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Cara Delevingne and Ashley Benson (August 2018-April 2020)

Delevingne was next linked with "Pretty Little Liars" actress Ashley Benson in August 2018 after the two were spotted kissing at Heathrow Airport. Benson and the model met while working on the set of the movie "Her Smell," and allegedly hit it off right away.

Benson and Delevingne's couple status wasn't confirmed until June 2019 when Delevingne opened up about their relationship to Marie Claire. Regarding how their romance developed, the model said, "We weren't looking for it. It was really just very authentic and natural."

Delevingne further commented on their relationship in an interview with Porter in September 2019, revealing 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.

Though the pair appeared to be going strong, they went their separate ways in April 2020. A source confirmed the news to People at the time, saying that while they had their ups and downs, "Their relationship just ran its course."

Image Source: Getty / Bruce Glikas