8 People Lucky Enough to Have Been Linked to Cara Delevingne

Since she initially stepped onto the scene as a model, Cara Delevingne stole our hearts in the same way that Margo steals Quentin’s in Paper Towns. We’re not the only ones enchanted by those brows; the model-turned-actress has been breaking hearts on both sides of the pond since she’s come into the public eye.

When questioned about her sexuality, the actress has said time and again that she eschews labels and her love is person-specific. Most recently, she was linked to actress Ashley Benson, though the two reportedly split in April after two years of dating. Here are all the musicians, actors, and megawatt stars who have been linked to Ms. Delevingne over the course of her career.

Getty / Dave M. Benett

Jake Bugg

In the Winter of 2013, it was confirmed that Cara was in a relationship with up-and-coming British musician Jake Bugg. That same year, Cara became a full force on the fashion circuit, landing dozens of magazine covers, while Jake landed major US festival Coachella. Their busy schedules seemed to be the cause of their breakup.

Getty / Gabriel Olsen

Leonardo DiCaprio

It’s no secret that Leonardo DiCaprio has a strong preference for models of the moment, with Victoria’s Secret campaign archives reading like his little black book. But maybe that’s not Cara’s style. Rumor has it that Cara turned down an invitation from the actor to be his girlfriend (or at least go back to his hotel room) in Spring 2013 while both were at Cannes.

Getty / David M. Benett

Harry Styles

During the Summer and Fall of 2013, the fashion rumor mill swirled about Cara and then One Direction sensation Harry Styles. He did seem to eagerly hit up all of her September Fashion Week shows in support of the beauty. We wonder if that caused any rumored tensions later on down the line during his rumored relationship with Cara’s BFF Kendall Jenner.

Getty / James Devaney

Michelle Rodriguez

If their relationship was anything like this night at the Knicks game, we have a feeling it was a wild roller-coaster ride. The pair dated for several months in the first half of 2014. Michelle Rodriguez confirmed their relationship to The Mirror, saying, “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.” Coming from Michelle, you know Cara must be pretty badass.

Getty / John Lamparski

Jack O'Connell

The former Skins actor and Cara got together in late 2014 after getting close on the set of their film Tulip Fever. While neither ever confirmed or denied it, many fans took Cara’s Instagram post of Jack O’Connell’s (fans sussed that out by the identifying moles) possibly hickey-ed neck with the caption “Love bites ❤️ #fittybum” as all the confirmation they needed.

Getty / Jamie McCarthy

Miley Cyrus

Cara and Miley Cyrus have been seen together multiple times, sharing a French kiss on social media in 2013. They could be just friends – neither ever confirmed anything romantic – but it’s up for interpretation.

Getty / David M. Benett

St. Vincent

This could be Cara’s most serious relationship thus far. She gushed to Vogue magazine about how meeting St. Vincent led to a newfound understanding of the true meaning of love. The two dated for about 18 months from 2015 to 2016. One of their first public outings together was Cara’s home away from home, the Burberry show during London Fashion Week in September 2015.

Cara’s crazy fame and conflicting schedules were rumored to be the causes of their breakup. While both have moved on, they cite nothing but love and positive energy between them.

Getty / Craig Barritt

Ashley Benson

Cara then moved on with the former Pretty Little Liars star. The two were spotted kissing at Heathrow airport in London in August 2018 after meeting on the set of their movie, Her Smell. In June 2019, Cara and Ashley finally confirmed their relationship in honor of their first anniversary, and Cara even briefly opened up about their private relationship in an interview with Marie Claire. “We weren’t looking for it,” Cara said, referencing the first time she and Ashley met. “It was really just very authentic and natural.” However, by April 2020, People reported that they split and “their relationship just ran its course.”

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