12 of the most surprising celebrity couples of the 2020s so far

Rita Ora with Taika Waititi, Machine Gun Kelly with Megan Fox and Pete Davidson with Kim Kardashian.BSR Agency / Getty Images / Emma McIntyre / Getty Images for iHeartMedia / Paul Morigi / Getty Images

There have been several surprising celebrity couples since 2020.

The most recent shocking duo is Timothée Chalamet and Kylie Jenner, who have been reported to be seeing each other.

Insider rounded up 12 of the most surprising celebrity pairings of the 2020s so far.

The internet has imploded every time Pete Davidson has dated a new woman.

Pete Davidson kissing Kim Kardashian and hanging out with Emily Ratajkowski.Nicholas Hunt / Getty Images / NBC / Nathaniel S. Butler / Getty Images

Pete Davidson's love life has been a hot topic of conversation, dating back to his relationship with — and brief engagement to — Ariana Grande in 2018.

However, in the 2020s, the former "SNL" star has whipped the internet into a frenzy after being linked to "Bridgerton" star Phoebe Dynevor, reality star Kim Kardashian, and model Emily Ratajkowski.

His love life has even become a social media meme.

Last month, Davidson addr essed the intense public interest in his love life on the "Real Ones with Jon Bernthal" podcast.

"I think what happened was I became more known before the work was there," Davidson said. "I'm in my 20s and I've dated people, and for some reason, that is very crazy and interesting to people."

"I don't think that's that interesting. I've been in showbusiness for half my life. Almost for 14, 15 years on a national TV show, and in 12 years I've dated, like, 10 people. I don't really think that's that crazy but to some people, it seems very interesting," he added.

The comedian also complained that the viral reaction has overshadowed his work which "is a really shitty feeling."

Emily Ratajkowski's relationships in 2023 have also stirred the internet.

Eric Andre, Em ily Ratajkowski, and Harry Styles.Frazer Harrison / Getty Images / Karwai Tang / WireImage / Getty Images / Jon Kopaloff / Getty Images

Emily Ratajkowski has also stirred the internet with her recent relationships.

Earlier this year, the model and podcast host and comedian Eric Andre sparked romance rumors after they were spotted getting lunch together in January, and later vacationing in the Cayman Islands.

A few weeks later, Andre posted a nude photograph of the pair on Instagram for Valentine's Day.

Story continues

In March, Ratajkowski was spotted making out with Harry Styles on the streets of Tokyo, Japan.

Both the video clip of the kiss and the Instagram photograph became hot topics online.

Bill Hader and Anna Kendrick's relationship was a surprise to many.

Bill Hader and Anna Kendrick.Araya Doheny / Getty Images / Matt Winkelmeyer / Getty Images

In January 2022, People and several other media outlets reported that Bill Hader and Anna Kendrick had been quietly dating for over a year.

The pair had some shared history, having starred together in the Disney+ holiday movie "Noelle" in 2019.

Neither actor confirmed they were dating and by June of the same year, Entertainment Tonight reported that the pair had split.

Megan Fox and Machine Gun Kelly's relationship was not on anyone's 2020 bingo card.

Megan Fox and Machine Gun Kelly made their red carpet debut as a couple at the 2020 AMAs.ABC / Getty Images

Megan Fox and Machine Gun Kelly met while filming "Midnight in the Switchgrass" together in March 2020, and by May, the singer had released a music video with the actor stepping on his face with her bare feet.

MGK and Fox eventually went public with their relationship on July 28, 2020, by sharing a picture on Instagram. They later got engaged in January 2022.

While the pair initially seeme d like one of the most random couples of the 2020s, after reading multiple interviews about their relationship, they seem more alike than one would think.

Kourtney Kardashian and Travis Barker got married in 2022.

Kourtney Kardashian and Travis Barker.ANGELA WEISS/AFP via Getty Images

To the average fan, Kourtney Kardashian and Travis Barker's relationship seemingly came out of nowhere, but they have actually known each other for years.

Barker and Kourtney met in 2006 through the reality star's sister, Kim Kardashian. The Blink-182 drummer was dating Kim's then-boss Paris Hilton at the time.

In February 2021, the pair made their social media debut and have been together since, occasionally going on double dates with MGK and Fox.

In October of the same year, the celebrity couple got engaged and Barker and Kardashian did not waste much time before getting unofficially married in Las Vegas in April 2022. They legally married in Santa Barbara, California, in May 2022.

Shailene Woodley and Aaron Rodgers got engaged completely under the radar.

Shailene Woodley and Aaron Rodgers announced their engagement in February 2021.Evan Agostini/Invision/AP; Jeffrey Phelps/AP Images

Shailene Woodley and Aaron Rodgers were experts at keeping their relationship private.

In February 2021, a couple of days after media outlets started to report that the pair might be dating, the Green Bay Packers quarterback announced he was actually engaged.

Rodgers spoke about his engagem ent while accepting the 2020 NFL MVP award, saying: "It's an honor to win this award for the third time. 2020 was definitely a crazy year filled with lots of change and growth, some amazing memorable moments. 180 straight days of having my nose hair scraped, playing for very little fans or no stands the entire season. I got engaged."

Later that month, Woodley said on "The Tonight Show Starring Jimmy Fallon" that they had been "engaged for a while."

