HomeCelebrityCara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians...

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

If there’s one thing we’ve learned about Cara Delevingne’s love life, it’s that she’s all about making true connections with people. She’s dated celebrities like Ashley Benson and Jake Bugg throughout the years.

The blonde beauty is unconcerned with her sexuality being labeled. “When I mentioned my sexual mobility, many assumed I was gay.” “And I’m like, ‘No, I’m not homosexual,'” she said in 2017 to Glamour.

“A lot of my straight pals,” Cara said, “have such an antiquated way of thinking.” “‘So you’re simply gay, right?'” she says. They don’t comprehend it. ‘But you’re gay,’ people say when I say, ‘Oh, I really like this guy.’ ‘No, you’re so annoying!’ I exclaim. I don’t want somebody to be pigeonholed because they are in a relationship with a lady one minute and a boy the next. Consider what would happen if I married a male.”

Cara and Ashley were together from 2018 till 2020. Life & Style reported in May that the couple had broken up. “No one wanted it to be true,” a source close to the couple exclusively told Life & Style at the time. “They were a dynamic duo, and everyone enjoyed being around them.” This is why it’s so difficult.”

The two were said to be engaged in July of this year. Cara expressed her willingness to commit for the rest of her life when questioned. Yes, yes, yes, yes, yes, yes, yes, yes, yes, yeah, yes Always, by the way. She talked about her love life during the CTAM TCA Summer Press Tour for her Amazon series Carnival Row.

During her time with Ashley, Cara learned a few things and expressed what she believes makes for a long relationship. “Work, work, work,” she added at the time, “and the work really goes on when you’re in the nicest location I suppose.” “With all of these different love tales, individuals get to this horrible point because they didn’t put in the effort when things were nice. So, you know, it’s all about work. Work well, work hard.”

Cara had already been linked to other famous personalities in the entertainment business, including Michelle Rodriguez and Miley Cyrus, prior to her affair with the Pretty Little Liars member. She was most recently seen kissing Sienna Miller.

Continue reading to find out more about Cara’s dating history.

Jake Bugg

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

Cara and the British musician Jake Bugg began dating in 2013, after being introduced by mutual friend Rita Ora. Both of their professions were taking off at the moment, so they parted up to focus on work.

Cyrus Miley

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

Cyrus Miley shared a selfie of herself and Cara licking each 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 possible the two were more than friends for a period, though neither party verified the reports.

Michelle Rodriguez

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

Cara began dating Michelle Rodriguez the Fast and Furious actress the following year. The couple appears to have had a great time throughout their brief romance.

ALSO READ: Sebastian Stan Dating: The Age Gap Between the MCU Star and His Girlfriend Alejandra Onieva

Michelle told The Mirror six weeks after they started dating, “It’s going extremely well.” “She’s really cool.” I thought she was amazing when we first started hanging out, and we have the finest time together. She is, however, difficult. You wouldn’t want to get into a fight with her.” They broke up after six months together.

St. Vincent

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

Cara’s relationship with St. Vincent seemed to be her most serious before to dating Ashley. They were together from 2015 to 2016, and they were head over heels in love.

“I’m utterly smitten… “I didn’t know what love was before — true love,” Cara told British Vogue in 2016. “I didn’t realize how serious it was. I used to believe it was you vs the world. Now I understand that love is the meaning of life. Whether you’re doing it for yourself, the world, or your lover.”

ALSO READ: Jared Leto Dating: Plenty about Valery Kaufman, the girl he’s been secretly dating for years 

After a year and a half of dating, the former lovers broke up, albeit on good terms.

Ashley Benson

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

In 2018, Cara and the Spring Breakers star Ashley Benson started dating. The couple kept their connection low-key at first, but as their romance progressed, they began posting images of themselves getting intimate.

Cara said that she had never been completely vulnerable with someone until Ashley because their link was so strong. In September 2019, she told Porter, “I’d never genuinely let somebody in before, for fear of their leaving.” “I never felt worthy of trusting others, and I constantly pushed them away.”

‘You can’t push me away,’ she says for the first time. I’m going to be nice to you because I care about you.’ ‘Wait, so all I have to do is allow you be kind to me?’ I think to myself. ‘Why haven’t I done it before?’

They broke up in April 2020.

Sienna Miller

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

In January 2022, Cara and her best buddy Sienna Miller were reportedly seen “making out” at Temple Bar in New York City.

Cara, Sienna, and their friends reportedly took up a corner table at the cocktail lounge, according to Page Six. According to an informant, they appeared to be “together,” despite the actress also made out with a man at their table.

“It felt like being with fluid pals.” “Sienna had an affair with this big guy, and then she had an affair with Cara,” the insider said, adding that Cara’s sister Poppy was also present. “It felt like a good time.”

Cara and Sienna’s representatives did not immediately reply to a request for comment from Life & Style.

