Emily Ratajkowski's Dating History: Harry Styles to Brad Pitt

Yahoo

8 hours ago

Nobody embraces the single life quite like Emily Ratajkowski with her varied dating history of A-list flings and long-term exes.
The model, author, actress and activist, who first became a star in 2013 after appearing in Robin Thicke's 'Blurred Lines' music video, has had a closely-watched love life for years. However, her relationships made more headlines than ever before after her 2022 split from ex-husband Sebastian Bear-McClard.
One month after filing for divorce, ending her her four-year marriage to the film producer, Ratajkowski reflected on the heartbreak and new beginning in an interview with Harper's Bazaar.
'I can tell you that I have never been single before,' the model said. 'I feel all the emotions. I feel anger, sadness. I feel excitement. I feel joy. I feel levity. Every day is different. The only good thing I know is that I'm feeling all those things, which is nice because it makes me believe that I'll be OK.'
Soon, Ratajkowski embarked on a string of high-profile rumored flings from Brad Pitt to Harry Styles, marking an epic re-entry into the dating world.
That said, the proud mom of one has been candid about how hard it is to date in the public eye.
Ratajkowski revealed in a January 2023 episode of her High Low podcast, 'I've been trying to casually date and not get cuffed up, and it's been hard to do that and be kind of mindful of the people that I'm seeing.'
'Any time I go on another date, everybody knows. So the other guys I'm dating see it, and it has been kind of difficult because, of course, they're like, 'Didn't talk to her last night,' and then there are pictures of me out to dinner with someone else. It sucks.'
Here are all the men Emily Ratajkowski has dated through the years!
This article was originally published on March 2023.
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Dating rumors started to swirl between Ratajkowski and singer Shaboozey when they went out together two times in two days in Aug 2024.
They were spotted holding hands at a New York nightclub, and then Ratajkowski was spotted taking in his performance at Z100's annual summer bash days later, per Page Six.
They stepped out again on August 21 at another New York City event.
In April, Ratajkowski was seen on a dinner date the head of film at production company, A24, Noah Sacco, in photos obtained by DailyMail.
He and her ex-husband have an interesting connection considering her ex Sebastian Bear-McClard worked numerous times with A24.
Ratajkowski was seen locking lips with actor Stéphane Back in Paris, the city of love! In pictures obtained by Page Six in late 2023, the model and the Asteroid City actor were seen walking in the streets with wine glasses, having a steamy make out session and enjoying dinner at a restaurant together.
Things seemed to fizzle out soon after.
Ratajkowski and Harry Styles were caught on camera in the midst of a makeout session on March 25, in Tokyo during the singer's tour.
A few weeks later, the model said she 'just started dating someone' during an appearance on the Going Mental podcast but didn't give any names, saying only that, 'He's kinda great.'
However, the couple were never seen again. Ratajkowski did reflect on the viral photos in an April 2023 interview with Vogue Spain.
'It's very bizarre to have certain experiences and then have the whole world know about them and comment on them,' she shared. 'This is the first time in a long time that I've been in a dating stage. The invasion of private aspects is very hard for me.'
Ratajkowski was photographed on an NYC date with Eric André in January 2023 before enjoying a PDA-filled vacation in the Cayman Islands later that month amid a string of other dates.
Things got particularly hot and heavy with the duo on Valentine's Day when André posted a naked photo with a scantily clad Ratajkowski in the background to his Instagram account.
However, days later, she uploaded a video to her TikTok that seemingly confirmed their 'situationship' had ended.
'A gentleman never tells,' André told Howard Stern in May 2023 when asked about his fling with Ratajkowski. 'I must respect the privacy and boundaries.'
Another lowkey fling Ratajkowski allegedly had while enjoying the most of her single life was with artist Jack Greer. The two were seen kissing back in Dec. 2022.
Pete Davidson and Ratajkowski were first linked the end of 2022 when they were photographed together in NYC before having a very public date courtside at a Knicks game on November 27.
At the time, Us Weekly reported that the pair had been 'talking for a couple of months now' and that they 'both really like each other.' Their fling lasted for about a month, from Nov 2022 to Dec 2022.
DJ Orazio Rispo and Ratajkowski were first linked in Oct 2022, after being seen packing on the PDA in NYC. While it seemed to have been a brief fling, the two were seen together again in Feb 2023.
In September and October 2022, Brad Pitt and Ratajkowski were seen out together a few times and were reported to be 'casually dating.' However, their relationship quickly fizzled out.
Ratajkowski first debuted her relationship with Uncut Gems producer Sebastian Bear-McClard on Valentine's Day 2018, weeks before tying the knot at the end of February.
'Soooo I have a surprise,' she wrote via Instagram alongside a series of photos from her courthouse wedding. 'I got married today.'
Ratajkowski later revealed in a November 2018 appearance on Busy Tonight with Busy Phillips that she met her husband years earler. 'We knew each other for a long time before and he likes to joke 'yeah everyone thinks we got married quickly, but you vetted me for two years,'' she said.
Nearly two years later, they announced they were expecting a child, via Ratajkowski's Vogue video essay, and in March 2021, they welcomed a son named Sylvester.
The model seemed blissfully in love upon the release of her 2021 book, My Body, dedicating the book to her husband and son, writing: 'To my husband, for showing me how transforming love can be.
'To Sly, to whom this book is dedicated. While you grew inside of me, I wrote, hoping to become the best version of myself for you.'
However, in mid-July 2022, reports emerged that Bear-McClard had cheated on Ratajkowski, which the model appeared to confirm by liking social media posts about the alleged infidelity.
At the time, Us Weekly reported that the couple had split and were not on speaking terms. 'They're only speaking to each other through the nanny,' a source alleged. 'She isn't speaking to him because of his infidelity, he isn't speaking to her because he feels she was checked out of their relationship for the last year.'
In September, Ratajkowski officially filed for divorce.
The following year, the model opened up about wanting to leave her marriage sooner during an appearance on the Going Mental podcast.
'I didn't have the courage to leave for a long time. I was really, really unhappy,' she explained. 'I was, like, 100 pounds and I had just had a baby. I got really skinny 'cause I was not OK.'
She added that she 'really wanted to have that family' so found it 'especially hard' for her to leave the relationship.
Ratajkowski dated musician and music producer Jeff Magid quietly for four years after her split from Dryden.
Ratajkowski often appeared on Magid's Instagram and the duo were seen at Paris Fashion Week and Coachella over the years.
The reason for their split is unclear but Ratajkowski's swift rebound to Sebastian Bear-McClard reportedly left Magid blindsided.
In February 2018, a friend of his claimed to HollywoodLife: 'Jeff never saw this coming. He knew Emily was dating Sebastian, but he never in a million years expected her to marry him like this. Jeff and Emily only broke up a couple of months ago so no one saw this coming.'
Ratajkowski dated Los Angeles art director and menswear buyer Dryden from 2013 to 2014.
Per Page Six, Ratajkowski was heard telling people she is newly-single at a Super Bowl event in early 2014. Shortly after, the outlet asked Dryden about his relationship status with him replying, 'Sorry, I don't want to talk about it.'