In July 2021, the "Divergent" star told The Hollywood Reporter that they kept the engagement a secret for months so they could "live in our little bubble."

Unfortunately, the couple split in April 2022.

Fans were surprised when John Mulaney began dating Olivia Munn.

John Mulaney and Olivia Munn welcomed their first baby in November 2021.NBC / Contributor / Emma McIntyre / Staff / Getty Images

The surprise at John Mulaney's new relationship with Olivia Munn was mostly due to the brevity between the announcement and his split from his ex-wife.

In May 2021, Mulaney and Anna Marie Tendler split after six years of marriage.

However, the same month, there were rumors that Mulaney had started dating Munn. Then, in September, the comedian revealed he was expecting a baby with Munn.

Appearing on "Late Night with Seth Meyers," Mulaney said that Munn and the baby helped "save me from myself" during his recovery from addiction after leaving rehab.

"I went to rehab in September, I got out in October, I moved out of my home from my ex-wife … Then in the spring I went to Los Angeles and met and started to date a wonderful woman named Olivia," the "Big Mouth" star said. "I got into this relationship that's been really beautiful with someone incredible. And we're having a baby together. I was nervous when I was about to say the n ews!"

People reported that the couple welcomed their first child, Malcolm Hiep, on November 24, 2021.

Fans were excited to see the 2000s it-couple Jennifer Lopez and Ben Affleck rekindle their relationship.

Jennifer Lopez and Ben Affleck in 2003 and 2022.Kevin Winter / Getty Images / Steve Granitz / FilmMagic

After almost 20 years of separation, Jennifer Lopez and Ben Affleck found their way back to each other in 2021.

The pair first dated in 2002 after filmi ng "Gigli" together. However, after getting engaged, the pair broke up in early 2004 before they could walk down the aisle.

In 2021, they rekindled their relationship, recreating moments from their 2000s relationship.

Lopez and Affleck finally got married a year later, having a private ceremony in Las Veg as before a second, larger wedding.

After so many years apart, news of their reunion was a surprise, but fans were still happy to see Bennifer back together.

Movie director Taika Waititi and pop star Rita Ora did not seem to have much in common when they were linked together.

Taika Waititi and Rita Ora in November 2021.Axelle/Bauer-Griffin/FilmMagic/Getty

Rita Ora said in a now-deleted Valentine's Day Instagram post in 2022 that she and Taika Waititi had known each other for "four years." However, to most fans, their relationship came out of the blue.

The dating rumors first arose after Ora posted on Instagram a photo of him cuddling her in 2021.

Then, their relati onship generated even bigger buzz in May 2021 after the Daily Mail published photographs of Waititi and Ora sharing a threeway kiss with Marvel star Tessa Thompson in Sydney, Australia.

Some fans even questioned whether the three celebrities were in a throuple.

The "Jojo Rabbit" director later told Sydney Morning Herald that the pictures were blown out of proportion and he was "doing nothing wrong."

The "RIP" singer also said to GQ Hype this year that the rumor that the three stars were in a "throuple" was "ridiculous."

"I think when some things are so absurd, and it's hard to fathom any sense of it, you just have t o ignore it," Ora said. "I've taken that approach for a lot of things, because you don't want to put energy towards something that's nonexistent. It's like trying to explain something that didn't happen means you're feeding into nothing.

Ora went on to say that the photograph just showed a bunch of friends "having a good time" rather than a secret relationship.

In January 2023, Ora confirmed during an interview on Heart Radio that she and Waititi had tied the knot.

After fans joked for years that Leonardo DiCaprio does not date women over 25, he reportedly dated 27-year-old model Gigi Hadid.

Leonardo DiCaprio and Gigi Hadid.Taylor Hill/FilmMagic; Mark Sagliocco/Getty Images

In recent years, Le onardo DiCaprio's love life has been the subject of jokes due to the age gap between him and the women he dates.

Some people have even suggested he breaks up with his girlfriends once they turn 25.

So, fans were surprised when multiple media outlets, including People, reported in 2022 that DiCaprio was dating Gigi Hadid, who was 27 at the time.

However, whatever relationship the pair had reportedly fizzled out by February 2023.

Neither the actor nor the model confirmed that they were dating.

Puerto Rican rapper Bad Bunny and model Kendall Jenner are at the top of their industries but no one saw this coming.

Bad Bunny is a rapper while Kendall Jenner is a model.Karwai Tang/ Chris Coduto/ Christopher Polk

Rumors about Bad Bunny and Kendall Jenner seeing each other began to swirl after the pair were photographed together by TMZ in February 2023.

While neither has confirmed their relationship publicly, Jenner was spotted in the crowd at Bunny's Coachella set in April, and they were also seen horseback riding together the same month.

Timothée Chalamet and Kylie Jenner are also rumored to be dating.

Kylie Jenner and Timot hée Chalamet.Lionel Hahn / Getty Images / Stefania D'Alessandro / Getty Images

Kendall's sister Kylie Jenner also appears to have a new surprising beau this year.

In April 2023, Entertainment Tonight reported that Kylie and "Dune" actor Timothée Chalamet were dating — but neither star has confirmed the speculation.

Needless to say, this one really blew up the internet.

Read the original article on Insider