When Emily Ratajkowski split from her husband of four years, Sebastian Bear-McClard, amid claims that he was a ‘serial cheater,’ she did not let the sudden end to her marriage bring her down. Instead, the model, 31, has fully embraced the single life.
She has been spotted on a series of romantic dates and was caught locking lips with a slew of famous faces ever since she and Sebastian announced their relationship was over last July – including actor Brad Pitt, Saturday Night Live comedian Pete Davidson, and most recently, singer Harry Styles.
The 31-year-old and the Sign of the Times crooner, 29, were photographed sharing in a steamy make out session on the streets of Tokyo, Japan, last week – making the former One Direction member the latest to be added to the long list of guys on the brunette beauty’s dating escapade.
And while Emily has admitted that the constant attention surrounding her relationships has made it difficult for her – she confessed to things turning awkward after a guy she was seeing saw photos of her out with someone else a day later – it seems as though she is not trying to hide anything when it comes to her post-divorce dating life.
When Emily Ratajkowski split from her husband of four years, Sebastian Bear-McClard, amid claims he was a ‘serial cheater,’ she did not let the sudden end to her marriage bring her down
She has been caught locking lips with a slew of famous faces ever since she and Sebastian ended their relationship last July – most recently, she was seen smooching Harry Styles
As Emily’s latest fling with Harry sends shockwaves around the web, FEMAIL has broken down all of her romantic endeavors since her divorce from Sebastian. She is seen with Pete Davidson
The mother-of-one, who welcomed her son, Sylvester Apollo Bear, with Sebastian in 2020, has been pretty transparent about how much she enjoying the ‘freedom’ of not being tied down at the moment.
And despite being linked to so many different men recently, Emily has stated on multiple occasions that she’s ‘not looking for love’ and is enjoying the fun of ‘casually dating’ without getting ‘booed up.’
The star once explained that in the past, she would often rush into relationships because she was desperate to ‘be loved’ – so now, she is excited to ‘do her own thing’ after learning that she ‘doesn’t owe anything to any man other than her son.’
As Emily’s latest fling with Harry sends shockwaves around the web, FEMAIL has broken down all of her romantic endeavors since her divorce from Sebastian, and rounded up everything she’s said regarding her ‘casual dating’ stage – from her stance on having sex on the first date to exactly what she wants (and doesn’t) in her future man.
Getting around: Emily has been spotted on a series of romantic date nights and was caught participating in numerous make out sessions with a slew of famous faces since her split from Sebastian
Moving on: In late August 2022 – just weeks after news hit the web that she and Sebastian were over – Page Six first reported that Emily and Brad Pitt were ‘seeing each other’
That seemed to have fizzled out a few weeks after that, since Emily was seen smooching 35-year-old DJ Orazio Rispo during a romantic date night in New York City on October 17, 2022
Then, in early November, an onlooker claimed that they saw Emily and Pete ‘all over each other’ during a New York outing. They also attended an NBA game together
Since her split from Sebastian, Emily has certainly been enjoying life as a single woman.
She seems to have a new man on her arm every month – she was rumored to be dating Brad during September, she was seen kissing a DJ named Orazio Rispo in October, she was spotted ‘all over’ Pete in November, she was photographed sharing a smooch with an artist named Jack Greer in December, and embarked on a series of dates with comedian Eric Andre in January.
In late August 2022 – just weeks after news hit the web that she and Sebastian were over – Page Six first reported that she and Brad were ‘seeing each other.’
Days later, an insider confirmed to People that the pair was ‘spending a lot of time together,’ but added that the two ‘didn’t appear to be dating formally.’
That seemed to have fizzled out a few weeks after that, since Emily was seen smooching 35-year-old Orazio during a romantic date night in New York City on October 17, 2022.
On top of being a successful DJ, Orazio, who is the son of a luxury New York property baron, also owned and operated a record shop in Brooklyn, called Halcyon Record Shop, until it closed in 2020 amid the COVID-19 pandemic.
Then, in early November, social media erupted when an onlooker claimed that they saw Emily and Pete ‘all over each other’ during a New York outing.
