From teen pop sensations to singers, a look into 'Planet Sex' star Cara Delevingne's relationships
LOS ANGELES, CALIFORNIA: Cara Delevingne, despite her stardom and recognition, is not particularly open about her personal life, including those she has romanced over the years. Since becoming famous, the model-turned-actress has been the subject of several relationship rumors involving everyone from Jaden Smith, Harry Styles, Miley Cyrus and even Leonardo DiCaprio.
Delevingne is no stranger to dating in Hollywood. The out-and-proud 30-year-old has been outspoken about her pansexuality, and she has had a string of high-profile relationships with both men and women. Aside from reported flings, the model has only had a few major relationships. Here's a list of everyone Cara Delevingne has dated, including her most recent love.
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Jake Bugg
Cara's first public relationship was with Jake Bugg, a British singer. They began dating in November 2012, after being introduced by 'Poison' singer Rita Ora. The couple dated for five months before the model called it quits in April 2013. According to The Mirror, the brief relationship ended owing to their hectic commitments. "She weighed things up and with Jake's career taking off too, they didn't get to see a huge amount of one another anyway," an insider claimed. While Delevingne appeared unconcerned about the separation, Bugg apparently took it personally. "Jake is very upset. Cara is a great catch and lots of fun. She definitely won't have any trouble finding a replacement for him," said a source.
Miley Cyrus
Miley Cytus shared a selfie of herself and Cara kissing one other's tongues in 2013. The pop diva was on a hiatus from her on-again, off-again boyfriend, Liam Hemsworth, at the time, so it's plausible the two were more than acquaintances at the time, though neither side verified the reports.
Harry Styles
"Harry’s been chasing Cara nonstop," a source told E! News in September 2013. "He really likes her and has been saying that he wants to be exclusive with her." They didn't appear to stay together for long, however, Styles did see Delevingne walk the Burberry runway.
Michelle Rodriguez
Michelle Rodriguez, according to Bustle, confirmed she was in a relationship with Delevingne in early 2014. She reportedly said, "It’s going really well. She’s so cool. When we started hanging out, I just thought she was awesome, and we have the best time together. She’s hard though. You wouldn’t want to mess with her in a fight." They split up after only a few months, according to Cosmopolitan, because "Michelle isn’t as interested in being in the limelight. She thinks they have different priorities."
Jack O'Connell
According to E! News, Cara and Jack O'Connell began dating in late 2014. She also appeared to confirm their relationship status on Instagram, uploading a photo of all the "love bites" she'd given him.
St Vincent
Delevingne had a long and passionate relationship with musician St Vincent. According to Grazia, the two met in December 2014 during one of the singer's US tour stops and began dating soon after. The couple kept their relationship mostly private, but they were seen together in public occasionally, including at a Burberry fashion show and the Brit Awards red carpet.
Despite their low-key relationship, the couple remained committed. Delevingne, who was notoriously private about her relationships, gushed about her girlfriend to Vogue in August 2016, stating, "I'm completely in love… Before, I didn't know what love was — real love. I didn't understand the depth of it. I always used to think it was you against the world. Now I know the meaning of life is love. Whether that's for yourself or for the world or your partner."
In an unexpected turn of events, the couple split less than a month later, in September 2016. The model and St Vincent supposedly split owing to their busy schedules and the constraints of a long-distance romance, according to The Sun. While some breakups can be painful, the two have only had kind things to say about one another. "Dating Cara was a big part of my life," the singer told Grazia shortly after.
Ashley Benson
Cara was next linked to 'Pretty Little Liars' actress Ashley Benson in August 2018 when, as per People, the two were seen kissing at London's Heathrow Airport. Benson and the model supposedly met on the set of the film 'Her Smell' and hit it off right away. Benson and Delevingne's relationship status was not confirmed until June 2019, when the 'Suicide Squad' actress spoke to Marie Claire about their relationship. In terms of how their romance grew, the model stated, "We weren't looking for it. It was really just very authentic and natural."
Cara elaborated on their relationship in a September 2019 interview with Porter, stating Benson was the first person she hadn't pushed away in a relationship. "You can't push me away. I'm going to be nice to you, I love you. I'm just like, wait, so all I have to do is just let you be nice to me? Why have I never done that before? OK," she said.
Despite appearing to be in a good place, the couple split up in April 2020. People reported at the time that a source confirmed the news, stating that while they had their ups and downs, "their relationship just ran its course."
Jaden Smith
In February 2021, the couple was photographed celebrating Valentine's Day together at a Los Angeles restaurant. Smith greeted Delevingne with roses and a beautiful kiss, so it didn't look to be a friend-zone date.
Sienna Miller
In January, Delevingne and her closest buddy were caught "making out" at Temple Bar in New York City. Delevingne, Sienna Miller and their friends, according to Page Six, took up a corner table at the cocktail bar. According to an informant, they appeared to be "together." Despite that the actress also kissed a man at their table.
"It was like fluid friends. Sienna made out with this tall guy, and then she made out with Cara," an insider said, adding that Delevingne's sister Poppy was also present. “It was like a fun night out.”
Leah Mason
Delevingne is reportedly said to be dating Leah Mason, aka singer Minke, as of June. The two were photographed locking lips while on holiday in Portofino, according to The Daily Mail. While there isn't much information about their relationship right now, given the model's history of lovers, there's no saying how far Minke and Cara may go in the future.
In her new Hulu docu-series 'Planet Sex with Cara Delevingne,' the actress explores important themes about human sexuality, investigating subjects such as relationships, sex appeal and the prevalence of pornography.