6 Celebrities Who Went Back & Forth Dating the Same Two People

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It’s not uncommon to hear about celebrity couples getting back together after one or both parties dated other people. Ariana Grande & Jai Brooks got back together after she briefly dated (and cheated on Jai with) Nathan Sykes. Miley Cyrus & Liam Hemsworth are back on rn, and they both hooked up with other people in their off season. And, of course, you know all about Justin Bieber‘s shenanigans in between dating Selena Gomez.

What’s a little more rare in Hollywood is something that’s only slightly different. Celebrities who ping-pong date; you know, like date Person #1, then Person #2, then Person #1, then Person #2. Some other people are occasionally peppered in there, but they’re usually of less importance. Here’s what we mean:

Nick Jonas

It's no secret that Nick ping-ponged between Miley Cyrus & Selena Gomez when they were all Disney Channel stars, but we'll remind you about it anyway.

~11 nights into June~ 2006, Niley became an item. The two even toured together when Miley was going by her alter ego, Hannah Montana! The relationship lasted for a year and a half before the twosome called it quits in December 2007.

Hot off his breakup with Miley, Nick started seeing Selena in February 2008. Nelena didn't last quite as long, though, as the pair split up the following February.

4 months pass, and who's Nick spotted with? Miley. The two were caught on a jet ski with each other off Tybee Island, where Miley was filming The Last Song (with future fiance Liam Hemsworth). Though the two never outright said they were back on, that didn't stop the Niley fans from shipping the crap out of them again.

Another few months pass, and Nelena's giving love a try once more. That's right, starting in December 2009, Nick & Selena gave it another go before finally ending things in March 2010.

Photo: WENN

Jamie Campbell Bower

It was a sad, sad day when JCB & Lily Collins ended their year-long relationship in 2013 just a few short weeks before the release of their film, The Mortal Instruments.

But Jamie's smiling face next to new girlfriend Matilda Lowther in early 2014 was almost enough to make your Jamily feels lessen. Almost.

Then, something magical happened: Jamie & Lily reunited in May 2015! Their Instagrams were so effing cute, but by October 2015, they stopped. Out of nowhere. W... T... F?

While we may never know what went down with Jamily, we do know that JCB has been back with his other love, Matilda, since at least March of this year.

Photo: WENN

Brooklyn Beckham

Chloe Grace Moretz herself said that she and Brooklyn have been on and off for years — since June 2014, actually — that became really clear in September 2015 when, after no breakup was announced, Brooklyn started dating French actress Sonia Ben Ammar.

Fast forward to January 2016, and Chloe & Brooklyn were spotted grabbing a bite to eat at the London hot spot Chiltern Firehouse, sparking rumors that the former couple got back together.

But that was short-lived, considering paparazzi snapped photos of Brooklyn & Sonia in a car together after a dinner date in February.

Then again, Brooklyn & Chloe, along with both of their parents, had dinner together in April, and have been taking cute Instagrams with each other ever since, so...

Confused? So are we.

Photo: WENN


It was May 2007 when RiRi & Chris Brown reportedly first hooked up. All seemed well and good on the outside... until March 2009. We don't need to go into detail about the infamous incident that left Rihanna battered and bruised, right?

*in walks Drake*

There have been so many reports of a supposed relationship between the two musicians, first starting in May 2010, then again in June 2011.

But, for some reason, Rihanna went back to Chris in October 2012. Why, girl? WHY?

Fortunately, she came to her senses, and has continued to be linked to Drake; the most recent time was in May of this year.

Photo: WENN

Scott Disick

The timeline of Scott's relationships is a little iffy. Depending on who you ask, fashion stylist Chloe Bartoli bookended the Lord's relationship with Kourtney Kardashian, while others say they OG hooked up "while on a break from Kardashian."

Nevertheless, the Keeping Up with the Kardashians stars had an on-again-off-again relationship, conceiving three children between 2009 and 2014.

Their relationship came to an abrupt halt, though, in July 2015, when he was spotted back in Chloe's arms again.

Photo: WENN

Dean McDermott

The actor and reality TV star was married to Mary Eustace for over a decade when he met and began having an affair with Tori Spelling.

Dean & Tori got hitched 3 months after his divorce from Mary was finalized... but that doesn't mean he was done seeing Mary.

In 2015, on Brandi Glanville's Unfiltered podcast, Mary said that, earlier in the year, "Dean, my ex-husband, apologized to me. There had been no apology for years and years and years. He came to my house, off camera, and I went into the kitchen to get him a coffee and turned around and he was right behind me."

When prompted as to whether or not he made a move, she said, "A little bit. Wouldn't you?"

Tori, of course, found out. But did she leave him? Nope, they're still married. Cool.

Photo: WENN

You can reach this post’s author, Kaitlin Cubria, on Twitter and Instagram!

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