Emily Ratajkowski Ex-Boyfriend: In July 2022, Emily Ratajkowski went through a split with her former husband, Sebastian Bear-McClard. They tied the knot back in 2018 and welcomed their son, Sylvester Apollo, into the world on March 8, 2021. Following their divorce, Emily opened up to Harper’s Bazaar about her newfound single life, expressing a mix of emotions from anger and sadness to excitement and joy.
For Emily, being single was a fresh experience. She admitted to feeling like a “pick-me girl” in the past, always seeking validation and struggling to define her own preferences. However, now she’s reveling in the freedom to explore her likes and dislikes without worrying about how she’s perceived by others.
Since her divorce, Emily has been linked with various people, embracing the dating scene and enjoying the journey of self-discovery. From her time before Bear-McClard to the present, let’s take a closer look at Emily Ratajkowski’s dating history.
Andrew Dryden (2013-2014)
In 2013, Emily Ratajkowski shot to fame with her appearance in Robin Thicke‘s “Blurred Lines,” marking her entry into the spotlight. Around that time, she began a low-key relationship with Andrew Dryden, who worked as a creative director and menswear buyer in Los Angeles. Despite their public profiles, the couple kept things relatively private. However, their romance fizzled out in less than a year.
When asked about their breakup in February 2014, Emily remained tight-lipped, even as rumors swirled at a Super Bowl party where she reportedly claimed to be single. Dryden also opted not to discuss the matter, simply stating, “Sorry, I don’t want to talk about it.”
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Jeff Magid (2014-2018)
From 2014 to 2018, Emily Ratajkowski was romantically involved with Jeff Magid, a musician based in Los Angeles. Their relationship began in December 2014 and lasted for about three years, during which they were reportedly even living together. However, things took a turn in January 2018 when they decided to part ways.
According to sources cited by the New York Daily News, although Emily and Jeff had been sharing a home in downtown Los Angeles’ Arts District, they hadn’t been living together for some time before their breakup. Despite their close bond, Emily preferred to keep their living arrangements low-key, although it was well-known among their circle of friends.
The insider revealed that Emily and Jeff were once inseparable, but Emily tended to downplay their relationship in public.
Sebastian Bear-McClard (2018-2022)
The breakup between Ratajkowski and Magid left many wondering, and it seemed that Sebastian Bear-McClard might have played a role. Just a month after splitting from Magid in February 2018, Ratajkowski surprised everyone with an Instagram announcement: she was married.
She revealed the news in her Instagram Stories, saying, “Sooo, I have a surprise, I got married today.”
Their romance seemed like a whirlwind, with insiders noting that Bear-McClard wasn’t a stranger, as he was part of their friend circle. Their son arrived in March 2021, adding another chapter to their story.
However, by July 2022, reports surfaced of their split, followed by Ratajkowski filing for divorce in September of the same year. Rumors swirled about Bear-McClard’s alleged infidelity, with sources claiming that communication between the two had dwindled, resorting to only speaking through their nanny.
The situation seemed tense, with Ratajkowski seeking a fresh start in a new apartment downtown, signaling the beginning of a new chapter in her life away from her ex.
Brad Pitt (September-October 2022)
In September 2022, rumors swirled linking model Emily Ratajkowski to actor Brad Pitt.
“They’re just getting to know each other,” a source spilled at the time. “Brad and Emily have been spending time together as friends. But there’s definitely a mutual interest and they’re curious to see where things might lead.”
They were spotted on a couple of casual outings, according to insiders who told People. The source shared:
“Brad was introduced to Emily through a mutual friend in the art scene. While there’s an undeniable attraction, it’s all pretty laid-back. She’s stunning, and they share a passion for art, so there’s plenty to chat about. They always have a good time together and stay in touch even when they’re not hanging out.”
However, by October, it seemed like their connection had cooled off. By November, Pitt had moved on and was reportedly dating his current girlfriend, Ines de Ramon.
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Orazio Rispo (October 2022)
In October 2022, amidst rumors linking her to Brad Pitt, Emily Ratajkowski was spotted in New York City sharing a kiss with DJ Orazio Rispo, suggesting they went on a date or spent time together at least once. Their connection was evident again in June 2023 when they were seen together, although not engaged in kissing this time around.
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Pete Davidson (November 2022)
Back in November 2022, rumors were swirling after a source spilled the beans to Us Weekly that Emily Ratajkowski and comedian Pete Davidson were an item. Apparently, they hit it off thanks to a mutual friend’s introduction.
According to the insider, Pete’s sense of humor tickled Emily’s fancy, and he admired her intelligence. They’d reportedly been hanging out for a few months. But by December, the buzz had simmered down, and another source confided to People that it was all in good fun. Turns out, Emily was content flying solo.
The insider emphasized that while Emily’s top priority is always her son, she’s not opposed to dating when the opportunity arises. She values her independence and, ultimately, decides she doesn’t see a future with Pete. It was a fun fling, but Emily preferred to keep things as they were.
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Jack Greer (December 2022)
In December 2022, photos surfaced of her locking lips with artist Jack Greer right outside her apartment.
Eric Andre (January-February 2023)
In early January 2023, Emily Ratajkowski was spotted strolling around Midtown Manhattan with comedian Eric Andre. Later that month, they were seen getting cozy and sharing kisses during a getaway to the Cayman Islands.
Witnesses described them as relaxed and happy together, enjoying each other’s company on the beach and at a bar, where they mingled with others. Around Valentine’s Day, Andre posted a now-deleted photo on social media featuring both of them in the nude.
However, Ratajkowski reportedly ended things with Andre shortly before the photo was posted, according to a source speaking to E! News in March.
Andre later explained in an interview with Rolling Stone that the photo was taken spontaneously during a moment of laughter and wine-drinking.
Despite the attention the photo received, he expressed concern for Ratajkowski’s safety and that of others at her level of fame, commending her for handling it with grace.
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Harry Styles (March 2023)
In March 2023, Emily Ratajkowski made headlines when she was spotted sharing a kiss with singer Harry Styles in Tokyo, shortly after his split from longtime girlfriend Olivia Wilde. Reflecting on the viral moment and the subsequent fan frenzy on social media, Emily described the experience as surreal. She shared in an interview with Spanish Vogue:
“It’s very bizarre to have certain experiences and then have the whole world know about them and comment on them. I’m just a person who’s gone from a three-year relationship to a four-year relationship.”
Emily acknowledged the curiosity surrounding her dating life after being in long-term relationships for so long. However, she emphasized that her focus remains on her son and her work, with romance being just a small part of her life.
Regarding the attention on her relationship with Harry Styles, Emily admitted she didn’t anticipate it. She reflected on the challenges of maintaining privacy as a public figure, particularly in the face of intense media scrutiny.
When asked about rumors of a feud with Wilde over Styles, Emily dismissed them as fictionalized female rivalry. Instead, she expressed sympathy for Wilde, hinting at potential conflicts with other actresses.
“It’s more of the same,” Emily remarked. “I feel bad for Olivia [Wilde] because she has had to suffer this situation on several occasions.”