednesday, several told Page Six that Jenner and Simmons actually split a week ago, pointing to the fact that Simmons was apparently “partying solo” at the Hard Rock Hotel & Casino in Atlantic City when speculation about their potential marriage began. From the sound of it, though, Simmons was not, in fact, solo: The sources also said that he was celebrating a friend’s birthday, with a crew that included (gasp!) another “tall, super-sexy brunette.” (They also provided this amusing anecdote about their time at the “gentlemen’s club” Scores later that night: “Ben was at a center booth by the stage, but when the topless girls came to the booth, he had security send them away.”)

The marriage speculation, on the other hand, came from a much more official source: Jenner herself, who opened up about her relationship with Simmons in an interview with [Vogue Australia](, which she gave after FaceTiming Simmons and streaming a 76ers game he was playing in while finishing her hair and makeup. “For me, a lot of things are very special and very sacred, like my friends and relationships, and I personally think that bringing things into the public makes everything so much messier,” she said. “I’m very young and right now I feel like relationships aren’t always super-certain and I don’t want to bring too much attention to something if you don’t really know long-term [what it’s going to be].”

Seeing as she was in Australia for an event with Tiffany & Co. at the time, Jenner appears to have given those quotes in early April, when she was definitely set on keeping things private. “A relationship is only meant to be between two people, and the second you make it the world’s business is when it starts messing with the two people mentally,” she continued. “Like once everyone is let in, you’re letting all these opinions into your relationships, and I don’t think that’s fair.”

Still, she did deign to open up about marriage—though much more generally than the headlines would have you believe. When asked if she would one day work with Tiffany & Co. on an engagement ring, Jenner responded with a laugh: “Maybe. Definitely not now, but maybe one day.”

Related: Ben Simmons And Kendall Jenner’s Favorite Date Spot Is Apparently a New Jersey Mall

In Memoriam of 2019’s Celebrity Breakups

John Mellencamp and Meg Ryan have dated on and off three times over the past 10 years. Now, almost exactly a year after Ryan announced that they were engagement, the couple has reportedly once again called it quits.

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Ten years after they first met, and eight years after they married, the actress Niecy Nash and Jay Tucker have decided to divorce. “Our union was such a gorgeous ride,” they wrote in a joint statement posted to Nash’s Instagram.

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Almost exactly a decade after they got married in October of 2019, Christina Hendricks and Geoffrey Arend announced that they were separating via Instagram, writing, in part: “We will always be grateful for the love we’ve shared and will always work together to raise our two beautiful dogs.”

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New York Governor Andrew Cuomo and Food Network star Sandra Lee formally announced that their relationship had come to an end in late September, several months after they prompted rumors by selling their joint house in Westchester.

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Topshop heiress Chloe Green and Jeremy Meeks (formerly known as “Hot Felon” thanks to a viral mugshot that launched his modeling career) have officially split after two years together. The two share a one-year-old son, Jayden, but have reportedly been broken up for the past couple of months.

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After eight months of marriage and roughly ten years together, Miley Cyrus and Liam Hemsworth confirmed that they will separate. Cyrus was spotted with Kaitlynn Carter (ex of Brody Jenner) on vacation in Italy, which raised a few eyebrows, while Hemsworth has reportedly been spending time in Australia with family.


With just one year of dating under their belt, Trace Lehnhoff and Antoni Porowski decided to call it quits in August 2019. The Queer Eye star—who met the Flipping Out design associate via Instagram DM—confirmed the split to People.

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If Entertainment Tonight‘s source alleging that Brody Jenner and Kaitlynn Carter never legally married, despite holding a wedding ceremony in Bali in 2018, well, that may be for the best. The pair brought their five-year relationship to a close in early August.

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At the outset of August, Aaron Carter confirmed that his relationship with Lina Valentina, which lasted nearly a year, had come to an end.

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The Olympian skier (and upcoming American Horror Story star) Gus Kenworthy and actor Matthew Wilkas called it quits in July. Their relationship began in 2015, when Kenworthy slid into Wilkas’s DMs.

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Four years after Tom Hanks officiated their wedding, Allison Williams and Ricky Van Veen announced that they were separating. The actress and cofounder of College Humor and Vimeo had been dating for four years, after meeting at a viewing party for The Bachelor.

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“We know our relationship meant so much to so many people, especially trans folks, giving them hope that this kind of love is possible for them as well,” the actress Laverne Cox wrote in the caption of an Instagram announcing her breakup with Kyle Draper, her boyfriend of two years.