At the time, Us Weekly reported that the model and comedian were ‘in the very early stages’ of dating.
By late December, she had seemingly moved on since she was seen making out with artist Jack Greer
But that didn’t last long either, because she was then photographed on a date with comedian Eric Andre on January 7, 2023.
Emily and Eric went on a series of outings together throughout January and February, and the writer even posted a sultry photo of him and the mother-of-one posing naked together
The outlet said that they ‘had been talking for a couple months’ after being set up by mutual friends, and that they ‘really liked each other.’
The two seemed to confirm their romance on November 16, 2022, when photographers caught them wrapping their arms around one another and sharing a romantic embrace outside of her West Village apartment.
The two also attended an NBA game together that month – but despite sources telling People that they were ‘going strong and getting more serious,’ Emily was pictured hanging out with Orazio again days after the basketball date.
On February 25, 2023, however, Emily left fans wondering if they had ended their romance when she shared a TikTok mouthing along to the words, ‘What should you do when a situationship ends? Start another one.’ She and Eric are seen on February 13
By late December, she had seemingly moved on from both Pete and Orazio since she was seen making out with Jack.
But that didn’t last long either, because she was then photographed on a date with Eric on January 7, 2023.
Emily and Eric went on a series of outings together throughout January and February, and the writer – who is best known for creating the Adult Swim comedy series, The Eric Andre Show – even posted a sultry photo of him and the mother-of-one posing naked together on Valentine’s Day.
On February 25, 2023, however, Emily left fans wondering if they had ended their romance when she shared a TikTok mouthing along to the words, ‘What should you do when a situationship ends? Start another one.’
And it seems as though she did just that. On March 9, 2023, Emily admitted that she had ‘started dating someone’ new on her podcast, adding, ‘I kind of like him’ – but unfortunately, she didn’t specify who the mystery man was.
Now, she’s been caught packing on the PDA with former One Direction member Harry.
Not interested in settling down: Despite being linked to many different guys recently, Emily has continuously insisted that she’s not looking for love and is just having ‘fun’ casually dating
Despite being linked to so many different guys recently, Emily has continuously insisted that she’s not looking for love and that’s she’s simply having some fun ‘casually dating’
Despite being linked to so many different guys recently, Emily has continuously insisted that she’s not looking for love and that’s she’s simply having some fun after spending years being in a relationship.
‘I’m newly single for basically the first time in my life ever, and I just feel like I’m kind of enjoying the freedom of not being super worried about how I’m being perceived,’ she told Variety in October 2022.
On an episode of her High Low with EmRata podcast, which came out in November 2022, the brunette beauty reiterated that she is ‘not looking for love’ so soon after her divorce.
‘I’m newly single for basically the first time in my life ever, and I just feel like I’m kind of enjoying the freedom of not being super worried about how I’m being perceived,’ she said
She also opened up about her stance on sleeping with someone on the first date.
She explained that having sex with a potential suitor makes her feel ‘more vulnerable’ around them, adding, ‘I think if you’re not ready to be vulnerable, that is a reason not to have sex on the first date.
‘I feel more [when I have sex with them]. If I don’t sleep with them, I think about them less. I can forget them in three days.’
Emily said she hates when when a potential suitor gives off the impression that he just wants to have sex, adding, ‘Even if they’re not the kind of guy who would say that out loud but you can just feel it – that’s a reason not to sleep with a man.’
She previously said in 2014 that she was a fan of casual sex, telling Cosmopolitan at the time, ‘If I want to have casual sex, I’ll do it.
‘I’m not the girl who will handcuff someone the first time I sleep with him. But I’m also not going to cry during sex because I think it is so romantic.
‘I feel lucky that I can wear what I want, sleep with who I want, and dance how I want, and still be a feminist.’
While chatting with the Today show, Emily couldn’t stop gushing over being single. She said it was ‘so nice’ since she ‘doesn’t owe anything to any man other than her son’
The model admitted that she was a ‘serial monogamist’ in the past since she was desperate to ‘be loved,’ but she’s now excited to ‘do her own thing’
While chatting with the Today show that same month, Emily couldn’t stop gushing over being single.
