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Cara Delevingne and Ashley Benson Were the Best Dressed Couple at Boss’ Milan Fashion Week Show

Cara Delevingne and Ashley Benson went on a dream date for many fashion lovers: The couple attended Boss’ Milan Fashion Week show and sat front row together. Both looked impeccable in light, tailored pieces. Delevingne was in a lavender suit, while Benson wore a cream trench dress for a springy aesthetic. The two held hands while arriving:

Jacopo RauleGetty Images

Jacopo RauleGetty Images

And at the show, Delevingne reunited with Carnival Row co-star Orlando Bloom. He brought his adorable dog Mighty as his plus one.

Stefania D’AlessandroGetty Images

Delevingne and Benson’s big date comes two days after Delevingne made headlines for responding to Justin Bieber ranking her as his least liked of Hailey Baldwin’s model friends. Bieber was on the Late Late Show playing “Spill Your Guts or Fill Your Guts” and claimed he only ranked her last after Kendall Jenner and Gigi Hadid because he didn’t know her that well. “Here’s the thing: let’s go back to it though,” he started. “I know Kendall the best. I’ve spent the most time with Kendall, you know, she’s a good friend of ours. I haven’t spent a lot of time with Gigi and I haven’t spent a lot of time with Cara so I have nothing against those people. It’s just I have a better relationship [with Kendall]. It’s not like I’m like ugh screw Cara, screw her, you know what I mean? OK.”

Delevingne wasn’t buying his explanation, and posted several photos of them together on her Instagram to disprove it. “Now vs. Then,” Delevingne wrote. “If you have nothing against me, then why don’t you unblock me? Love you @haileybieber – he should have just eaten the bull penis.”

Benson commented two emojis on her girlfriend’s IG: “😭🤣”

News and Strategy Editor
Alyssa Bailey is the news and strategy editor at, where she oversees coverage of celebrities and royals (particularly Meghan Markle and Kate Middleton).

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