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Alas, the fact that 32-year-old Matthew Hussey is a relationship coach didn’t stop his relationship with Camila Cabello from ending over a year after they first met, on the set of the Today show.

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Bradley Cooper and Irina Shayk have done their best to keep their relationship private since they began dating four years ago, over the course of which Shayk gave birth to their daughter, who’s now two. In June, however, People reported that the pair has split—a turn of events that tabloids (and fans of A Star Is Born, which Cooper directed and starred in opposite Lady Gaga) have been predicting for months.

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Shanina Shaik and DJ Ruckus announced their separation in June, a year after they got married on a private island owned by Lenny Kravitz.

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Anna Camp and Skylar Astin announced their separation after two-and-a-half years of marriage. The couple began dating in 2013, shortly after starring together in Pitch Perfect, and married in October 2016. According to a statement from the former couple, there’s no scandal, and the “decision was made mutually and amicably.”

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In just a few short months, Bella Thorne has gone through not just one but two breakups this year. Two months after ending things with her ex-girlfriend Tana Mongeau in February, Thorne split from Mod Sun, her boyfriend of a year. The breakup appears to be amicable, though, as Thorne shared a selfie with the rapper on Instagram, along with the caption, “I will always love you. All good things must come to an end.”

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Demi Lovato has largely been staying out of the spotlight since she overdosed last summer, but in the past few months, she’s begun returning to the public eye, often in the company of Henri Levy, designer of the label Enfants Riches Déprimés. After four months of dating, which saw Lovato give Levy a puppy for Valentine’s Day, though, the pair has reportedly split.

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If you didn’t know that Rita Ora and Andrew Garfield were reportedly dating, you’re not alone. In any case, it’s apparently already in the past; their relationship, which seems to have begun in November, has “fizzled out,” according to the tabloids, which seem to have been the only ones aware of it in the first place.

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For the second time in five years, 44-year-old Ryan Seacrest and 26-year-old Shayna Taylor, who defended the E! host when he was accused of sexual misconduct, have parted ways.

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Two days after they ominously attended two different post-Oscars parties, news broke that the 41-year-old actor Zachary Quinto and the 29-year-old artist-slash-model Miles McMillan are no longer an item. Before that they’d been dating for nearly six years.

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It took two public cheating scandals for 27-year-old Tristan Thompson and 34-year-old Khloé Kardashian to part ways. Less than a year after the first, which broke practically at the moment that Kardashian was giving back to their daughter, True, Thompson’s alleged infidelity again returned to the spotlight. (This latest instance is unfortunately even messier, involving the Kardashians’ 21-year-old comrade Jordyn Woods.)

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Bella Thorne and the YouTube star Tana Mongeau announced that their year-long open relationship had come to an end on Twitter, with the latter noting that she will “love [Thorne] forever.”

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Adriana Lima has been making quite a few life changes as of late: The past few months have seen her both officially retire from the Victoria’s Secret Fashion Show and publicly make the decision to only take her clothes off if there’s a cause involved. In January, it turned out those changes had carried over to her personal life, too, following the announcement of her split from the Turkish writer and self-help guru Metin Hara, whom she’d been dating for the past year and a half. Her marriage to herself, on the other hand, appears to remain intact.

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The Disney Channel star Peyton List and the Shameless actor Cameron Monaghan first came together in 2017, when filming the film Anthem of a Teenage Prophet in a rather remote section of Canada, at which point they began dating. They then broke up in January, though you may still see them together, seeing as they’re still wrapping up the film’s press circuit.

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Ten years after his band, Phantom Planet, became forever associated with the unforgettable theme song for The O.C., lead singer Alex Greenwald began dating the actress Brie Larson. It wasn’t long before she gave him a shout-out in her Oscar acceptance speech and they got engaged, but unfortunately, not all things last forever: While they reportedly “remain close,” the couple has since called things off.

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Fittingly enough for the wealthiest person in the world, Jeff Bezos stands a chance to break the record for the most expensive divorce ever, following his split from MacKenzie Bezos (née Tuttle), which she and the founder, chairman, CEO, and president of Amazon announced on Twitter about a week into 2019.

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Lily Allen’s breakup with Meridian Dan, a grime MC from North London, not only marked the end of their three-year relationship but also, according to Allen, marked the first time she’s been single since she was 15.

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Shortly after breaking up with Lauv, aka the singer Ari Leff, the singer Julia Michaels shared her New Year’s resolution on her Instagram Stories. It read, quite simply, “no more dating narcissists.” Prior to that, the pair was thought to have been dating since last October, a month after they collaborated on the song “There’s No Way.”

Courtesy of @lauvsongs