She said it was ‘so nice’ since she ‘doesn’t owe anything to any man other than her son’ – and joked that she’s now in her ‘b***h era.’
‘It’s so nice, honestly,’ she said, when asked about the latest phase of her life. ‘I don’t owe anything to anybody… other than my son, that’s my only man.’
The model admitted that she was a ‘serial monogamist’ in the past since she was desperate to ‘be loved,’ but she’s now excited to ‘do her own thing.’
‘I think it was a way for me to protect myself. I was entering a really crazy industry where now, I think we can accept there are a lot of predatory, scary men,’ she said of her previous love of relationships.
‘I think it was a way for me to feel safe. And also, I just wanted to be loved, honestly, and have that validation.
‘That’s not bad, but it’s really nice to be… I’m 31 and I have a little one and I have this career and I’m just doing my own thing.’
During a January episode of her podcast, Emily reiterated this sentiment, while speaking out about how much ‘fun’ she was having being single.
She explained that when she was in her 20s, she was ‘afraid of men’ and was often ‘super uncomfortable’ when she went on dates.
She said she often skipped the dating phase and went right into serious relationships, so she’s doing the opposite this time around.
‘When I was in my 20s, I was kind of too afraid of the world and afraid of men to really date,’ she told her listeners.
‘This has been kind of my first opportunity to date, and it’s been really a great experience. I’ve been trying to casually date and not get booed up.’
Dating in the spotlight: The model admitted that the constant attention surrounding her love life has made it difficult – and confessed to ‘attracting the worst men’ who try to ‘tear her down’
During a January episode of her podcast, Emily spoke out about the difficulties of ‘casually dating’ while being in the public eye
During a January episode of her podcast, Emily spoke out about the difficulties of ‘casually dating’ while being in the public eye, admitting that the constant attention surrounding her love life has been hard.
‘Any time I go on a date, everybody knows,’ she explained. ‘And the other guys I’m dating see it.
‘It has been kind of difficult because of course they’re like, “I didn’t talk to her last night,” and then there’s pictures of me out to dinner with someone else. It sucks.
‘They know exactly where I’m at even with things that I don’t necessarily want to share, and they don’t necessarily want to know.
‘So, that’s been a whole other aspect of just trying to keep things casual and also be cognizant of people’s feelings, and that’s been kind of tricky to navigate.’
She also said she has to be wary of men who may be using her for fame. She continued, ‘There’s been times where literally the first time that I’ve met someone, we spent two hours together, and there’s pictures on the internet.
‘My close friends will be like, “Dude, that guy’s stoked. He just got photographed on a date with you.”
‘Any time I go on a date, everybody knows,’ she explained. ‘And the other guys I’m dating see it. It has been kind of difficult.’ She is seen with Eric in February
‘And then that makes me feel gross. I wouldn’t want to be with somebody who is excited to be photographed with me, that’s not a good sign.’
During her podcast, Emily also said she thinks she ‘attracts the worst men’ who love to ‘tear her down’ because they don’t know how to handle a ‘strong woman.’
‘That’s what I hate with dating,’ she stated. ‘[Men are] like, “OK, yes, you’re special. You’ve done it.”
‘And they love it, and then slowly, they get emasculated and don’t know what to do with those feelings, and then they resent you.
‘They start to tear you down, and then you’re back to square one. And it’s so f**ked up and unfair.
‘I feel like a lot of men who truly think they want a strong woman actually don’t know how to handle it and what it means for their own identity.
‘I feel like I attract the worst men. Sometimes I’m like, “F**k.” Because I want a confident man.
‘But I don’t want an overly confident man who has something to prove and is trying to prove it through me. That is not what I want.’
Owning her sexuality: The star seemingly came out as bisexual amid her dating escapades, and revealed that she ‘doesn’t believe in straight people’
Emily seemingly came out as bisexual when she participated in a popular TikTok trend that showed bisexual women bonding over the fact that they all owned a velvet green couch
She responded to a video of someone asking if ‘a newsletter’ had been ‘sent out’ to all bisexual people telling them to buy the piece of furniture
Emily seemingly came out as bisexual when she participated in a popular TikTok trend that showed bisexual women bonding over the fact that they all owned a velvet green couch.