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Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

If there’s one thing we’ve learned about Cara Delevingne’s love life, it’s that she’s all about making true connections with people. She’s dated celebrities like Ashley Benson and Jake Bugg throughout the years.

The blonde beauty is unconcerned with her sexuality being labeled. “When I mentioned my sexual mobility, many assumed I was gay.” “And I’m like, ‘No, I’m not homosexual,'” she said in 2017 to Glamour.

“A lot of my straight pals,” Cara said, “have such an antiquated way of thinking.” “‘So you’re simply gay, right?'” she says. They don’t comprehend it. ‘But you’re gay,’ people say when I say, ‘Oh, I really like this guy.’ ‘No, you’re so annoying!’ I exclaim. I don’t want somebody to be pigeonholed because they are in a relationship with a lady one minute and a boy the next. Consider what would happen if I married a male.”

Cara and Ashley were together from 2018 till 2020. Life & Style reported in May that the couple had broken up. “No one wanted it to be true,” a source close to the couple exclusively told Life & Style at the time. “They were a dynamic duo, and everyone enjoyed being around them.” This is why it’s so difficult.”

The two were said to be engaged in July of this year. Cara expressed her willingness to commit for the rest of her life when questioned. Yes, yes, yes, yes, yes, yes, yes, yes, yes, yeah, yes Always, by the way. She talked about her love life during the CTAM TCA Summer Press Tour for her Amazon series Carnival Row.

During her time with Ashley, Cara learned a few things and expressed what she believes makes for a long relationship. “Work, work, work,” she added at the time, “and the work really goes on when you’re in the nicest location I suppose.” “With all of these different love tales, individuals get to this horrible point because they didn’t put in the effort when things were nice. So, you know, it’s all about work. Work well, work hard.”

Cara had already been linked to other famous personalities in the entertainment business, including Michelle Rodriguez and Miley Cyrus, prior to her affair with the Pretty Little Liars member. She was most recently seen kissing Sienna Miller.

Continue reading to find out more about Cara’s dating history.

Jake Bugg

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

Cara and the British musician Jake Bugg began dating in 2013, after being introduced by mutual friend Rita Ora. Both of their professions were taking off at the moment, so they parted up to focus on work.

Cyrus Miley

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

Cyrus Miley shared a selfie of herself and Cara licking each 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 possible the two were more than friends for a period, though neither party verified the reports.

Michelle Rodriguez

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

Cara began dating Michelle Rodriguez the Fast and Furious actress the following year. The couple appears to have had a great time throughout their brief romance.

ALSO READ: Sebastian Stan Dating: The Age Gap Between the MCU Star and His Girlfriend Alejandra Onieva

Michelle told The Mirror six weeks after they started dating, “It’s going extremely well.” “She’s really cool.” I thought she was amazing when we first started hanging out, and we have the finest time together. She is, however, difficult. You wouldn’t want to get into a fight with her.” They broke up after six months together.

St. Vincent

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

Cara’s relationship with St. Vincent seemed to be her most serious before to dating Ashley. They were together from 2015 to 2016, and they were head over heels in love.

“I’m utterly smitten… “I didn’t know what love was before — true love,” Cara told British Vogue in 2016. “I didn’t realize how serious it was. I used to believe it was you vs the world. Now I understand that love is the meaning of life. Whether you’re doing it for yourself, the world, or your lover.”

ALSO READ: Jared Leto Dating: Plenty about Valery Kaufman, the girl he’s been secretly dating for years 

After a year and a half of dating, the former lovers broke up, albeit on good terms.

Ashley Benson

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

In 2018, Cara and the Spring Breakers star Ashley Benson started dating. The couple kept their connection low-key at first, but as their romance progressed, they began posting images of themselves getting intimate.

Cara said that she had never been completely vulnerable with someone until Ashley because their link was so strong. In September 2019, she told Porter, “I’d never genuinely let somebody in before, for fear of their leaving.” “I never felt worthy of trusting others, and I constantly pushed them away.”

‘You can’t push me away,’ she says for the first time. I’m going to be nice to you because I care about you.’ ‘Wait, so all I have to do is allow you be kind to me?’ I think to myself. ‘Why haven’t I done it before?’

They broke up in April 2020.

Sienna Miller

Cara Delevingne Dating: Ashley Benson, Jake Bugg, and Other Actors and Musicians Have Been Past Lovers

In January 2022, Cara and her best buddy Sienna Miller were reportedly seen “making out” at Temple Bar in New York City.

Cara, Sienna, and their friends reportedly took up a corner table at the cocktail lounge, according to Page Six. According to an informant, they appeared to be “together,” despite the actress also made out with a man at their table.

“It felt like being with fluid pals.” “Sienna had an affair with this big guy, and then she had an affair with Cara,” the insider said, adding that Cara’s sister Poppy was also present. “It felt like a good time.”

Cara and Sienna’s representatives did not immediately reply to a request for comment from Life & Style.

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