Cara Delevingne and Ashley Benson Spark Engagement Rumors: Relive Their Romance

Take a look back at the celeb couple's relationship over the last year

By Jess Cohen Jul 10, 2019 6:33 PMTags
Watch: Why the Internet Thinks Cara Delevingne & Ashley Benson Are Engaged

Are Cara Delevingne and Ashley Benson engaged? Social media sure thinks so!

The beloved British model and the Pretty Little Liars alum, who worked together on the 2019 movie Her Smell, have the Internet convinced that they're ready to wed. While the pair first started dating over a year ago, it was just last month that the couple officially confirmed their romance in a post celebrating Pride Month.

Cara later revealed the special reason why she and Ashley decided to go public with their relationship, telling E! News, "It is Pride, it's been 50 years since Stonewall happened and I don't know. It's been just a bit over our year anniversary, so, why not?"

Cara Delevingne and Ashley Benson: Romance Rewind

Engagement speculation went into overdrive this week as, Cara, 26, and Ashley, 29, were spotted vacationing in Saint-Tropez, with gold bands on their fingers.

While the duo has yet to comment on the speculation, Ashley's mom, Shannon Benson, appeared to address the engagement rumors on Tuesday, sharing a post on Instagram that read, "How easy it is for so many of us today to be undoubtedly full of information yet fully deprived of accurate information."

As we wait for an official confirmation or denial from Cara and Ashley, let's take a look back at their romance over the last year!

Romance Rumors

Cara Delevingne and Ashley Benson first sparked romance rumors in May 2018 when they were spotted holding hands in New York City. Later that month, pictures emerged of Delevingne kissing Benson on the cheek.

A & C

In Aug. 2018, the Pretty Little Liars alum shared a selfie on Instagram wearing "A" and "C" initials on her necklace. Days later, Delevingne and Benson were photographed kissing at Heathrow Airport in London.

Party Pics

In Sept. 2018, the co-stars promoted Her Smell at the Toronto International Film Festival.

"Post Show Cuddle Puddle"

In March 2019, stylist Jamie Mizrahi shared this sweet picture of Delevingne and Benson after the Chanel show in Paris. "post show cuddle puddle," Mizrahi captioned the social media snap.

Officially Official

In June 2019, Delevingne posted a video of her and Benson kissing, confirming their relationship. The model and actress captioned the post with heart and rainbow emojis, writing, "#PRIDE."

A Sweet Shout-Out

Delevingne gave Benson a sweet shout-out during her acceptance speech for The Trevor Project's Hero Award in June.

Sharing a Laugh

"They just do normal things like get coffee, walk the dog or go to the movies. They like to stay home together a lot and just chill," a source told E! News of the duo's romance. "They are very sweet and loving together. They are always doing simple nice things for each other and it all comes very easy and naturally. They are committed to one another and very much in love."

My Best Friend's Wedding

The couple attends a pre-wedding celebration for Zoë Kravitz and Karl Glusman in late June.

Engagement Speculation

In July 2019, engagement rumors went into overdrive as the couple was spotted wearing gold bands as they enjoyed a vacation in France.


In late July, Benson shared this snap on her Instagram and fans couldn't help but speculate that the "CD" tattoo alongside her side was of her girlfriend's initials.

A Perfect Match

The celebrities packed on the PDA at the 2019 US Open Women's final in September.

Date Night

Delevingne and Benson attended Alanis Morissette's Broadway show Jagged Little Pill: The Musical with friends in November.

Calling It Quits

On May 6, 2020, E! News learned that the couple had split after almost two years together and that Delevingne is enjoying being single and spending time with great friends in quarantine.