A Look at the Most Unexpected Couples of 2019

While learning that Zooey was splitting from husband Jonathan Pechenik, who she shares two kids with, was definitely unexpected, the news that she was dating Property Brothers star was even more so. And the adorkable couple hasn’t been shy about their relationship, posting Instagram photos, attending his brother J.D.’s wedding together and publicly professing their love after meeting while filming Carpool Karaoke. (Talk about a pop culture mad libs.)

How did this shortlived romance between The Bachelorette fan-favorite (and finalist) and one of the most famous supermodels in the world start? DMs were slid into, obviously. 

How did this shortlived romance between The Bachelorette fan-favorite (and one of the frontrunners to be the next Bachelor) and the pop singer start? Flirty Instagram messages, obviously. 

Just days after announcing her split from husband of less than one year/on-and-off beau for almost a decade Liam Hemsworth, fans were surprised to see friends Miley and Kaitlynn, fresh off her own split from husband Brody Jenner, canoodling on a girls’ trip. 

After two whirlwind months, the pair split, with The Hills: New Beginnings star later opening up about the unexpected romance in an essay for Elle, though she never mentioned Miley by name. 

“This past July, I went on vacation with a female friend; the next thing I knew, I was in love with her,” Carter wrote. “Until that trip, it had never crossed my mind that I was even capable of loving a woman the way I loved her.”

After her breakup with Kaitlynn, Miley developed a close bond with longtime friend Cody Simpson, an Australian singer whose previously wooed Gigi Hadid and Kylie Jenner. 

The new couple weren’t shy about their relationship, engaging in a lot of PDA on social media, including going live on Instagram Stories (earning some backlash in the process), getting matching tattoos, Cody releasing a song about Miley, and The Masked Singer winner being by her side during and after her recent tonsillectomy surgery. 

Despite rumblings of a split, the two are still together, with Cody spending Thanksgiving in Tennessee and a source telling E! News, “Cody has been very supportive throughout her recovery and she is very happy with him. They are doing well together.”

While he’s not moving on quite as publicly as Miley, Liam has also entered a new relationship (and filed for divorce), as the Aussie is dating the Dynasty star, a fellow Australian.

“Both being Aussies, their love for the beach and the fact that they share careers has bonded them,” a source told People, who were first spotted together in October. “They are a very cute couple.”

Ironically enough,  when Maddison was on the Zach Sang Show a few months ago, she was asked to play a round of “F, Marry, Kill” with Hugh Jackman, Margot Robie and both Liam and Chris Hemsworth, and she answered, ”I want both of the Hemsworths. I’m gonna kill Hugh Jackman, I’m gonna marry Margot Robbie, because I would like to f–k her for life, and then I will f–k the Hemsworth brothers, but at the same time, both of them.”

But Liam’s romance with Maddison was seemingly shortlived, as he fueled romance rumors with Gabriella, an Australian model, after he was photographed introducing her to his parents in Byron Bay, with the group going on to enjoy a lunch together. 

Fresh off his split from Ariana Grande, the Saturday Night Live star made headlines for his romance with the actress who was 20 years his senior. 

Fresh off his split from Kate, Pete dated the Once Upon a Time in Hollywood… actress for several months over the summer, with her famous mom Andie MacDowell once saying, ”They have a nice relationship.”

Fresh off his split from Margaret, Pete made headlines for his romance with the 18-year-old model daughter of Cindy Crawford, with the duo being spotted out on dates in NYC and Los Angeles. 

So if 2019 proved anything, it’s that the 26-year-old comedian does in fact have BDE: Big Date Energy. 

After calling off her engagement with American Horror Story co-star Evan Peters and ending their five-year romance, the Scream Queens star was the first to move on with Garrett, with the new couple being spotted out holding hands on multiple occasions out and about in LA. While they’ve never publicly addressed their relationship, Emma and the Triple Frontier star are heading into the New Year stronger than ever. 

In 2013, Halsey just wanted cookies and Evan Peters.
In 2019, after his split from Emma Roberts, they made their red carpet debut as a couple on Halloween.
Moral of their love story? Dream (and tweet) big!

The singers were friends for years before they began their worldwide PDA tour, taking their kissing to the beach, the stage, Instagram and courtside. 

Sure, there are stranger things that have happened in 2019, but no one was expecting to see this celeb couple step out together. 

But low-key couple has recently sparked engagement rumors after Lily was sporting a ring on that finger when she attended he European premiere of Frozen 2 in November.

The “Summertime Sadness” singer dating Larkin, aka Sergeant Larkin, an analyst on A&E’s Live PD and the host of Live PD Presents PD CAM, is the most 2019 about 2019.

And in December, Lana made their romance Instagram official, posting a cute photo of the couple in which her new BF is kissing her head. The singer captioned the picture with a heart and orange emoji.

The country superstar’s fans  were shocked w hen she revealed on Valentine’s Day that she had married the NYPD officer in a top-secret ceremony, with the “Vice” singer later revealing they met when he was doing security during an appearance she was making on Good Morning America. 

“My girlfriends, the Annies, saw him and knew I might be ready to hang out with someone,” she said of their meet-cute. “They invited him to our show behind my back. They plucked him for me.”

The To All the Boys I’ve Loved Before breakout star and the Instagram model sparked romance rumors for month because confirming their relationship via, what else, social media. 

At E!’s People’s Choice Awards, Alexis gushed about her  “spontaneous” beau, telling us, “His heart is really that genuine. He has a heart of gold, and he’s that much of a dork in real life, too…he’ll chase me down the hall, it’s so funny.” Ah, who said chivalry is dead?

This most unexpected pairing quickly became the Internet’s most beloved and adorable pairing after The Mandalorian premiered on Disney+.