She responded to a video of someone asking if ‘a newsletter’ had been ‘sent out’ to all bisexual people telling them to buy the piece of furniture.
Emily shared a clip of herself sitting on a similar looking sofa, while smiling mischievously towards the camera.
She then spoke further about her sexuality to Harper’s Bazaar, admitting that she ‘doesn’t believe in straight people.’
‘I think sexuality is on a sliding scale. I don’t really believe in straight people,’ she told the outlet.
She then added of her TikTok, ‘My girlfriend came over and was like, “B***h, have you seen the green-couch thing?”
‘I want to be able to have fun with how I present myself in the world without feeling like I’m a bad feminist or a good feminist.’
She also posted a TikTok in November 2022, in which she lip-synced the words, ‘I would be with multiple men, also some women as well. Um, everyone’s hot but in an interesting way.’
Messy split: Emily and Sebastian, who married after only nine days together, went their separate ways in July 2022 – amid rumors that he was a ‘serial cheater’
Emily and Sebastian were first linked on Valentine’s Day in February 2018 – one month after news had hit the web that she had split from her boyfriend Jeff Magid after three years
Just days after their first spotting, news hit the web that they had tied the knot in a New York City courthouse on February 23, 2018. They are seen at the wedding
Emily and Sebastian, who is best known for producing movies Uncut Gems, Good Time, and Funny Pages, were first linked on Valentine’s Day in February 2018 – one month after news had hit the web that she had split from her boyfriend Jeff Magid after three years together.
At the time, the pair was spotted packing on the PDA in Los Angeles, California. It’s unclear how they met, but an insider told Us Weekly at the time that they had known each other ‘for years.’
In October 2020, the pair announced that they were expecting their first child together
‘Emily has known Sebastian for years,’ the source told the outlet. ‘They were all in a friend group. He wasn’t a stranger.’
Just days after their first spotting, news hit the web that they had tied the knot in a New York City courthouse on February 23, 2018.
Emily then confirmed the news via Instagram, writing, ‘Sooo, I have a surprise, I got married today.’
She later told Jimmy Fallon on his show, The Tonight Show, that she only took ’30 seconds’ to decide she wanted to marry the producer.
‘I thought about it for about 30 seconds,’ she joked. ‘It was a city hall courthouse wedding. I guess I didn’t know what I always wanted to do, which is maybe why it was so untraditional.’
The pair received a lot of backlash online for the whirlwind romance, and Emily later defended their decision to get married so quickly, explaining during an appearance on Busy Tonight that their relationship had been building for a long time before they started dating.
‘We knew each other for a long time before,’ she explained. ‘He likes to joke, “Yeah everyone thinks we got married quickly, but you vetted me for two years.”‘
In October 2020, the pair announced that they were expecting their first child together.
Their son, Sylvester Apollo Bear, was born on March 8, 2021, with Emily calling it the most ‘surreal, beautiful, and love-filled’ experience of her life on Instagram
In July 2022, news hit the web that Emily and Sebastian had split after four years together, amid accusations that the movie producer was a ‘serial cheater’
Sylvester was born on March 8, 2021, with Emily calling it the most ‘surreal, beautiful, and love-filled’ experience of her life on Instagram.
In July 2022, news hit the web that Emily and Sebastian had split after four years together, amid accusations that the movie producer was a ‘serial cheater.’
Emily later got candid about how she struggled to find the strength to leave her husband during an appearance on Dear Media’s Going Mental podcast with Eileen Kelly.
‘I didn’t have the courage to leave for a long time. I was really, really unhappy,’ she admitted.
‘I had just had a child, so I really wanted to have that family, so it was especially hard for me to totally walk away.’
Emily explained that the stress she felt from the relationship effected the way she treated her body, adding, ‘I was like 100 pounds, and I had just had a baby. I got really skinny because I was not OK.
‘I tried to take antidepressants. I was sure there was something wrong with me. I think so much of what I learned coming out of that relationship is to trust your instincts.’
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